Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate (BioDeep_00000013475)
human metabolite Endogenous
代谢物信息卡片
化学式: C79H129N3O22P2 (1533.8542513999998)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(=O)NC1C(C)OC(OC2C(C(=O)O)OC(OC3C(CO)OC(OP(=O)(O)OP(=O)(O)OCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)C(NC(C)=O)C3O)C(NC(C)=O)C2O)C(O)C1O
InChI: InChI=1S/C79H129N3O22P2/c1-50(2)27-17-28-51(3)29-18-30-52(4)31-19-32-53(5)33-20-34-54(6)35-21-36-55(7)37-22-38-56(8)39-23-40-57(9)41-24-42-58(10)43-25-44-59(11)45-26-46-60(12)47-48-97-105(93,94)104-106(95,96)103-78-68(82-64(16)86)70(88)73(65(49-83)99-78)100-77-67(81-63(15)85)71(89)74(75(102-77)76(91)92)101-79-72(90)69(87)66(61(13)98-79)80-62(14)84/h27,29,31,33,35,37,39,41,43,45,47,61,65-75,77-79,83,87-90H,17-26,28,30,32,34,36,38,40,42,44,46,48-49H2,1-16H3,(H,80,84)(H,81,85)(H,82,86)(H,91,92)(H,93,94)(H,95,96)/b51-29+,52-31+,53-33+,54-35+,55-37+,56-39+,57-41+,58-43+,59-45+,60-47+/t61-,65-,66?,67+,68-,69+,70-,71-,72-,73-,74+,75+,77-,78-,79-/m1/s1
描述信息
Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate is synthesized on the cytoplasmic side of the membrane. It is then translocated to the periplasmic side of the membrane by the flippase, where assembly of the polysaccharide chains occurs by a block-polymerization mechanism. The polysaccharide chains are then transferred to an as yet unidentified glyceride acceptor to yield ECAPG. Completed ECAPG polymers are then incorporated into the exterior leaflet of the outer membrane (PMID: 12621029). Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate pyrophosphate + dTDP-4-acetamido-4,6-dideoxy-D-galactose = undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate + dTDP.
Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate is synthesized on the cytoplasmic side of the membrane. It is then translocated to the periplasmic side of the membrane by the flippase, where assembly of the polysaccharide chains occurs by a block-polymerization mechanism. The polysaccharide chains are then transferred to an as yet unidentified glyceride acceptor to yield ECAPG. Completed ECAPG polymers are then incorporated into the exterior leaflet of the outer membrane. (PMID: 12621029)
同义名列表
11 个代谢物同义名
(2S,3S,4R,5S,6R)-5-acetamido-3-{[(2R,3R,4S,6R)-5-acetamido-3,4-dihydroxy-6-methyloxan-2-yl]oxy}-6-{[(2R,3S,4R,5R,6R)-5-acetamido-4-hydroxy-6-{[hydroxy({[hydroxy({[(2E,6E,10E,14E,18E,22E,26E,30E,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]oxy})phosphoryl]oxy})phosphoryl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxyoxane-2-carboxylic acid; (2S,3S,4R,5S,6R)-5-acetamido-3-{[(2R,3R,4S,6R)-5-acetamido-3,4-dihydroxy-6-methyloxan-2-yl]oxy}-6-{[(2R,3S,4R,5R,6R)-5-acetamido-4-hydroxy-6-{[hydroxy({hydroxy[(2E,6E,10E,14E,18E,22E,26E,30E,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]oxyphosphoryl}oxy)phosphoryl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxyoxane-2-carboxylic acid; Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronic acid-4-acetamido-4,6-dideoxy-D-galactose pyrophosphoric acid; Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate; Undecaprenyl-diphospho N-acetylglucosamine-N-acetylmannosaminuronate-N-acetamido-4,6-dideoxy-D-galactose; ManNAcA-glcnac-fuc4nac-pyrophosphorylundecaprenol; ManNAcA-glcnac-fuc4nac-PP-lipid; Und-PP-GlcNAc-ManNAcA-Fuc4NAc; C55-PP-GlcNAc-mannaca-fuc4nac; Ceramide nonasaccharide; Lipid III
