lipid X (BioDeep_00000005667)
代谢物信息卡片
化学式: C34H66NO12P (711.4322)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(plant) 8.83%
分子结构信息
SMILES: CCCCCCCCCCCC(CC(=O)NC1C(C(C(OC1OP(=O)(O)O)CO)O)OC(=O)CC(CCCCCCCCCCC)O)O
InChI: InChI=1S/C34H66NO12P/c1-3-5-7-9-11-13-15-17-19-21-26(37)23-29(39)35-31-33(32(41)28(25-36)45-34(31)47-48(42,43)44)46-30(40)24-27(38)22-20-18-16-14-12-10-8-6-4-2/h26-28,31-34,36-38,41H,3-25H2,1-2H3,(H,35,39)(H2,42,43,44)/t26-,27-,28-,31-,32-,33-,34-/m1/s1
描述信息
An N-acyl-D-glucosamine 1-phosphate where the N-acyl group is (R)-3-hydroxytetradecanoyl and carrying an additional (R)-3-hydroxytetradecanoyl group at the 3-position.
同义名列表
5 个代谢物同义名
lipid X; 2,3-bis-(3R-hydroxy-tetradecanoyl)-alphaD-glucosamine-1-phosphate; [(3S,5S,6R)-3-hydroxy-2-(hydroxymethyl)-5-[[(3R)-3-hydroxytetradecanoyl]amino]-6-phosphonooxyoxan-4-yl] (3R)-3-hydroxytetradecanoate; 2,3-Bis(β-hydoroxymyristoyl)-β-D-glucosaminyl 1-phosphate; 2,3-Bis(3-hydroxytetradecanoyl)-β-D-glucosaminyl 1-phosphate
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:16942
- KEGG: C04824
- PubChem: 123907
- PubChem: 3247032
- PubChem: 257
- Metlin: METLIN3916
- Metlin: METLIN63656
- LipidMAPS: LMSL01020001
- MetaCyc: BISOHMYR-GLUCOSAMINYL-1P
- CAS: 86559-73-1
- PMhub: MS000018510
- MetaboLights: MTBLC16942
- PubChem: 7385
- PDB-CCD: LP5
- 3DMET: B04964
- NIKKAJI: J2.754.713C
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
208 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(208)
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
L-Glu + imidazole acetol-phosphate ⟶ 2OG + L-histidinol-phosphate
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
FAD + PROP-CoA ⟶ FADH2 + acryloyl-CoA
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
ATP + CoA + propionate ⟶ AMP + PPi + PROP-CoA
- Fatty acid and lipid metabolism:
NAD(P)H + Oxygen + lathosterol ⟶ H2O + NAD(P)+ + Provitamin D3
- Lipid-A-precursor biosynthesis:
H2O + UDP-3-O-(3-hydroxymyristoyl)-N-acetylglucosamine ⟶ CH3COO- + UDP-3-O-(3-hydroxymyristoyl)glucosamine
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
ATP + lipid A disaccharide ⟶ ADP + lipid IVA
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
- Metabolism and regulation:
CoA + NAD + methylmalonate-semialdehyde ⟶ NADH + PROP-CoA + carbon dioxide
- Fatty acid and lipid metabolism:
ATP + CoA-SH + fatty acid ⟶ AMP + FACoA + PPi
- Lipid-A-precursor biosynthesis:
UDP-2,3-bis(3-hydroxymyristoyl)glucosamine + lipid X ⟶ UDP + lipid A disaccharide
INOH(0)
PlantCyc(0)
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0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Minhee Lee, Jinshi Zhao, Seung-Hwa Kwak, Jae Cho, Myungju Lee, Robert A Gillespie, Do-Yeon Kwon, Hyunji Lee, Hyun-Ju Park, Qinglin Wu, Pei Zhou, Jiyong Hong. Structure-Activity Relationship of Sulfonyl Piperazine LpxH Inhibitors Analyzed by an LpxE-Coupled Malachite Green Assay.
ACS infectious diseases.
2019 04; 5(4):641-651. doi:
10.1021/acsinfecdis.8b00364
. [PMID: 30721024] - Chiaki Okada, Hiroko Wakabayashi, Momoko Kobayashi, Akira Shinoda, Isao Tanaka, Min Yao. Crystal structures of the UDP-diacylglucosamine pyrophosphohydrase LpxH from Pseudomonas aeruginosa.
