5,10-Methylene-THF (BioDeep_00000004386)
human metabolite Endogenous blood metabolite Volatile Flavor Compounds
代谢物信息卡片
2-({4-[(6aR)-1-hydroxy-3-imino-3H,4H,5H,6H,6aH,7H,8H,9H-imidazo[1,5-f]pteridin-8-yl]phenyl}formamido)pentanedioic acid
化学式: C20H23N7O6 (457.1709738)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 0.68%
分子结构信息
SMILES: c12[nH]c(nc(=O)c1N1[C@H](CN2)CN(C1)c1ccc(cc1)C(=O)N[C@@H](CCC(=O)O)C(=O)O)N
InChI: InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)
描述信息
5,10-Methylene-THF is an intermediate in glycine, serine and threonine metabolism and one carbon metabolism. 5,10-CH2-THF can also be used as a coenzyme in the biosynthesis of thymidine. More specifically it is the C1-donor in the reactions catalyzed by thymidylate synthase and thymidylate synthase (FAD). It also acts as a coenzyme in the synthesis of serine from glycine via the enzyme serine hydroxymethyl transferase. 5,10-Methylene-THF is a substrate for Methylenetetrahydrofolate reductase. This enzyme converts 5,10-methylenetetrahydrofolate to 5-methyltetrahydrofolate. This reaction is required for the multistep process that converts the amino acid homocysteine to methionine. The body uses methionine to make proteins and other important compounds. 5,10-CH2-THF is a substrate for many enzymes including Bifunctional methylenetetrahydrofolate dehydrogenase/cyclohydrolase (mitochondrial), Aminomethyltransferase (mitochondrial), Serine hydroxymethyltransferase (mitochondrial), Methylenetetrahydrofolate reductase, C-1-tetrahydrofolate synthase (cytoplasmic), Serine hydroxymethyltransferase (cytosolic) and Thymidylate synthase.
5,10-Methylene-THF is an intermediate in the metabolism of Methane and the metabolism of Nitrogen. It is a substrate for Bifunctional methylenetetrahydrofolate dehydrogenase/cyclohydrolase (mitochondrial), Aminomethyltransferase (mitochondrial), Serine hydroxymethyltransferase (mitochondrial), Methylenetetrahydrofolate reductase, C-1-tetrahydrofolate synthase (cytoplasmic), Serine hydroxymethyltransferase (cytosolic) and Thymidylate synthase. [HMDB]
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同义名列表
19 个代谢物同义名
2-({4-[(6aR)-1-hydroxy-3-imino-3H,4H,5H,6H,6aH,7H,8H,9H-imidazo[1,5-f]pteridin-8-yl]phenyl}formamido)pentanedioic acid; 2-({4-[(6aR)-1-hydroxy-3-imino-4H,5H,6H,6aH,7H,9H-imidazo[1,5-f]pteridin-8-yl]phenyl}formamido)pentanedioic acid; 2-[[4-[(6aR)-3-amino-1-oxo-4,5,6,6a,7,9-hexahydroimidazo[1,5-f]pteridin-8-yl]benzoyl]amino]pentanedioic acid; 5,10-Methylenetetrahydrofolate monohydrochloride, (L-glu)-isomer; 5,10-Methylenetetrahydrofolate, (L-glu)-(S)-isomer; 5,10-Methylenetetrahydrofolate, (D-glu)-isomer; (6R)-5,10-Methylenetetrahydrofolic acid; 5,10-Methenyltetrahydropteroylglutamate; 5,10-Methylene-5,6,7,8-tetrahydrofolate; (6R)-5,10-Methylenetetrahydrofolate; 5,10-Methylenetetrahydrofolic acid; N5>,N10-methylenetetrahydrofolate; 5,10-Methylene-6-hydrofolic acid; 5,10-Methylenetetrahydrofolate; 5,10-Methylene-6-hydrofolate; Tetrahydromethylenefolate; 5,10-methylene-THF; CH2H4Folate; 5,10-Methylenetetrahydrofolate
数据库引用编号
20 个数据库交叉引用编号
- KEGG: C00143
- PubChem: 135402041
- PubChem: 135398652
- PubChem: 439175
- HMDB: HMDB0001533
- Metlin: METLIN713
- KNApSAcK: C00007250
- foodb: FDB022675
- chemspider: 388320
- CAS: 31690-11-6
- CAS: 3432-99-3
- PMhub: MS000016806
- ChEBI: CHEBI:1989
- PubChem: 3443
- PDB-CCD: MEF
- PDB-CCD: MHF
- 3DMET: B04640
- NIKKAJI: J356.347B
- RefMet: 5,10-Methylene-THF
- KNApSAcK: 1989
分类词条
相关代谢途径
Reactome(0)
BioCyc(9)
PlantCyc(0)
代谢反应
144 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(16)
- folate metabolism:
H+ + ser + tetrahydrofolate ⟶ 5,10-methylene-THF + H2O + gly - pyrimidine deoxyribonucleotides de novo biosynthesis I:
H2O + dCTP ⟶ ammonia + dUTP - purine and pyrimidine metabolism:
adenosine + phosphate ⟶ α-D-ribose-1-phosphate + adenine - pyrimidine deoxyribonucleotides de novo biosynthesis I:
H2O + dCTP ⟶ ammonia + dUTP - formylTHF biosynthesis II:
H+ + NAD+ + gly + tetrahydrofolate ⟶ 5,10-methylenetetrahydrofolate + CO2 + NADH + ammonia - formylTHF biosynthesis I:
H+ + NAD+ + gly + tetrahydrofolate ⟶ 5,10-methylenetetrahydrofolate + CO2 + NADH + ammonia - folate polyglutamylation I:
