THF – 5,6,7,8-Tetrahydrofolate

Name
WID	THF
Name	5,6,7,8-Tetrahydrofolate
Traditional name	2-[(4-{[(2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioate
IUPAC name	2-[(4-{[(2-amino-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioate
Cross references	CAS: 135-16-0, ChEBI: 15635, PubChem: 3401, ThreeDMET: B04633, KNApSAcK: C00007249, ... 4 more

Classification
Type	vitamin_folate

Structure
Empirical formula (pH 7.5)	H₂₁C₁₉N₇O₆
SMILES (pH 7.5)	NC1=NC(=O)C2=C(NCC(CNC3=CC=C(C=C3)C(=O)NC(CCC([O-])=O)C([O-])=O)N2)N1
Charge (pH 7.5)	-2
Is hydrophobic	False
Molecular weight (Da)	443.41
van der Waals volume (pH 7.5; Å³ molecule^‑1)	369.30
Δ_fG^'o (pH 7.5, 25C, I = 0; kJ mol^‑1)	429.70
pI	4.92
logP	-4.80
logD (pH 7.5)	-8.35

Concentrations
Biomass composition (SP4 media, 5% CO₂, 37C; mmol gDCW^‑1)	0.00120612 [c]
Media composition (SP4; mM)	0.000169

Function
Reaction participant	dihydrofolate reductase [c]: DHF + H + NADPH ⇔ NADP + THF tRNA uridine 5-carboxymethylaminomethyl modification enzyme [c]: FTHF5 + GLY + s2UMP ⇒ cmnm5s2UMP + H2O + THF formate-tetrahydrofolate ligase [c]: ATP + FOR + THF ⇒ ADP + FTHF10 + PI glycine hydroxymethyltransferase, reversible [c]: (2) H + SER + THF ⇒ GLY + H2O + METTHF tRNA uridine 5-carboxymethylaminomethyl modification enzyme [c]: FTHF5 + GLY + s2UMP ⇒ cmnm5s2UMP + H2O + THF ... 4 more 5,6,7,8-Tetrahydrofolate transport THF[e] ⇔ THF[c] tRNA uridine 5-carboxymethylaminomethyl modification enzyme [c]: FTHF5 + GLY + s2UMP ⇒ cmnm5s2UMP + H2O + THF methionyl-tRNA (MG488) formyltransferase [c]: FTHF10 + MET ⇒ FMET + THF methionine synthase [c]: HCYS + MTHF ⇒ H + MET + THF

Metadata
Created	2012-10-01 15:07:08
Last updated	2012-10-01 15:12:33