Scientific reports.
2016 09; 6(?):32822. doi:
10.1038/srep32822
. [PMID: 27609419] - Jae Cho, Chul-Jin Lee, Jinshi Zhao, Hayley E Young, Pei Zhou. Structure of the essential Haemophilus influenzae UDP-diacylglucosamine pyrophosphohydrolase LpxH in lipid A biosynthesis.
Nature microbiology.
2016 Aug; 1(11):16154. doi:
10.1038/nmicrobiol.2016.154
. [PMID: 27780190] - Hayley E Young, Jinshi Zhao, Jeffrey R Barker, Ziqiang Guan, Raphael H Valdivia, Pei Zhou. Discovery of the Elusive UDP-Diacylglucosamine Hydrolase in the Lipid A Biosynthetic Pathway in Chlamydia trachomatis.
mBio.
2016 Mar; 7(2):e00090. doi:
10.1128/mbio.00090-16
. [PMID: 27006461] - Louis E Metzger, John K Lee, Janet S Finer-Moore, Christian R H Raetz, Robert M Stroud. LpxI structures reveal how a lipid A precursor is synthesized.
Nature structural & molecular biology.
2012 Nov; 19(11):1132-8. doi:
10.1038/nsmb.2393
. [PMID: 23042606] - Chijun Li, Ziqiang Guan, Dan Liu, Christian R H Raetz. Pathway for lipid A biosynthesis in Arabidopsis thaliana resembling that of Escherichia coli.
Proceedings of the National Academy of Sciences of the United States of America.
2011 Jul; 108(28):11387-92. doi:
10.1073/pnas.1108840108
. [PMID: 21709257] - Lyn H Jones, Laurence J Altobell, Mary T MacDonald, Nicholas A Boyle, Paul Wentworth, Richard A Lerner, Kim D Janda. Active immunization with a glycolipid transition state analogue protects against endotoxic shock.
Angewandte Chemie (International ed. in English).
2002 Nov; 41(22):4241-4. doi:
10.1002/1521-3773(20021115)41:22<4241::aid-anie4241>3.0.co;2-n
. [PMID: 12434351] - M Suzuki, K Suetake, T Kasama, T Ariga, M Shiina, S Kusunoki, R K Yu. Characterization of a phospholipid antigen reacting with serum antibody in patients with peripheral neuropathies and paraproteinemia.
Journal of neurochemistry.
2001 Dec; 79(5):970-5. doi:
10.1046/j.1471-4159.2001.00663.x
. [PMID: 11739608] - S Augy-Dorey, D C Billington, J A Camara, S D Gero, I Sagnard, B Quiclet-Sire, D Ghezzi. Synthesis and biological evaluation of carbocyclic analogues of lipid X: new nonpolar antagonists of LPS induced TNF production.
Drug design and discovery.
1999 Jul; 16(1):41-8. doi:
. [PMID: 10466055]
- M V Kalayoglu, G I Byrne. A Chlamydia pneumoniae component that induces macrophage foam cell formation is chlamydial lipopolysaccharide.
Infection and immunity.
1998 Nov; 66(11):5067-72. doi:
10.1128/iai.66.11.5067-5072.1998
. [PMID: 9784505] - M Shiozaki, N Deguchi, W M Macindoe, M Arai, H Miyazaki, T Mochizuki, T Tatsuta, J Ogawa, H Maeda, S Kurakata. Syntheses of 1-O-carboxyalkyl GLA-60 analogues.
Carbohydrate research.
1996 Mar; 283(?):27-51. doi:
10.1016/0008-6215(95)00402-5
. [PMID: 8901261] - N P Price, T M Kelly, C R Raetz, R W Carlson. Biosynthesis of a structurally novel lipid A in Rhizobium leguminosarum: identification and characterization of six metabolic steps leading from UDP-GlcNAc to 3-deoxy-D-manno-2-octulosonic acid2-lipid IVA.
Journal of bacteriology.
1994 Aug; 176(15):4646-55. doi:
10.1128/jb.176.15.4646-4655.1994
. [PMID: 8045896] - P Y Perera, C L Manthey, P L Stütz, J Hildebrandt, S N Vogel. Induction of early gene expression in murine macrophages by synthetic lipid A analogs with differing endotoxic potentials.
Infection and immunity.
