10-Formyltetrahydrofolate

changed 477208698 10-formyltetrahydrofolate.svg 260 Skeletal formula of 10-formyltetrahydrofolate 10-Formyltetrahydrofolate-3D-spacefill.png 250 Space-filling model of the 10-formyltetrahydrofolate molecule (2S)-2-[4-(N-{[(6Ξ)-2-Amino-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}formamido)benzamido]pentanedioic acid 10-CHO-THF 10-FormylH4folate N10-Formyltetrahydrofolate correct chemspider 109092 c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)N(CC2CNc3c(c(=O)nc([nH]3)N)N2)C=O correct chemspider 1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,11,13,23H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,22,25,26,32)/t11?,13-/m0/s1 correct chemspider AUFGTPPARQZWDO-YUZLPWPTSA-N changed ?? 2800-34-2 correct FDA 43SUG29HQR 135450591 C00234 10-formyl-tetrahydrofolate C20H23N7O7 473.44 g/mol 10-Formyltetrahydrofolate (10-CHO-THF) is a form of tetrahydrofolate that acts as a donor of formyl groups in anabolism. In these reactions 10-CHO-THF is used as a substrate in formyltransferase reactions. Functions Two equivalents of 10-CHO-THF are required in purine biosynthesis through the pentose phosphate pathway, where 10-CHO-THF is a substrate for phosphoribosylaminoimidazolecarboxamide formyltransferase. 10-CHO-THF is required for the formylation of methionyl-tRNA formyltransferase to give fMet-tRNA.Voet Donald Fundamentals of Biochemistry: Life at the Molecular Level 2016 Wiley 978-1-118-91840-1 1006–1007 5th Formation from methenyltetrahydrofolate 10-CHO-THF is produced from methylenetetrahydrofolate (CH2H4F) via a two step process. The first step generates 5,10-methenyltetrahydrofolate:Methenyltetrahydrofolate Cyclohydrolase Is Rate Limiting for the Enzymatic Conversion of 10-Formyltetrahydrofolate to 5,10-Methylenetetrahydrofolate in Bifunctional Dehydrogenase-Cyclohydrolase Enzymes Peter D. Pawelek Robert E. MacKenzie Biochemistry 1998 37 4 1109–1115 10.1021/bi971906t 9454603 CH2H4F + NAD+ CH2H2F + NADH + H+ In the second step 5,10-methenyltetrahydrofolate undergoes hydrolysis: CH2H2F + H2O CHO-H4F + The latter is equivalently written: 5,10-methenyltetrahydrofolate + H2O 10-formyltetrahydrofolate 10-CHO-THF is also produced by the reaction ATP + formate + tetrahydrofolate ADP + phosphate + 10-formyltetrahydrofolate This reaction is catalyzed by formate-tetrahydrofolate ligase. It can be converted back into tetrahydrofolate (THF) by formyltetrahydrofolate dehydrogenase or THF and formate by formyltetrahydrofolate deformylase. References Category:Folates Category:Coenzymes