H+ + ser + tetrahydrofolate ⟶ 5,10-methylene-THF + H2O + gly - superpathway of serine and glycine biosynthesis I:
2-oxoglutarate + 3-phospho-L-serine ⟶ 3-phospho-hydroxypyruvate + glt - glycine biosynthesis I:
H+ + ser + tetrahydrofolate ⟶ 5,10-methylene-THF + H2O + gly - superpathway of threonine degradation:
thr ⟶ 2-oxobutanoate + H+ + ammonia - threonine degradation I:
thr ⟶ acetaldehyde + gly - formaldehyde assimilation I (serine pathway):
L-malyl-CoA ⟶ acetyl-CoA + glyoxylate - glycine degradation III:
H+ + NAD+ + gly + tetrahydrofolate ⟶ 5,10-methylenetetrahydrofolate + CO2 + NADH + ammonia - glycine biosynthesis II:
H+ + NAD+ + gly + tetrahydrofolate ⟶ 5,10-methylenetetrahydrofolate + CO2 + NADH + ammonia - folate polyglutamylation I:
H+ + ser + tetrahydrofolate ⟶ 5,10-methylenetetrahydrofolate + H2O + gly - glycine cleavage complex:
a [glycine-cleavage complex H protein] N6-aminomethyldihydrolipoyl-L-lysine + tetrahydrofolate ⟶ 5,10-methylene-THF + a [glycine-cleavage complex H protein] N6-dihydrolipoyl-L-lysine + ammonia
WikiPathways(6)
- Folate metabolism:
Thromboxane A2 ⟶ Thromboxane B2 - Vitamin B12 metabolism:
Thromboxane A2 ⟶ Thromboxane B2 - Vitamin B12 metabolism:
Thromboxane A2 ⟶ Thromboxane B2 - Folate-alcohol and cancer pathway hypotheses:
Cysteine ⟶ Cystathionine - Folate metabolism:
Thromboxane A2 ⟶ Thromboxane B2 - Ethanol effects on histone modifications:
Ethanol ⟶ Acetaldehyde
Plant Reactome(0)
INOH(6)
- Folate metabolism ( Folate metabolism ):
6-Pyruvoyl-5,6,7,8-tetrahydro-pterin + NADPH ⟶ 5,6,7,8-Tetrahydro-biopterin + NADP+ - Pyrimidine Nucleotides and Nucleosides metabolism ( Pyrimidine Nucleotides and Nucleosides metabolism ):
Deoxy-cytidine + H2O ⟶ Deoxy-uridine + NH3 - L-Tetrahydro-folic acid + L-Serine = 5,10-Methylene-tetrahydro-folic acid + Glycine + H2O ( Folate metabolism ):
L-Serine + L-Tetrahydro-folic acid ⟶ 5,10-Methylene-tetrahydro-folic acid + Glycine + H2O - Glycine and Serine metabolism ( Glycine and Serine metabolism ):
Guanidino-acetic acid + S-Adenosyl-L-methionine ⟶ Creatine + S-Adenosyl-L-homocysteine - L-Tetrahydro-folic acid + L-Serine = 5,10-Methylene-tetrahydro-folic acid + Glycine + H2O ( Glycine and Serine metabolism ):
L-Serine + L-Tetrahydro-folic acid ⟶ 5,10-Methylene-tetrahydro-folic acid + Glycine - NAD+ + 5,10-Methylene-tetrahydro-folic acid = NADH + 5,10-Methenyl-tetrahydro-folic acid ( Folate metabolism ):
5,10-Methylene-tetrahydro-folic acid + NAD+ ⟶ 5,10-Methenyl-tetrahydro-folic acid + NADH
PlantCyc(13)
- formaldehyde oxidation VII (THF pathway):
a tetrahydrofolate + formaldehyde ⟶ H2O + a 5,10-methylenetetrahydrofolate - folate polyglutamylation:
ATP + a 5,10-methylenetetrahydrofolate + glu ⟶ ADP + a 5,10-methylenetetrahydrofolate + phosphate - glycine biosynthesis I:
a tetrahydrofolate + ser ⟶ H2O + a 5,10-methylenetetrahydrofolate + gly - superpathway of pyrimidine deoxyribonucleoside salvage:
2'-deoxycytidine + H+ + H2O ⟶ 2'-deoxyuridine + ammonium - phosphopantothenate biosynthesis I:
3-methyl-2-oxobutanoate + H2O + a 5,10-methylenetetrahydrofolate ⟶ 2-dehydropantoate + a tetrahydrofolate - pyrimidine deoxyribonucleotides de novo biosynthesis I:
a 5,10-methylenetetrahydrofolate + dUMP ⟶ a 7,8-dihydrofolate + dTMP - pyrimidine deoxyribonucleosides salvage:
2'-deoxycytidine + H+ + H2O ⟶ 2'-deoxyuridine + ammonium - superpathway of pantothenate and coenzymeA biosynthesis:
3-methyl-2-oxobutanoate + H2O + a 5,10-methylenetetrahydrofolate ⟶ 2-dehydropantoate + a tetrahydrofolate - glycine biosynthesis:
a tetrahydrofolate + ser ⟶ H2O + a 5,10-methylenetetrahydrofolate + gly - formate assimilation into 5,10-methylenetetrahydrofolate:
NADP+ + a 5,10-methylenetetrahydrofolate ⟶ NADPH + a 5,10-methenyltetrahydrofolate - superpathway of pyrimidine deoxyribonucleotides de novo biosynthesis:
ATP + H2O + gln + hydrogencarbonate ⟶ ADP + H+ + carbamoyl phosphate + glu + phosphate - pyrimidine deoxyribonucleotides de novo biosynthesis II:
a 5,10-methylenetetrahydrofolate + dUMP ⟶ a 7,8-dihydrofolate + dTMP - superpathway of coenzyme A biosynthesis II (plants):
3-methyl-2-oxobutanoate + H2O + a 5,10-methylenetetrahydrofolate ⟶ 2-dehydropantoate + a tetrahydrofolate
