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Merck

T3125

Tetrahydrofolic acid

≥65% (when packaged), powder

Synonyme(s) :

5,6,7,8-Tetrahydropteroyl-L-glutamic acid, THF

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A propos de cet article

Formule empirique (notation de Hill) :
C19H23N7O6
Numéro CAS:
135-16-0
Poids moléculaire :
445.43
UNSPSC Code:
12352204
NACRES:
NA.51
PubChem Substance ID:
24900106
EC Number:
205-181-1
Beilstein/REAXYS Number:
9238187
MDL number:
MFCD00135583
Form:
powder
Solubility:
0.1 M phosphate pH 7.0: soluble-5 mg/mL, clear to slightly hazy, light yellow to brownish-yellow
Biological source:
synthetic
Color:
faintly yellow to light brown

Principaux documents

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InChI

1S/C19H23N7O6/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)/t11?,12-/m0/s1

InChI key

MSTNYGQPCMXVAQ-KIYNQFGBSA-N

SMILES string

NC1=NC2=C(NC(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CN2)C(=O)N1

biological source

synthetic

form

powder

concentration

≥65% (when packaged)

color

faintly yellow to light brown

solubility

0.1 M phosphate pH 7.0: soluble-5 mg/mL, clear to slightly hazy, light yellow to brownish-yellow

storage temp.

−20°C

Quality Level

200

Application

Tetrahydrofolic acid has been used to determine the inhibitory effect of tetrahydrofolate on polymorphonuclear myeloid-derived suppressor cells (PMN-MDSCs). A recent use of tetrahydrofolate (THF) is for studying the activation of riboswitches.
Tetrahydrofolic acid may also be used as a standard to generate calibration curve to quantify the folate types produced by Streptococcus thermophilus in milk cultures using high-performance liquid chromatography (HPLC). It is also suitable for use in the enzymatic assay of formate-tetrahydrofolate ligase from M. extorquens (MeFtfL).

Biochem/physiol Actions

Tetrahydrofolic acid is the parent molecule of the folate derivatives that donate one-carbon units to amino acids, nucleic acids, and lipids. Tetrahydrofolate metabolites participate in the synthesis of purine and pyrimidine and in synthesis and conversion of amino acids

Packaging

Sealed ampule.

wgk

WGK 3

flash_point_c

No data available

ppe

Eyeshields, Gloves, type N95 (US)

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

hcodes

H252,H317

Hazard Classifications

Self-heat. 2 - Skin Sens. 1

Classe de stockage

4.2 - Pyrophoric and self-heating hazardous materials

flash_point_f

No data available

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Certificats d'analyse (COA)

Lot/Batch Number
0000496153
0000496153
0000483083
0000483083
0000426528

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Yoko Chiba et al.
The FEBS journal, 279(3), 504-514 (2011-12-07)
Serine hydroxymethyltransferase catalyzes the cleavage of β-hydroxyamino acids into glycine and aldehydes in the absence of tetrahydrofolate. The enzyme accepts various β-hydroxyamino acids as the substrate of this reaction. The reaction rate varies depending on the substituent and stereochemistry at
Francisco García-Molina et al.
Journal of agricultural and food chemistry, 59(4), 1383-1391 (2011-01-27)
The coenzyme tetrahydrofolic acid is the most rapid suicide substrate of tyrosinase that has been characterized to date. A kinetic study of the suicide inactivation process provides the kinetic constants that characterize it: λ(max), the maximum apparent inactivation constant; r
Avinash C Srivastava et al.
Plant physiology, 155(3), 1237-1251 (2011-01-15)
A recessive Arabidopsis (Arabidopsis thaliana) mutant with short primary roots and root hairs was identified from a forward genetic screen. The disrupted gene in the mutant encoded the plastidial isoform of folylpolyglutamate synthetase (FPGS), previously designated as AtDFB, an enzyme
Daniela Sumczynski et al.
Food chemistry, 264, 386-392 (2018-06-02)
Non-traditional wild rice flakes were analysed for chemical composition, vitamin B compounds, α-tocopherol, mineral and trace elements. Dietary intakes of vitamins, minerals and trace elements were evaluated using FAO/WHO and Institute of Medicine regulations. Wild rice flakes proved to be
Changhua Yu et al.
Journal of cancer research and clinical oncology, 138(2), 255-259 (2011-11-23)
The purpose of the current study is to evaluate the efficacy and complications of concurrent chemoradiotherapy (CCRT) for the treatment of gastric cancer patients after D1/D2 surgery. Sixty-eight untreated gastric cancer patients (T3/T4 and/or N+) were enrolled. After surgery, they
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