1993 May; 61(5):2015-23. doi:
10.1128/iai.61.5.2015-2023.1993
. [PMID: 7683001] - H D Flad, H Loppnow, E T Rietschel, A J Ulmer. Agonists and antagonists for lipopolysaccharide-induced cytokines.
Immunobiology.
1993 Apr; 187(3-5):303-16. doi:
10.1016/s0171-2985(11)80346-3
. [PMID: 8330901] - R L Danner, P Q Eichacker, M E Doerfler, W D Hoffman, J M Reilly, J Wilson, T J MacVittie, P Stuetz, J E Parrillo, C Natanson. Therapeutic trial of lipid X in a canine model of septic shock.
The Journal of infectious diseases.
1993 Feb; 167(2):378-84. doi:
10.1093/infdis/167.2.378
. [PMID: 8421172] - M H Wang, H D Flad, W Feist, J Musehold, S Kusumoto, H Brade, J Gerdes, H T Rietschel, A J Ulmer. Inhibition of endotoxin or lipid A-induced tumor necrosis factor production by synthetic lipid A partial structures in human peripheral blood mononuclear cells.
Lymphokine and cytokine research.
1992 Feb; 11(1):23-31. doi:
. [PMID: 1576244]
- C R Raetz. Lipid A disaccharide synthase from Escherichia coli.
Methods in enzymology.
1992; 209(?):455-66. doi:
10.1016/0076-6879(92)09056-9
. [PMID: 1495426] - W A Lynn, C R Raetz, N Qureshi, D T Golenbock. Lipopolysaccharide-induced stimulation of CD11b/CD18 expression on neutrophils. Evidence of specific receptor-based response and inhibition by lipid A-based antagonists.
Journal of immunology (Baltimore, Md. : 1950).
1991 Nov; 147(9):3072-9. doi:
. [PMID: 1717586]
- H Vyplel, D Scholz, I Macher, K Schindlmaier, E Schütze. C-glycosidic analogues of lipid A and lipid X: synthesis and biological activities.
Journal of medicinal chemistry.
1991 Sep; 34(9):2759-67. doi:
10.1021/jm00113a013
. [PMID: 1895296] - T Tanke, J W van de Loo, H Rhim, P S Leventhal, R A Proctor, P J Bertics. Bacterial lipopolysaccharide-stimulated GTPase activity in RAW 264.7 macrophage membranes.
The Biochemical journal.
1991 Jul; 277 ( Pt 2)(?):379-85. doi:
10.1042/bj2770379
. [PMID: 1859366] - C Lam, J Hildebrandt, E Schütze, B Rosenwirth, R A Proctor, E Liehl, P Stütz. Immunostimulatory, but not antiendotoxin, activity of lipid X is due to small amounts of contaminating N,O-acylated disaccharide-1-phosphate: in vitro and in vivo reevaluation of the biological activity of synthetic lipid X.
Infection and immunity.
1991 Jul; 59(7):2351-8. doi:
10.1128/iai.59.7.2351-2358.1991
. [PMID: 1646770] - A T Peter, W T Bosu, G I Perez, G Loro-Kujjo, J D Gaines. Serum cortisol changes in heifers induced by lipid X: a monosaccharide precursor in the biosynthesis of Gram-negative endotoxin.
Research in veterinary science.
1991 May; 50(3):315-8. doi:
10.1016/0034-5288(91)90131-7
. [PMID: 1882140] - K Takayama, M Olsen, P Datta, R L Hunter. Adjuvant activity of non-ionic block copolymers. V. Modulation of antibody isotype by lipopolysaccharides, lipid A and precursors.
Vaccine.
1991 Apr; 9(4):257-65. doi:
10.1016/0264-410x(91)90109-j
. [PMID: 2058268] - H D Flad, W Feist, M H Wang, H Brade, E T Rietschel, A J Ulmer. Induction and modulation of interleukin 1 production by defined partial structures of lipopolysaccharide.
Behring Institute Mitteilungen.
1991 Feb; ?(88):112-9. doi:
"
. [PMID: 2049027] - R V Maier, G B Hahnel, T H Pohlman. Endotoxin requirements for alveolar macrophage stimulation.
The Journal of trauma.
1990 Dec; 30(12 Suppl):S49-57. doi:
10.1097/00005373-199012001-00013
. [PMID: 2254991] - M H Wang, W Feist, H Herzbeck, H Brade, S Kusumoto, E T Rietschel, H D Flad, A J Ulmer. Suppressive effect of lipid A partial structures on lipopolysaccharide or lipid A-induced release of interleukin 1 by human monocytes.