数据库引用编号
9 个数据库交叉引用编号
- KEGG: C20498
- PubChem: 53481400
- PubChem: 44229216
- PubChem: 656439
- HMDB: HMDB0012307
- foodb: FDB028930
- chemspider: 35032433
- PMhub: MS000027954
- PubChem: 172232247
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
3 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(3)
- Secondary Metabolites: Enterobacterial Common Antigen Biosynthesis:
L-Glutamic acid + dTDP-4-dehydro-6-deoxy-D-glucose ⟶ Oxoglutaric acid + dTDP-thomosamine
- Secondary Metabolites: Enterobacterial Common Antigen Biosynthesis 2:
L-Glutamic acid + dTDP-4-dehydro-6-deoxy-D-glucose ⟶ Oxoglutaric acid + dTDP-thomosamine
- Secondary Metabolites: Enterobacterial Common Antigen Biosynthesis 3:
L-Glutamic acid + dTDP-4-dehydro-6-deoxy-D-glucose ⟶ Oxoglutaric acid + dTDP-D-Fucosamine
PharmGKB(0)
1 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
- Anna Müller, Hannah Ulm, Katrin Reder-Christ, Hans-Georg Sahl, Tanja Schneider. Interaction of type A lantibiotics with undecaprenol-bound cell envelope precursors.
Microbial drug resistance (Larchmont, N.Y.).
2012 Jun; 18(3):261-70. doi:
10.1089/mdr.2011.0242
. [PMID: 22432708] - Mark P Pereira, Jefferey W Schertzer, Michael A D'Elia, Kalinka P Koteva, Donald W Hughes, Gerard D Wright, Eric D Brown. The wall teichoic acid polymerase TagF efficiently synthesizes poly(glycerol phosphate) on the TagB product lipid III.
Chembiochem : a European journal of chemical biology.
2008 Jun; 9(9):1385-90. doi:
10.1002/cbic.200800026
. [PMID: 18465758] - T Hori, M Sugita, S Ando, M Kuwahara, K Kumauchi, E Sugie, O Itasaka. Characterization of a novel glycosphingolipid, ceramide nonasaccharide, isolated from spermatozoa of the fresh water bivalve, Hyriopsis schlegelii.
The Journal of biological chemistry.
1981 Nov; 256(21):10979-85. doi:
. [PMID: 7287744]
- M Yamada, J Takahashi. Effect of dietary DL-ethionine on postnatal growth, and activities of liver and kidney enzymes of male chickens, Gallus domesticus.
Comparative biochemistry and physiology. C: Comparative pharmacology.
1977; 58(2C):177-81. doi:
10.1016/0306-4492(77)90101-0
. [PMID: 23931] - M FAURE, J PILLOT. [Antigenic composition of Treponema. III. Wassermann's lipid antigen].
Annales de l'Institut Pasteur.
1960 Nov; 99(?):729-42. doi:
"
. [PMID: 13698364] - A BATA, P MILUTINOVIC, K DIMITRIJEVIC, M CVETOJEVIC. [Contribution to the study of lipid metabolism. III. Functional and morphological changes in various organs during massive dietary lipid intake].
Glasnik (Srpska akademija nauka).
1960; 244(15):43-9. doi:
"
. [PMID: 24546258] - F CONSOLO, P GALLONE, A JANNI. [Thioctic acid & lipid metabolism. III].
Bollettino della Societa italiana di biologia sperimentale.
1957 Aug; 33(8-9):1325-8. doi:
"
. [PMID: 13522927] - P DUBOULOZ, J FONDARAI, J P PRACCHIA. [Metabolism of lipid peroxides. III. Mechanism of the destruction of lipid peroxides by animal tissues].
Bulletin de la Societe de chimie biologique.
1954; 36(6-7):893-900. doi:
"
. [PMID: 13199570] - R LECOQ, P CHAUCHARD, H MAZOUE. [The role of vitamines and hormones in lipid metabolism. III. Interrelation of principal vitamin and hormone factors and comparison of their activity in different phases of lipid metabolism].
Therapie.
1951; 6(3):161-72. doi:
"
. [PMID: 14855431]