Tetrahydrobiopterin

Base Information

• Chemical Name: Tetrahydrobiopterin
• CAS No.: 17528-72-2
• Molecular Formula: C₉H₁₅N₅O₃
• Molecular Weight: 241.25
• Mol file: 17528-72-2.mol

Synonyms:4(1H)-Pteridinone,2-amino-6-(1,2-dihydroxypropyl)-5,6,7,8-tetrahydro- (9CI);5,6,7,8-Tetrahydrobiopterin;

Chemical Property of Tetrahydrobiopterin

Chemical Property:

• Boiling Point: 506.585 °C at 760 mmHg
• PKA: 14.22±0.20(Predicted)
• Flash Point: 260.173 °C
• PSA: 136.29000
• Density: 1.898 g/cm³
• LogP: 0.76100
• Storage Temp.: -20°C
• Solubility.: Aqueous Acid (Slightly), DMSO (Slightly), Water (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

(6R)-5,6,7,8-Tetrahydrobiopterin dihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Tetrahydrobiopterin is a naturally occurring essential cofactor of the three aromatic amino acid hydroxylase enzymes, used in the degradation of amino acid phenylalanine and in the biosynthesis of the neurotransmitters serotonin, melatonin, dopamine, norepinephrine , epinephrine, and is a cofactor for the production of nitric oxide by the nitric oxide synthases. Chemically, its structure is that of a reduced pteridine derivative.

Technology Process of Tetrahydrobiopterin

There total 3 articles about Tetrahydrobiopterin 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:

biopterin (304-95-0) → 5,6,7,8-tetrahydrobiopterine (17528-72-2,412910-60-2,412911-39-8)

Guidance literature:

With hydrogen; platinum(IV) oxide; In trifluoroacetic acid; for 1h;

DOI:10.1021/ac00260a004

Reference yield:

→ 5,6,7,8-tetrahydrobiopterine (17528-72-2,412910-60-2,412911-39-8)

Guidance literature:

Biopterin, H2, PtO2 (S. 3935);

Reference yield:

→ 2-amino-6-(1,2-dihydroxy-propyl)-5,6,7,8-tetrahydro-3H-pteridin-4-one (17528-72-2,412910-60-2,412911-39-8)

Guidance literature:

Biopterin, H(Pd) in 0.1n-HCl od. Na2S2O4 in 2-Mercapto-aethanol-(2);

upstream raw materials:

biopterin

Downstream raw materials:

benzene-1,2-diol

7,8-dihydrobiopterin

Refernces

• 1、 Kaufman. "Metabolism of the phenylalanine hydroxylation cofactor.". . p. 3934 - 3943. Retrieved 2007/10/08.