FEMS microbiology immunology.
1990 Oct; 2(3):179-85. doi:
10.1111/j.1574-6968.1990.tb03517.x
. [PMID: 2257173] - N L Kovach, E Yee, R S Munford, C R Raetz, J M Harlan. Lipid IVA inhibits synthesis and release of tumor necrosis factor induced by lipopolysaccharide in human whole blood ex vivo.
The Journal of experimental medicine.
1990 Jul; 172(1):77-84. doi:
10.1084/jem.172.1.77
. [PMID: 2193101] - H Aschauer, A Grob, J Hildebrandt, E Schuetze, P Stuetz. Highly purified lipid X is devoid of immunostimulatory activity. Isolation and characterization of immunostimulating contaminants in a batch of synthetic lipid X.
The Journal of biological chemistry.
1990 Jun; 265(16):9159-64. doi:
. [PMID: 2345168]
- R L Danner, A L Van Dervort, M E Doerfler, P Stuetz, J E Parrillo. Antiendotoxin activity of lipid A analogues: requirements of the chemical structure.
Pharmaceutical research.
1990 Mar; 7(3):260-3. doi:
10.1023/a:1015874012484
. [PMID: 2160074] - M Romano, J Hawiger. Interaction of endotoxic lipid A and lipid X with purified human platelet protein kinase C.
The Journal of biological chemistry.
1990 Jan; 265(3):1765-70. doi:
. [PMID: 2295655]
- T P Birkland, R D Cornwell, D T Golenbock, R A Proctor. Comparative study of lipopolysaccharide-, lipid IVa-, and lipid X-induced tumor necrosis factor production in murine macrophage-like cell lines.
Advances in experimental medicine and biology.
1990; 256(?):399-402. doi:
10.1007/978-1-4757-5140-6_35
. [PMID: 2327296] - B S Schwartz, M C Monroe, J D Bradshaw. Endotoxin-induced production of plasminogen activator inhibitor by human monocytes is autonomous and can be inhibited by lipid X.
Blood.
1989 Jun; 73(8):2188-95. doi:
. [PMID: 2471561]
- G Lipka, H Hauser. Phase behaviour of mixtures of lipid X with phosphatidylcholine and phosphatidylethanolamine.
Biochimica et biophysica acta.
1989 Feb; 979(2):239-50. doi:
10.1016/0005-2736(89)90440-9
. [PMID: 2923879] - A B Cady, S Kotani, T Shiba, S Kusumoto, J M Krueger. Somnogenic activities of synthetic lipid A.
Infection and immunity.
1989 Feb; 57(2):396-403. doi:
10.1128/iai.57.2.396-403.1989
. [PMID: 2912895] - H D Flad, H Loppnow, W Feist, M H Wang, H Brade, S Kusumoto, E T Rietschel, A J Ulmer. Interleukin 1 and tumor necrosis factor: studies on the induction by lipopolysaccharide partial structures.
Lymphokine research.
1989; 8(3):235-8. doi:
"
. [PMID: 2789317] - R A Proctor. Endotoxin biosynthetic precursors: biologic and therapeutic activities.
Progress in clinical and biological research.
1989; 299(?):169-79. doi:
"
. [PMID: 2657788] - R M Smith. Pulmonary oxygen toxicity in rats: prevention by pyrogenic diphosphoryl lipid A and potentiation by nontoxic monophosphoryl lipid A and lipid X.
Research communications in chemical pathology and pharmacology.
1988 Nov; 62(2):221-34. doi:
. [PMID: 3075066]
- G Lipka, R A Demel, H Hauser. Phase behaviour of lipid X.
Chemistry and physics of lipids.
1988 Oct; 48(3-4):267-80. doi:
10.1016/0009-3084(88)90097-7
. [PMID: 3242955] - J Grabarek, S Timmons, J Hawiger. Modulation of human platelet protein kinase C by endotoxic lipid A.
The Journal of clinical investigation.
1988 Sep; 82(3):964-71. doi:
10.1172/jci113705
. [PMID: 3047171] - J D Walters, R C Jirsa. Activation of cyclic nucleotide phosphodiesterase by a monosaccharide precursor of Escherichia coli lipid A.