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Map["name"]:
2-Methyl-3-acetoacetyl-CoA + Coenzyme A ⟶ Acetyl-CoA + Propanoyl-CoA
PathBank(102)
- Glycine and Serine Metabolism:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Ammonia Recycling:
Adenosine triphosphate + L-Aspartic acid + L-Glutamine + Water ⟶ Adenosine monophosphate + L-Asparagine + L-Glutamic acid + Pyrophosphate - Dimethylglycine Dehydrogenase Deficiency:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Dihydropyrimidine Dehydrogenase Deficiency (DHPD):
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Sarcosinemia:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Non-Ketotic Hyperglycinemia:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Dimethylglycine Dehydrogenase Deficiency:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Hyperglycinemia, Non-Ketotic:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - 3-Phosphoglycerate Dehydrogenase Deficiency:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Ammonia Recycling:
Adenosine triphosphate + L-Aspartic acid + L-Glutamine + Water ⟶ Adenosine monophosphate + L-Asparagine + L-Glutamic acid + Pyrophosphate - Glycine and Serine Metabolism:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - 3-Phosphoglycerate Dehydrogenase Deficiency:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Dihydropyrimidine Dehydrogenase Deficiency (DHPD):
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Dimethylglycine Dehydrogenase Deficiency:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Sarcosinemia:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Non-Ketotic Hyperglycinemia:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Hyperglycinemia, Non-Ketotic:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - 3-Phosphoglycerate Dehydrogenase Deficiency:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Ammonia Recycling:
Adenosine triphosphate + L-Aspartic acid + L-Glutamine + Water ⟶ Adenosine monophosphate + L-Asparagine + L-Glutamic acid + Pyrophosphate - Glycine and Serine Metabolism:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Ammonia Recycling:
Adenosine triphosphate + L-Aspartic acid + L-Glutamine + Water ⟶ Adenosine monophosphate + L-Asparagine + L-Glutamic acid + Pyrophosphate - Glycine and Serine Metabolism:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Ammonia Recycling:
Adenosine triphosphate + L-Aspartic acid + L-Glutamine + Water ⟶ Adenosine monophosphate + L-Asparagine + L-Glutamic acid + Pyrophosphate - Glycine and Serine Metabolism:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Ammonia Recycling:
Adenosine triphosphate + L-Aspartic acid + L-Glutamine + Water ⟶ Adenosine monophosphate + L-Asparagine + L-Glutamic acid + Pyrophosphate - Glycine and Serine Metabolism:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Dihydropyrimidine Dehydrogenase Deficiency (DHPD):
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Dimethylglycine Dehydrogenase Deficiency:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Sarcosinemia:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Non-Ketotic Hyperglycinemia:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Hyperglycinemia, Non-Ketotic:
Guanidoacetic acid + S-Adenosylhomocysteine ⟶ Creatine + S-Adenosylmethionine - Pyrimidine Metabolism:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - beta-Ureidopropionase Deficiency:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - UMP Synthase Deficiency (Orotic Aciduria):
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - Dihydropyrimidinase Deficiency:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy):
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - One Carbon Pool by Folate:
S-Aminomethyldihydrolipoylprotein; + Tetrahydrofolic acid ⟶ 5,10-Methylene-THF + Ammonia + dihydrolipoylprotein - One Carbon Pool by Folate I:
S-Aminomethyldihydrolipoylprotein; + Tetrahydrofolic acid ⟶ 5,10-Methylene-THF + Ammonia + dihydrolipoylprotein - Pyrimidine Metabolism:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - beta-Ureidopropionase Deficiency:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - Dihydropyrimidinase Deficiency:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - UMP Synthase Deficiency (Orotic Aciduria):
