5,10-Methylenetetrahydrofolate

CAS: 31690-11-6

Ref. 3D-FM171168

Product Information

• Name: 5,10-Methylenetetrahydrofolate
• Synonyms: Calcium Levofolinate EP Impurity I, (6R)-5,10-Methylene-5,6,7,8-tetrahydrofolic acid, (6R)-5,10-Methylenetetrahydrofolate, 31690-11-6, 5,10-Methylene-(6R)-tetrahydrofolic acid, <span class="text-smallcaps">L</span>-(+)-Methylenetetrahydrofolic acid, <span class="text-smallcaps">L</span>-Glutamic acid, N-[4-(3-amino-1,2,5,6,6a,7-hexahydro-1-oxoimidazo[1,5-f]pteridin-8(9H)-yl)benzoyl]-, (R)-, <span class="text-smallcaps">L</span>-Glutamic acid, N-[4-[(6aR)-3-amino-1,2,5,6,6a,7-hexahydro-1-oxoimidazo[1,5-f]pteridin-8(9H)-yl]benzoyl]-, Arfolitixorin, Glutamic acid, N-[p-(3-amino-5,6,6a,7-tetrahydro-1-hydroxyimidazo[1,5-f]pteridin-8(9H)-yl)benzoyl]-, <span class="text-smallcaps">L</span>-(+)-, N-[4-[(6aR)-3-Amino-1,2,5,6,6a,7-hexahydro-1-oxoimidazo[1,5-f]pteridin-8(9H)-yl]benzoyl]-<span class="text-smallcaps">L</span>-glutamic acid, d-N⁵,N¹⁰-Methylene-<span class="text-smallcaps">L</span>-tetrahydrofolic acid

Description

5,10-Methylenetetrahydrofolate is a dinucleotide phosphate that is the precursor to tetrahydrofolate (THF), which is required for the synthesis of DNA. 5,10-Methylenetetrahydrofolate is synthesized from dihydrofolate (DHF) and formaldehyde through two reactions catalyzed by enzymes formyltetrahydrofolate synthase and dihydrofolate reductase. The enzyme formyltetrahydrofolate synthase uses 5,10-methylenetetrahydropteroyltriglutamate as a substrate and produces 5,10-methylenetetrahydrofolic acid. This enzyme can be inhibited by sulfonamides or trimethoprim. The enzyme dihydrofolate reductase uses Dihydrofolates, such as DHF or THF as substrates and produces

• Brand: Biosynth

Chemical properties

• Molecular weight: 457.44 g/mol
• Formula: C₂₀H₂₃N₇O₆
• Purity: Min. 95%
• 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)/t12-,13+/m1/s1
• InChI key: InChIKey=QYNUQALWYRSVHF-OLZOCXBDSA-N
• SMILES: Nc1nc2c(c(=O)[nH]1)N1CN(c3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)C[C@H]1CN2