FEBS letters.
1988 Aug; 236(2):312-4. doi:
10.1016/0014-5793(88)80044-9
. [PMID: 2842185] - T H Pohlman, R K Winn, K S Callahan, R V Maier, J M Harlan. A glycolipid precursor of bacterial lipopolysaccharide (lipid X) lacks activity against endothelial cells in vitro and is not toxic in vivo.
The Journal of surgical research.
1988 Aug; 45(2):228-37. doi:
10.1016/0022-4804(88)90069-8
. [PMID: 3043110] - S L Gartner, D G Sieckmann, Y H Kang, L P Watson, L D Homer. Effects of lipopolysaccharide, lipid A, lipid X, and phorbol ester on cultured bovine endothelial cells.
Laboratory investigation; a journal of technical methods and pathology.
1988 Aug; 59(2):181-91. doi:
. [PMID: 2457132]
- C H Sibley, A Terry, C R Raetz. Induction of kappa light chain synthesis in 70Z/3 B lymphoma cells by chemically defined lipid A precursors.
The Journal of biological chemistry.
1988 Apr; 263(11):5098-103. doi:
. [PMID: 3128535]
- D T Golenbock, J E Leggett, P Rasmussen, W A Craig, C R Raetz, R A Proctor. Lipid X protects mice against fatal Escherichia coli infection.
Infection and immunity.
1988 Apr; 56(4):779-84. doi:
10.1128/iai.56.4.779-784.1988
. [PMID: 3278981] - M A Tomai, A G Johnson, E Ribi. Glycolipid induced proliferation of lipopolysaccharide hyporesponsive C3H/HeJ splenocytes.
Journal of leukocyte biology.
1988 Jan; 43(1):11-7. doi:
10.1002/jlb.43.1.11
. [PMID: 3275732] - D T Golenbock, S Ebert, J A Will, R A Proctor. Elimination and tissue distribution of the monosaccharide lipid A precursor, lipid X, in mice and sheep.
Antimicrobial agents and chemotherapy.
1988 Jan; 32(1):37-41. doi:
10.1128/aac.32.1.37
. [PMID: 3348611] - R A Zoeller, P D Wightman, M S Anderson, C R Raetz. Accumulation of lysophosphatidylinositol in RAW 264.7 macrophage tumor cells stimulated by lipid A precursors.
The Journal of biological chemistry.
1987 Dec; 262(35):17212-20. doi:
. [PMID: 3680297]
- E T Rietschel, L Brade, U Schade, C Galanos, M Freudenberg, O Lüderitz, S Kusumoto, T Shiba. Endotoxic properties of synthetic pentaacyl lipid A precursor Ib and a structural isomer.
European journal of biochemistry.
1987 Nov; 169(1):27-31. doi:
10.1111/j.1432-1033.1987.tb13576.x
. [PMID: 3315662] - D T Golenbock, J A Will, C R Raetz, R A Proctor. Lipid X ameliorates pulmonary hypertension and protects sheep from death due to endotoxin.
Infection and immunity.
1987 Oct; 55(10):2471-6. doi:
10.1128/iai.55.10.2471-2476.1987
. [PMID: 3308707] - R L Danner, K A Joiner, J E Parrillo. Inhibition of endotoxin-induced priming of human neutrophils by lipid X and 3-Aza-lipid X.
The Journal of clinical investigation.
1987 Sep; 80(3):605-12. doi:
10.1172/jci113112
. [PMID: 3624479] - T J Sayers, I Macher, J Chung, E Kugler. The production of tumor necrosis factor by mouse bone marrow-derived macrophages in response to bacterial lipopolysaccharide and a chemically synthesized monosaccharide precursor.
Journal of immunology (Baltimore, Md. : 1950).
1987 May; 138(9):2935-40. doi:
. [PMID: 3106494]
- J Dijkstra, J W Mellors, J L Ryan, F C Szoka. Modulation of the biological activity of bacterial endotoxin by incorporation into liposomes.
Journal of immunology (Baltimore, Md. : 1950).
1987 Apr; 138(8):2663-70. doi:
NULL
. [PMID: 3494081] - K A Brozek, C E Bulawa, C R Raetz. Biosynthesis of lipid A precursors in Escherichia coli. A membrane-bound enzyme that transfers a palmitoyl residue from a glycerophospholipid to lipid X.
The Journal of biological chemistry.
