TETRAHYDROFOLIC ACID

Base Information

• Chemical Name: TETRAHYDROFOLIC ACID
• CAS No.: 135-16-0
• Molecular Formula: C19H23 N7 O6
• Molecular Weight: 445.435
• Hs Code.: 2933990090
• Mol file: 135-16-0.mol

Synonyms:Glutamicacid, N-[p-[[(2-amino-3,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-,L- (7CI,8CI); L-Glutamic acid,N-[4-[[(2-amino-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-(9CI); (-)-L-5,6,7,8-Tetrahydrofolic acid; 5,6,7,8-Tetrahydrofolic acid;L-5,6,7,8-Tetrahydrofolic acid; THFA; Tetrahydrofolic acid;Tetrahydropteroylglutamic acid

Chemical Property of TETRAHYDROFOLIC ACID

Chemical Property:

• Vapor Pressure: 0Pa at 25℃
• Melting Point: >162°C (dec.)
• Refractive Index: 1.6800 (estimate)
• Boiling Point: 555.12°C (rough estimate)
• PKA: 3.51±0.10(Predicted)
• PSA: 211.56000
• Density: 1.7g/cm³
• LogP: 1.03910
• Storage Temp.: −20°C
• Solubility.: Aqueous Base (Slightly), DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)

Purity/Quality:

99.9% ^*data from raw suppliers

Tetrahydrofolic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: L-Tetrahydrofolic Acid is a folic acid derivative and coenzyme involved in the metabolism of amino and nucleic acids. We have observed that this material decomposes steadily over time. Use immediately upon receipt. 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. Asa folic acid derivative and coenzyme, L-Tetrahydrofolic Acid can be involved in the metabolism of amino and nucleic acids.

Technology Process of TETRAHYDROFOLIC ACID

There total 29 articles about TETRAHYDROFOLIC ACID which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

(S)-2-{4-[(2-Amino-4-oxo-3,4,7,8-tetrahydro-pteridin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid (4033-27-6) → tetrahydrofolic acid (135-16-0)

Guidance literature:

With sodium tetrahydroborate; In water; for 0.166667h;

Reference yield: 56.5%

folic acid (59-30-3) → tetrahydrofolic acid (135-16-0)

Guidance literature:

folic acid; With lead(II) nitrate; In water; at 6 ℃; for 0.5h; Inert atmosphere;

With potassium borohydride; citric acid; sodium hydroxide; In water; at 30 ℃; for 4h; pH=8 - 10; Inert atmosphere;

DOI:10.1007/s11164-012-0751-2

Reference yield:

folic acid disodium salt → tetrahydrofolic acid (135-16-0)

Guidance literature:

With sodium hydroxide; phosphate buffer; hydrogen; chiral ferrocene-based; norbornadiene-based rhodium; In water; at 30 ℃; for 12h; under 60004.8 Torr; pH=7;

DOI:10.1016/j.tetasy.2005.12.034

upstream raw materials:

folic acid

(S)-2-{4-[(2-Amino-4-oxo-3,4,7,8-tetrahydro-pteridin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid

dihydrofolic acid

5,6-dihydrofolate

Downstream raw materials:

(S)-2-(4-{[2-Amino-5-(2-chloro-ethylcarbamoyl)-4-oxo-3,4,5,6,7,8-hexahydro-pteridin-6-ylmethyl]-amino}-benzoylamino)-pentanedioic acid

(S)-2-{4-[(2-Amino-5-carbamoyl-4-oxo-3,4,5,6,7,8-hexahydro-pteridin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid

(S)-2-{4-[(2-Amino-5-ethylthiocarbamoyl-4-oxo-3,4,5,6,7,8-hexahydro-pteridin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid

C₃₁H₄₂N₈O₉^(2-)*Ca⁽²⁺⁾

Refernces

• 1、 Peters,Greenberg. "-". . p. 6679. Retrieved 1958.
• 2、 Bukar, Natalia,Zhao, Sandy Shuo,Charbonneau, David M.,Pelletier, Joelle N.,Masson, Jean-Francois. "Influence of the Debye length on the interaction of a small molecule-modified Au nanoparticle with a surface-bound bioreceptor". . p. 4947 - 4950. Retrieved 2014.
• 3、 Brunner, Henri,Rosenboem, Sabine. "Enantioselective catalyses CXXXV [1]. Stereoselective hydrogenation of folic acid and 2-methylquinoxaline with optically active rhodium(I)-phosphane complexes". . p. 1371 - 1382. Retrieved 2000.
• 4、 Rashid, Naira,Thapliyal, Charu,Chaudhuri (Chattopadhyay), Pratima. "Osmolyte induced enhancement of expression and solubility of human dihydrofolate reductase: An in vivo study". . p. 1044 - 1053. Retrieved 2017.
• 5、 Scrimgeour,Smith-Vitols. "-". . p. 1438. Retrieved 1966.
• 6、 Boyle,Keating. "". . p. 375. Retrieved 1974.
• 7、 Angelastro, Antonio,Dawson, William M.,Luk, Louis Y. P.,Loveridge, E. Joel,Allemann, Rudolf K.. "Chemoenzymatic Assembly of Isotopically Labeled Folates". supporting information. p. 13047 - 13054. Retrieved 2017/09/26.