Skip to Content
Merck
CN

Key Documents

View All Documentation

T3125

Tetrahydrofolic acid

≥65% (when packaged), powder

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C19H23N7O6
CAS Number:
135-16-0
Molecular Weight:
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
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

biological source

synthetic

Quality Level

200

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

SMILES string

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

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

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

ppe

Eyeshields, Gloves, type N95 (US)

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

hcodes

H252,H317

Hazard Classifications

Self-heat. 2 - Skin Sens. 1

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

flash_point_f

No data available

flash_point_c

No data available

Regulatory Information

监管及禁止进口产品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000496153
0000496153
0000483083
0000483083
0000426528

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Articles

Folic Acid Metabolism in Cancer

Cancer research innovations address the complexity of the disease, providing advanced technologies for varied applications.

Folic Acid Metabolism in Cancer

Biofiles reviews innovative technologies for cancer research, reflecting the complexity of the disease.

癌症中的叶酸代谢

本期生物档案回顾了我们的一些最新和最具创新性的技术及其在癌症研究中的具体应用。在准备本期生物档案时，有人指出癌症极为复杂，要确定一个与其他主题完全无关的主题极为困难。。

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
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
Prim-O-glucosylcimifugin enhances the antitumour effect of PD-1 inhibition by targeting myeloid-derived suppressor cells
Gao W, et al.
Journal for Immunotherapy of Cancer, 7(1), 231-231 (2019)
View All Related Papers

Global Trade Item Number

SKUGTIN
T3125-25MG04061837343711
T3125-1G04061837343704
T3125-100MG04061837343698