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy):
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - Pyrimidine Metabolism:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - Pyrimidine Metabolism:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - Pyrimidine Metabolism:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - Pyrimidine Metabolism:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - beta-Ureidopropionase Deficiency:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - Dihydropyrimidinase Deficiency:
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - UMP Synthase Deficiency (Orotic Aciduria):
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy):
Deoxycytidine + Water ⟶ Ammonia + Deoxyuridine - One Carbon Pool by Folate:
S-Aminomethyldihydrolipoylprotein; + Tetrahydrofolic acid ⟶ 5,10-Methylene-THF + Ammonia + dihydrolipoylprotein - Methionine Metabolism:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Folate Metabolism:
5-Formiminotetrahydrofolic acid ⟶ 5,10-Methenyltetrahydrofolic acid + Ammonia - Cystathionine beta-Synthase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Hypermethioninemia:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - S-Adenosylhomocysteine (SAH) Hydrolase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Glycine N-Methyltransferase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Methylenetetrahydrofolate Reductase Deficiency (MTHFRD):
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Methionine Adenosyltransferase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Methotrexate Action Pathway:
5-Formiminotetrahydrofolic acid ⟶ 5,10-Methenyltetrahydrofolic acid + Ammonia - Methylenetetrahydrofolate Reductase Deficiency (MTHFRD):
5-Formiminotetrahydrofolic acid ⟶ 5,10-Methenyltetrahydrofolic acid + Ammonia - Homocystinuria-Megaloblastic Anemia Due to Defect in Cobalamin Metabolism, cblG Complementation Type:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Folate Malabsorption, Hereditary:
5-Formiminotetrahydrofolic acid ⟶ 5,10-Methenyltetrahydrofolic acid + Ammonia - Folate Metabolism:
5-Formiminotetrahydrofolic acid ⟶ 5,10-Methenyltetrahydrofolic acid + Ammonia - Methionine Metabolism:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Folate Malabsorption, Hereditary:
5-Formiminotetrahydrofolic acid ⟶ 5,10-Methenyltetrahydrofolic acid + Ammonia - Cystathionine beta-Synthase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Glycine N-Methyltransferase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Hypermethioninemia:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Methionine Adenosyltransferase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Methylenetetrahydrofolate Reductase Deficiency (MTHFRD):
5-Formiminotetrahydrofolic acid ⟶ 5,10-Methenyltetrahydrofolic acid + Ammonia - S-Adenosylhomocysteine (SAH) Hydrolase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Homocystinuria-Megaloblastic Anemia Due to Defect in Cobalamin Metabolism, cblG Complementation Type:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Folate Malabsorption, Hereditary:
5-Formiminotetrahydrofolic acid ⟶ 5,10-Methenyltetrahydrofolic acid + Ammonia - Folate Metabolism:
5-Formiminotetrahydrofolic acid ⟶ 5,10-Methenyltetrahydrofolic acid + Ammonia - Methionine Metabolism:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Folate Metabolism:
5-Formiminotetrahydrofolic acid ⟶ 5,10-Methenyltetrahydrofolic acid + Ammonia - Methionine Metabolism:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Folate Metabolism:
5-Formiminotetrahydrofolic acid ⟶ 5,10-Methenyltetrahydrofolic acid + Ammonia - Methionine Metabolism:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Folate Metabolism:
5-Formiminotetrahydrofolic acid ⟶ 5,10-Methenyltetrahydrofolic acid + Ammonia - Methionine Metabolism:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Cystathionine beta-Synthase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Glycine N-Methyltransferase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Hypermethioninemia:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Methionine Adenosyltransferase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Methylenetetrahydrofolate Reductase Deficiency (MTHFRD):
