A folic acid derivative
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(6R,S)-5,6,7,8-Tetrahydrofolic Acid (hydrochloride)

Item No. 20526

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[4-[[(2-amino-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid, trihydrochloride
CAS Number
150731-85-4
Synonyms
  • Tetrahydrofolate
  • THFA
Molecular Formula
C19H23N7O6 • 3HCl
Formula Weight
554.8
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): Soluble: ≥10 mg/mlWater: Soluble: ≥10 mg/ml
λmax
276 nm
SMILES
O=C1C2=C(NCC(CNC3=CC=C(C(N[C@H](C(O)=O)CCC(O)=O)=O)C=C3)N2)NC(N)=N1.Cl.Cl.Cl
InChi Code
InChI=1S/C19H23N7O6.3ClH/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28;;;/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30);3*1H/t11?,12-;;;/m0.../s1
InChi Key
PODZJLOKQRGHJH-WMBFYOGGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    25 mg

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    Product Description

    (6R,S)-5,6,7,8-Tetrahydrofolic acid (THFA), the reduced form of folic acid (Item No. 20515), serves as a cofactor in methyltransferase reactions and is the major one-carbon carrier in one carbon metabolism.1 Its metabolites participate in the synthesis of thymidine for incorporation into DNA or the synthesis of purines, as well as in the formation of methionine, which can be converted to the ubiquitous methyl donor, S-adenosylmethionine (Item No. 13956).1 THFA has also been used to study the activation of metabolite-binding riboswitches.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ragsdale, S.W. Catalysis of methyl group transfers involving tetrahydrofolate and B12. Vitam. Horm. 79, 293-324 (2008).

    2. Breaker, R.R. Prospects for riboswitch discovery and analysis. Mol. Cell 43(6), 867-879 (2011).