1987 Apr; 262(11):5170-9. doi:
. [PMID: 3549717]
- K Ikeda, T Takahashi, C Shimizu, S Nakamoto, K Achiwa. Lipid A and related compounds. XI. New, efficient synthesis of lipid X.
Chemical & pharmaceutical bulletin.
1987 Apr; 35(4):1383-7. doi:
10.1248/cpb.35.1383
. [PMID: 3652288] - K E Burhop, R A Proctor, C R Raetz, J A Will. Pulmonary pressor responses in sheep to chemically defined precursors of E. coli endotoxin.
Journal of applied physiology (Bethesda, Md. : 1985).
1987 Mar; 62(3):1141-9. doi:
10.1152/jappl.1987.62.3.1141
. [PMID: 3553139] - C Lam, E Basalka, E Schütze, H Walzl. Inhibition of lipopolysaccharide-mediated activation of neutrophils with monosaccharide derivatives of lipid A.
Progress in clinical and biological research.
1987; 236A(?):427-35. doi:
"
. [PMID: 3615442] - C Lam, E Schütze, H Walzl, E Basalka. Protection of mice against lethal endotoxemia by lipid X is mediated through inhibition of neutrophil function.
Circulatory shock.
1987; 22(4):311-21. doi:
. [PMID: 2820606]
- T N Kirkland, D E Colwell, S M Michalek, J R McGhee, E J Ziegler. Analysis of the fine specificity and cross-reactivity of monoclonal anti-lipid A antibodies.
Journal of immunology (Baltimore, Md. : 1950).
1986 Dec; 137(11):3614-9. doi:
. [PMID: 2431039]
- F Amano, M Nishijima, Y Akamatsu. A monosaccharide precursor of Escherichia coli lipid A has the ability to induce tumor-cytotoxic factor production by a murine macrophage-like cell line, J774.1.
Journal of immunology (Baltimore, Md. : 1950).
1986 Jun; 136(11):4122-7. doi:
. [PMID: 3701065]
- R A Proctor, J A Will, K E Burhop, C R Raetz. Protection of mice against lethal endotoxemia by a lipid A precursor.
Infection and immunity.
1986 Jun; 52(3):905-7. doi:
10.1128/iai.52.3.905-907.1986
. [PMID: 3519466] - M B Sutton, R C Strunk, F S Cole. Regulation of the synthesis of the third component of complement and factor B in cord blood monocytes by lipopolysaccharide.
Journal of immunology (Baltimore, Md. : 1950).
1986 Feb; 136(4):1366-72. doi:
. [PMID: 3003195]
- K E Burhop, R A Proctor, R B Helgerson, C H Raetz, J R Starling, J A Will. Pulmonary pathophysiological changes in sheep caused by endotoxin precursor, lipid X.
Journal of applied physiology (Bethesda, Md. : 1985).
1985 Dec; 59(6):1726-32. doi:
10.1152/jappl.1985.59.6.1726
. [PMID: 4077781] - F Amano, M Nishijima, K Akagawa, Y Akamatsu. Enhancement of O2- generation and tumoricidal activity of murine macrophages by a monosaccharide precursor of Escherichia coli lipid A.
FEBS letters.
1985 Nov; 192(2):263-6. doi:
10.1016/0014-5793(85)80121-6
. [PMID: 2998869] - T Takahashi, C Shimizu, S Nakamoto, K Ikeda, K Achiwa. A new methodology for chemoselection of one amino and four hydroxyl groups of glucosamine derivatives and its use for synthesis of lipid X.
Chemical & pharmaceutical bulletin.
1985 Apr; 33(4):1760-2. doi:
10.1248/cpb.33.1760
. [PMID: 4042251] - M Nishijima, F Amano, Y Akamatsu, K Akagawa, T Tokunaga, C R Raetz. Macrophage activation by monosaccharide precursors of Escherichia coli lipid A.
Proceedings of the National Academy of Sciences of the United States of America.
1985 Jan; 82(2):282-6. doi:
10.1073/pnas.82.2.282
. [PMID: 3881760] - L Giuliani, G Carmignani, E Belgrano, P Puppo. Transcatheter arterial embolization in urological tumors: the use of isobutyl-2-cyanoacrylate.
The Journal of urology.
1979 May; 121(5):630-4. doi:
10.1016/s0022-5347(17)56913-x
. [PMID: 439260]