5-Formiminotetrahydrofolic acid ⟶ 5,10-Methenyltetrahydrofolic acid + Ammonia - S-Adenosylhomocysteine (SAH) Hydrolase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Homocystinuria-Megaloblastic Anemia Due to Defect in Cobalamin Metabolism, cblG Complementation Type:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Glycine Metabolism:
DL-O-Phosphoserine + Water ⟶ L-Serine + Phosphate - Serine Metabolism:
DL-O-Phosphoserine + Water ⟶ L-Serine + Phosphate - Glycine Metabolism:
L-Serine + Tetrahydrofolic acid ⟶ 5,10-Methylene-THF + Glycine + Water - Serine Metabolism:
L-Serine + Tetrahydrofolic acid ⟶ 5,10-Methylene-THF + Glycine + Water - Glycine Biosynthesis:
L-Serine + Tetrahydrofolic acid ⟶ 5,10-Methylene-THF + Glycine + Water - Pantothenate and CoA Biosynthesis:
-Ketoisovaleric acid + 5,10-Methylene-THF + Water ⟶ 2-dehydropantoate + Tetrahydrofolic acid - Sarcosine Oncometabolite Pathway:
L-Serine + Tetrahydrofolic acid ⟶ 5,10-Methylene-THF + Glycine + Water - Pantothenate and CoA Biosynthesis:
-Ketoisovaleric acid + 5,10-Methylene-THF + Water ⟶ 2-dehydropantoate + Tetrahydrofolic acid - Sarcosine Oncometabolite Pathway:
L-Serine + Tetrahydrofolic acid ⟶ 5,10-Methylene-THF + Glycine + Water - Sarcosine Oncometabolite Pathway:
L-Serine + Tetrahydrofolic acid ⟶ 5,10-Methylene-THF + Glycine + Water - Glycine Biosynthesis:
L-Serine + Tetrahydrofolic acid ⟶ 5,10-Methylene-THF + Glycine + Water - Pantothenate and CoA Biosynthesis:
-Ketoisovaleric acid + 5,10-Methylene-THF + Water ⟶ 2-dehydropantoate + Tetrahydrofolic acid
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
- Armelle Vigouroux, Thibault Meyer, Anaïs Naretto, Pierre Legrand, Magali Aumont-Nicaise, Aurélie Di Cicco, Sébastien Renoud, Jeanne Doré, Daniel Lévy, Ludovic Vial, Céline Lavire, Solange Moréra. Characterization of the first tetrameric transcription factor of the GntR superfamily with allosteric regulation from the bacterial pathogen Agrobacterium fabrum.
Nucleic acids research.
2021 01; 49(1):529-546. doi:
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Cancer chemotherapy and pharmacology.
2021 01; 87(1):31-41. doi:
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Molecular pharmacology.
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The journal of maternal-fetal & neonatal medicine : the official journal of the European Association of Perinatal Medicine, the Federation of Asia and Oceania Perinatal Societies, the International Society of Perinatal Obstetricians.
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Ophthalmic genetics.
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Cancer chemotherapy and pharmacology.
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Molecular psychiatry.
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Nutrition journal.
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2012 Jan; 83(1):70-5. doi:
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PloS one.
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Experimental diabetes research.
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Genetic testing and molecular biomarkers.
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Psychiatry and clinical neurosciences.
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Korean journal of pediatrics.
2011 Aug; 54(8):335-9. doi:
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Fertility and sterility.
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Nutrients.
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Journal of Korean medical science.
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PloS one.
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PloS one.
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Journal of lipids.
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Cardiology research and practice.
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PLoS computational biology.
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Metabolism: clinical and experimental.
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Lipids in health and disease.
