T3125

Tetrahydrofolic acid

≥65% (when packaged), powder

• Synonym(s): 5,6,7,8-Tetrahydropteroyl-L-glutamic acid, THF
• 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

Properties

• biological source: synthetic
• Quality Segment: 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

Description

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.

Safety Information

• wgk: WGK 3
• flash_point_c: No data available
• ppe: Eyeshields, Gloves, type N95 (US)
• pictograms: GHS02,GHS07
• signalword: Warning
• hcodes: H252,H317
• pcodes: P235 - P261 - P272 - P280 - P302 + P352 - P333 + P313
• Hazard Classifications: Self-heat. 2 - Skin Sens. 1
• Storage Class: 4.2 - Pyrophoric and self-heating hazardous materials
• flash_point_f: No data available