17528-72-2

Basic information

• Product Name: Tetrahydrobiopterin
• Synonyms: 5,6,7,8-tetrahydro-2-amino-6-(1,2-dihydroxypropyl)-4(1h)-pteridinon;5,6,7,8-tetrahydro-2-amino-6-(1,2-dihydroxypropyl)-4(1h)-pteridinone;bh4;TETRAHYDRO-L-BIOPTERIN, DIHYDROCHLORIDE;THB, 2HCL;6R-BH4;(6R)-BH4 2HCL;[6R-[6R*(1R*,2S*)]]-2-AMINO-6-(1,2-DIHYDROXY-PROPYL)-5,6,7,8-TETRAHYDRO-4(1H)-PTERIDINONE DIHYDROCHLORIDE
• CAS NO: 17528-72-2
• Molecular Formula: C₉H₁₅N₅O₃
• Molecular Weight: 241.25
• Mol File: 17528-72-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 506.585 °C at 760 mmHg
• Flash Point: 260.173 °C
• Appearance: /
• Density: 1.898 g/cm³
• Storage Temp.: -20°C
• Solubility: Aqueous Acid (Slightly), DMSO (Slightly), Water (Slightly)
• PKA: 14.22±0.20(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: Tetrahydrobiopterin(CAS DataBase Reference)
• NIST Chemistry Reference: Tetrahydrobiopterin(17528-72-2)
• EPA Substance Registry System: Tetrahydrobiopterin(17528-72-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 17528-72-2(Hazardous Substances Data)

Usage

Description

Tetrahydrobiopterin, also known as BH4, is a naturally occurring essential cofactor that plays a crucial role in various biological processes. It is a reduced pteridine derivative with a unique structure that allows it to participate in multiple enzymatic reactions.

Uses

Used in Pharmaceutical Industry:
Tetrahydrobiopterin is used as a cofactor for the three aromatic amino acid hydroxylase enzymes, which are involved in the degradation of amino acid phenylalanine and the biosynthesis of neurotransmitters such as serotonin, melatonin, dopamine, norepinephrine, and epinephrine. Its role in these processes makes it a valuable compound in the development of treatments for various neurological and psychiatric disorders.
Used in Nitric Oxide Production:
Tetrahydrobiopterin is also used as a cofactor for the production of nitric oxide by the nitric oxide synthases. Nitric oxide is a vital signaling molecule involved in numerous physiological processes, including vasodilation, immune response, and neurotransmission. The involvement of Tetrahydrobiopterin in nitric oxide synthesis highlights its importance in maintaining proper cellular function and overall health.

InChI:InChI=1/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17)

Upstream product

• 304-95-0 biopterin 

Downstream Products

• 120-80-9 benzene-1,2-diol 
• 7644-44-2 7,8-dihydrobiopterin 

Relevant articles and documents

Determination of Pterins in Biological Samples by Liquid Chromatography/Electrochemistry with a Dual-Electrode Detector

The pterins are a family of compounds that are currently of great interest in medicine and biology.Biopterin, in its reduced form, serves as the cofactor to the enzyme which catalyze the rate-limiting reactions in the biosynthesis of the catecholamines and serotonin.As such, it may serve a role in the regulation of the neurotransmitters.Abnormal pterin concentrations have been observed in the urine and serum of patiens with several diseases.No currently available analytical method is totally satisfactory for the determination of pterins in biological samples.They lack either specificity or the ability to detect both the oxidzed and reduced forms of the pterins.Liquid chromatography/electrochemistry (LCEC) using a dual-electrode detector can overcome both of these problems.A method has been developed that is capable of determining several pterin species and their various oxidation states in biological samples.The dual-electrode detector used in a parallel-adjacent configuration is also capable of enhancing peak identity assignments and selectively determining easily oxidized compounds in the presence of harder to oxidize compounds.