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Cancer causes & control : CCC.
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The Biochemical journal.
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Birth defects research. Part A, Clinical and molecular teratology.
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Nutritional neuroscience.
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Physiological genomics.
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Journal of cardiovascular disease research.
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Fertility and sterility.
2010 Jun; 94(1):130-7. doi:
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Current genomics.
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Nutrition research and practice.
2010 Jun; 4(3):229-34. doi:
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Neuropsychiatric disease and treatment.
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Journal of dairy science.
2010 May; 93(5):2130-42. doi:
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Genetics and molecular biology.
2010 Apr; 33(2):224-8. doi:
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Yonsei medical journal.
2010 Mar; 51(2):253-60. doi:
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Journal of experimental & clinical cancer research : CR.
2010 Feb; 29(?):15. doi:
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Placenta.
2010 Feb; 31(2):134-43. doi:
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Trials.
2010 Jan; 11(?):8. doi:
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2010 Jan; 878(1):68-75. doi:
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High altitude medicine & biology.
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Journal of the neurological sciences.
2009 Dec; 287(1-2):64-8. doi:
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Human molecular genetics.
2009 Dec; 18(23):4677-87. doi:
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Molecular vision.
2009 Nov; 15(?):2268-78. doi:
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Molecular and biochemical parasitology.
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Nutrition & metabolism.
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Ginekologia polska.
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Epilepsy research.
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Genetic testing and molecular biomarkers.
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Clinical biochemistry.
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Clinical reviews in allergy & immunology.
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Clinical biochemistry.
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The Journal of nutrition.
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World journal of gastroenterology.
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PloS one.
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The Canadian journal of cardiology.
2009 Jan; 25(1):e1-5. doi:
10.1016/s0828-282x(09)70022-4. [PMID: 19148342] - Andrie Panayiotou, Andrew Nicolaides, Maura Griffin, Theodosis Tyllis, Niki Georgiou, Richard M Martin, Dawn Bond, Chrysa Tziakouri-Shiakalli, Charis Fessas, Constantinos Deltas. Serum total homocysteine, folate, 5,10-methylenetetrahydrofolate reductase (MTHFR) 677C-->T genotype and subclinical atherosclerosis.
Expert opinion on therapeutic targets.
2009 Jan; 13(1):1-11. doi:
10.1517/14728220802560281. [PMID: 19063701] - Mahdi Montazer Haghighi, Ramin Radpour, Touraj Mahmoudi, Seyed Reza Mohebbi, Mohsen Vahedi, Mohammad Reza Zali. Association between MTHFR polymorphism (C677T) with nonfamilial colorectal cancer.
Oncology research.
2009; 18(2-3):57-63. doi:
10.3727/096504009789954636. [PMID: 20066895] - Argyri Gialeraki, Marianna Politou, Loukianos Rallidis, Efrosyni Merkouri, Christos Markatos, Dimitrios Kremastinos, Anthi Travlou. Prevalence of prothrombotic polymorphisms in Greece.
Genetic testing.
2008 Dec; 12(4):541-7. doi:
10.1089/gte.2008.0060. [PMID: 19072566] - Sandra Hirsch, Ana María Ronco, Carlos Guerrero-Bosagna, María Pía de la Maza, Laura Leiva, Gladys Barrera, Miguel Llanos, M Angelica Alliende, Francisca Silva, Daniel Bunout. Methylation status in healthy subjects with normal and high serum folate concentration.
Nutrition (Burbank, Los Angeles County, Calif.).
2008 Nov; 24(11-12):1103-9. doi:
10.1016/j.nut.2008.05.018. [PMID: 18653314] - E A Trifonova, M G Spiridonova, V A Stepanov. [Genetic diversity and the structure of linkage disequilibrium in the methylenetetrahydrofolate reductase locus].
Genetika.
2008 Oct; 44(10):1410-9. doi:
NULL. [PMID: 19062539] - D Gaysina, S Cohen, N Craddock, A Farmer, F Hoda, A Korszun, M J Owen, I W Craig, P McGuffin. No association with the 5,10-methylenetetrahydrofolate reductase gene and major depressive disorder: results of the depression case control (DeCC) study and a meta-analysis.
American journal of medical genetics. Part B, Neuropsychiatric genetics : the official publication of the International Society of Psychiatric Genetics.
2008 Sep; 147B(6):699-706. doi:
10.1002/ajmg.b.30665. [PMID: 18165972] - Lars Henrik Jensen, Jan Lindebjerg, Dorthe Gylling Crüger, Ivan Brandslund, Anders Jakobsen, Steen Kolvraa, Jens Nederby Nielsen. Microsatellite instability and the association with plasma homocysteine and thymidylate synthase in colorectal cancer.
