folate transformations II

Goyer A, Collakova E, Díaz de la Garza R, Quinlivan EP, Williamson J, Gregory JF, Shachar-Hill Y, Hanson AD. 5-Formyltetrahydrofolate is an inhibitory but well tolerated metabolite in Arabidopsis leaves. J Biol Chem. 2005 Jul 15;280(28):26137–42. doi: 10.1074/jbc.m503106200. PMID: 15888445.; Basset GJC, Ravanel S, Quinlivan EP, White R, Giovannoni JJ, Rébeillé F, Nichols BP, Shinozaki K, Seki M, Gregory JF, Hanson AD. Folate synthesis in plants: the last step of the p-aminobenzoate branch is catalyzed by a plastidial aminodeoxychorismate lyase. The Plant Journal. 2004 Sep 27;40(4):453–61. doi: 10.1111/j.1365-313x.2004.02231.x.; Basset GJC, Quinlivan EP, Ravanel S, Rébeillé F, Nichols BP, Shinozaki K, Seki M, Adams-Phillips LC, Giovannoni JJ, Gregory JF, Hanson AD. Folate synthesis in plants: The p -aminobenzoate branch is initiated by a bifunctional PabA-PabB protein that is targeted to plastids. Proc. Natl. Acad. Sci. U.S.A. 2004 Jan 26;101(6):1496–501. doi: 10.1073/pnas.0308331100.; Jabrin S, Ravanel S, Gambonnet B, Douce R, Rébeillé F. One-carbon metabolism in plants. Regulation of tetrahydrofolate synthesis during germination and seedling development. Plant Physiol. 2003 Mar;131(3):1431–9. PMID: 12644692; PMCID: PMC166902.; Roje S, Janave MT, Ziemak MJ, Hanson AD. Cloning and Characterization of Mitochondrial 5-Formyltetrahydrofolate Cycloligase from Higher Plants. Journal of Biological Chemistry. 2002 Nov;277(45):42748–54. doi: 10.1074/jbc.m205632200.; Hanson AD, Gregory III JF. Synthesis and turnover of folates in plants. Current Opinion in Plant Biology. 2002 Jun;5(3):244–9. doi: 10.1016/s1369-5266(02)00249-2.; Ravanel S, Cherest H, Jabrin S, Grunwald D, Surdin-Kerjan Y, Douce R, Rébeillé F. Tetrahydrofolate biosynthesis in plants: Molecular and functional characterization of dihydrofolate synthetase and three isoforms of folylpolyglutamate synthetase in Arabidopsis thaliana. Proc. Natl. Acad. Sci. U.S.A. 2001 Dec 18;98(26):15360–5. doi: 10.1073/pnas.261585098.; Hanson AD, Roje S. ONE-CARBONMETABOLISM INHIGHERPLANTS. Annu. Rev. Plant. Physiol. Plant. Mol. Biol. 2001 Jun;52(1):119–37. doi: 10.1146/annurev.arplant.52.1.119.; Hanson AD, Gage DA, Shachar-Hill Y. Plant one-carbon metabolism and its engineering. Trends Plant Sci. 2000 May;5(5):206–13. doi: 10.1016/s1360-1385(00)01599-5. PMID: 10785666.; Cossins EA, Chen L. Folates and one-carbon metabolism in plants and fungi. Phytochemistry. 1997 Jun;45(3):437–52. doi: 10.1016/s0031-9422(96)00833-3. PMID: 9190084.; Huangpu J, Pak JH, Graham MC, Rickle SA, Graham JS. Purification and Molecular Analysis of an Extracellular ?-Glutamyl Hydrolase Present in Young Tissues of the Soybean Plant. Biochemical and Biophysical Research Communications. 1996 Nov;228(1):1–6. doi: 10.1006/bbrc.1996.1608.; Stover P, Schirch V. The metabolic role of leucovorin. Trends Biochem Sci. 1993 Mar;18(3):102–6. doi: 10.1016/0968-0004(93)90162-g. PMID: 8480361.; Appling DR. Compartmentation of folate-mediated one-carbon metabolism in eukaryotes. FASEB J. 1991 Sep;5(12):2645–51. doi: 10.1096/fasebj.5.12.1916088. PMID: 1916088.

Metabolites

ADP

Formula: C10H15N5O10P2 (427.02941500000003)

CAS ID: 58-64-0

CO2

Formula: CO2 (43.98983)

CAS ID: 124-38-9

H+

Formula: H (1.0078246)

CAS ID: 12408-02-5

H2O

Formula: H2O (18.0105642)

CAS ID: 7732-18-5

formate

Formula: CHO2 (44.997654600000004)

CAS ID: 71-47-6

NADPH(4-)

Formula: C21H26N7O17P3 (741.0598016)

CAS ID: 53-57-6

ATP(4-)

Formula: C10H12N5O13P3 (502.9644492)

CAS ID:

NAD(1-)

Formula: C21H26N7O14P2 (662.1012936000001)

CAS ID: 53-84-9

NADP(3-)

Formula: C21H25N7O17P3 (740.051977)

CAS ID: 53-59-8

dTMP(2-)

Formula: C10H13N2O8P (320.0409508)

CAS ID: 14057-65-9



Enzyme

EC Number name full name note
1.5.1.3 dihydrofolate reductase 5,6,7,8-tetrahydrofolate:NADP+ oxidoreductase
1.5.1.5 methylenetetrahydrofolate dehydrogenase (NADP+) 5,10-methylenetetrahydrofolate:NADP+ oxidoreductase
1.5.1.54 methylenetetrahydrofolate reductase (NADH) 5-methyltetrahydrofolate:NAD+ oxidoreductase
2.1.1.14 5-methyltetrahydropteroyltriglutamate-homocysteine S-methyltransferase 5-methyltetrahydropteroyltri-L-glutamate:L-homocysteine S-methyltransferase
2.1.1.45 thymidylate synthase 5,10-methylenetetrahydrofolate:dUMP C-methyltransferase
2.1.2.1 glycine hydroxymethyltransferase 5,10-methylenetetrahydrofolate:glycine hydroxymethyltransferase
3.5.4.9 methenyltetrahydrofolate cyclohydrolase 5,10-methenyltetrahydrofolate 5-hydrolase (decyclizing)
6.3.3.2 5-formyltetrahydrofolate cyclo-ligase 5-formyltetrahydrofolate cyclo-ligase (ADP-forming)
6.3.4.3 formate-tetrahydrofolate ligase formate:tetrahydrofolate ligase (ADP-forming)


Proteins

Protein ID name full name