Cancer investigation.
2008 Jul; 26(6):583-9. doi:
10.1080/07357900801970992. [PMID: 18584349] - Canan Aygun, Bilge Tanyeri, Meltem Ceyhan, Hasan Bagci, Sukru Kucukoduk. Diffuse multicystic encephalomalacia in a preterm baby due to homozygous methylenetetrahydrofolate reductase 677 C-->T mutation.
Journal of child neurology.
2008 Jun; 23(6):695-8. doi:
10.1177/0883073807312371. [PMID: 18539994] - Yi Zhang, Kehan Sun, Sanja Roje. An HPLC-based fluorometric assay for serine hydroxymethyltransferase.
Analytical biochemistry.
2008 Apr; 375(2):367-9. doi:
10.1016/j.ab.2007.12.015. [PMID: 18194659] - Veerle De Brouwer, Guo-Fang Zhang, Sergei Storozhenko, Dominique Van Der Straeten, Willy E Lambert. pH stability of individual folates during critical sample preparation steps in prevision of the analysis of plant folates.
Phytochemical analysis : PCA.
2007 Nov; 18(6):496-508. doi:
10.1002/pca.1006. [PMID: 17624887] - Shih-Ping Liu, Ying-Shiuan Li, Yann-Jang Chen, En-Pei Chiang, Anna Fen-Yau Li, Ying-Hue Lee, Ting-Fen Tsai, Michael Hsiao, Shiu-Feng Huang, Shiu-Feng Hwang, Yi-Ming Arthur Chen. Glycine N-methyltransferase-/- mice develop chronic hepatitis and glycogen storage disease in the liver.
Hepatology (Baltimore, Md.).
2007 Nov; 46(5):1413-25. doi:
10.1002/hep.21863. [PMID: 17937387] - Marni Hall, Mary Gamble, Vesna Slavkovich, Xinhua Liu, Diane Levy, Zhongqi Cheng, Alexander van Geen, Mahammad Yunus, Mahfuzar Rahman, J Richard Pilsner, Joseph Graziano. Determinants of arsenic metabolism: blood arsenic metabolites, plasma folate, cobalamin, and homocysteine concentrations in maternal-newborn pairs.
Environmental health perspectives.
2007 Oct; 115(10):1503-9. doi:
10.1289/ehp.9906. [PMID: 17938743] - Jacob S Elkins, S Claiborne Johnston, Elad Ziv, Deborah Kado, Jane A Cauley, Kristine Yaffe. Methylenetetrahydrofolate reductase C677T polymorphism and cognitive function in older women.
American journal of epidemiology.
2007 Sep; 166(6):672-8. doi:
10.1093/aje/kwm140. [PMID: 17638709] - V T Ramaekers, J Weis, J M Sequeira, E V Quadros, N Blau. Mitochondrial complex I encephalomyopathy and cerebral 5-methyltetrahydrofolate deficiency.
Neuropediatrics.
2007 Aug; 38(4):184-7. doi:
10.1055/s-2007-991150. [PMID: 18058625] - Nadja Engel, Kirsten van den Daele, Uner Kolukisaoglu, Katja Morgenthal, Wolfram Weckwerth, Tiit Pärnik, Olav Keerberg, Hermann Bauwe. Deletion of glycine decarboxylase in Arabidopsis is lethal under nonphotorespiratory conditions.
Plant physiology.
2007 Jul; 144(3):1328-35. doi:
10.1104/pp.107.099317. [PMID: 17496108] - Jamal Golbahar, Mohammad A Aminzadeh, Qasim M Al-Shboul, Salah Kassab, Golam R Rezaian. Association of methylenetetrahydrofolate reductase (C677T) polymorphism with hyperuricemia.
Nutrition, metabolism, and cardiovascular diseases : NMCD.
2007 Jul; 17(6):462-7. doi:
10.1016/j.numecd.2006.02.002. [PMID: 17010581] - Peng Hui, Tomohiro Nakayama, Akihiko Morita, Naoyuki Sato, Mikano Hishiki, Kosuke Saito, Yukie Yoshikawa, Masaaki Tamura, Ichiro Sato, Teruyuki Takahashi, Masayoshi Soma, Yoichi Izumi, Yukio Ozawa, Zuheng Cheng. Common single nucleotide polymorphisms in Japanese patients with essential hypertension: aldehyde dehydrogenase 2 gene as a risk factor independent of alcohol consumption.
Hypertension research : official journal of the Japanese Society of Hypertension.
2007 Jul; 30(7):585-92. doi:
10.1291/hypres.30.585. [PMID: 17785925] - Kevin A Strauss, D Holmes Morton, Erik G Puffenberger, Christine Hendrickson, Donna L Robinson, Conrad Wagner, Sally P Stabler, Robert H Allen, Grazyna Chwatko, Hieronim Jakubowski, Mihai D Niculescu, S Harvey Mudd. Prevention of brain disease from severe 5,10-methylenetetrahydrofolate reductase deficiency.
Molecular genetics and metabolism.
2007 Jun; 91(2):165-75. doi:
10.1016/j.ymgme.2007.02.012. [PMID: 17409006] - H Ashktorab, R Begum, A Akhgar, D T Smoot, M Elbedawi, M Daremipouran, A Zhao, B Momen, F M Giardiello. Folate status and risk of colorectal polyps in African Americans.
Digestive diseases and sciences.
2007 Jun; 52(6):1462-70. doi:
10.1007/s10620-006-9236-8. [PMID: 17372834] - Steinar Hustad, Øivind Midttun, Jørn Schneede, Stein Emil Vollset, Tom Grotmol, Per Magne Ueland. The methylenetetrahydrofolate reductase 677C-->T polymorphism as a modulator of a B vitamin network with major effects on homocysteine metabolism.
American journal of human genetics.
2007 May; 80(5):846-55. doi:
10.1086/513520. [PMID: 17436239] - Robert Y L Zee, Samia Mora, Suzanne Cheng, Henry A Erlich, Klaus Lindpaintner, Nader Rifai, Julie E Buring, Paul M Ridker. Homocysteine, 5,10-methylenetetrahydrofolate reductase 677C>T polymorphism, nutrient intake, and incident cardiovascular disease in 24,968 initially healthy women.
Clinical chemistry.
2007 May; 53(5):845-51. doi:
10.1373/clinchem.2006.083881. [PMID: 17332146] - Ok Joon Kim, Sun Pyo Hong, Jung Yong Ahn, Seung Ho Hong, Tae Sun Hwang, Soo Ok Kim, Wangdon Yoo, Doyeun Oh, Nam Keun Kim. Influence of combined methionine synthase (MTR 2756A > G) and methylenetetrahydrofolate reductase (MTHFR 677C > T) polymorphisms to plasma homocysteine levels in Korean patients with ischemic stroke.
Yonsei medical journal.
2007 Apr; 48(2):201-9. doi:
10.3349/ymj.2007.48.2.201. [PMID: 17461517] - Fu-rong Deng, Xin-biao Guo, Li Chen, Zhi-quan Wang, Kai Zhang. [Relationship between 5,10-methylenetetrahydrofolate reductase genetic polymorphism and arsenic metabolism].
Beijing da xue xue bao. Yi xue ban = Journal of Peking University. Health sciences.
2007 Apr; 39(2):149-52. doi:
. [PMID: 17440589] - Ulrich C Lutz, Anil Batra, Gerlinde Wiatr, Fausto Machicao, Werner Kolb, Sandra Maurer, Gerhard Buchkremer, Michael D Köhnke. Significant impact of MTHFR C677T polymorphism on plasma homovanillic acid (HVA) levels among alcohol-dependent patients.
Addiction biology.
2007 Mar; 12(1):100-5. doi:
10.1111/j.1369-1600.2006.00046.x. [PMID: 17407503] - Murat Kasap, Ali Sazci, Emel Ergul, Gurler Akpinar. Molecular phylogenetic analysis of methylenetetrahydrofolate reductase family of proteins.
Molecular phylogenetics and evolution.
2007 Mar; 42(3):838-46. doi:
10.1016/j.ympev.2006.09.020. [PMID: 17098450] - Ken D Stark, Robert J Pawlosky, Robert J Sokol, John H Hannigan, Norman Salem. Maternal smoking is associated with decreased 5-methyltetrahydrofolate in cord plasma.
The American journal of clinical nutrition.
2007 Mar; 85(3):796-802. doi:
10.1093/ajcn/85.3.796. [PMID: 17344502] - Cláudia Marinho, Irina Alho, Daniela Arduíno, Luiz Menezes Falcão, José Brás-Nogueira, Manuel Bicho. GST M1/T1 and MTHFR polymorphisms as risk factors for hypertension.
Biochemical and biophysical research communications.
2007 Feb; 353(2):344-50. doi:
10.1016/j.bbrc.2006.12.019. [PMID: 17182005]