ChemicalBook > CAS DataBase List > 6-Biopterin

6-Biopterin

Product Name
6-Biopterin
CAS No.
22150-76-1
Chemical Name
6-Biopterin
Synonyms
BIOPTERIN;L-BIOPTERIN;pterinhb2;NSC-339699;6-BIOPTERIN;6-Biopterin, ≥97%;D-erythro-Biopterin;L-erythro-Biopterin;(1'R,2'S)-BIOPTERIN;L-Biopterin(6-Biopterin)
CBNumber
CB8691190
Molecular Formula
C9H11N5O3
Formula Weight
237.22
MOL File
22150-76-1.mol
More
Less

6-Biopterin Property

Melting point:
>210°C dec.
alpha 
D24 -50° (c = 0.4 in 0.1N HCl); D24 -26° (c = 0.92 in 0.1N NaOH)
Boiling point:
379.74°C (rough estimate)
Density 
1.3472 (rough estimate)
refractive index 
1.7610 (estimate)
storage temp. 
2-8°C
solubility 
Aqueous Acid (Slightly, Heated, Sonicated)
form 
White to pale yellow powder.
pka
13.18±0.20(Predicted)
color 
White to Light Yellow
Merck 
13,1229
BRN 
87860
Stability:
Hygroscopic
CAS DataBase Reference
22150-76-1(CAS DataBase Reference)
More
Less

Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
UO3506000
10-23
HS Code 
29339900
Toxicity
sln-par-dmg 10 mg/L MUREAV 128,147,84
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B2517
Product name
6-Biopterin
Purity
≥97%
Packaging
5mg
Price
$134
Updated
2024/03/01
Sigma-Aldrich
Product number
B2517
Product name
6-Biopterin
Purity
≥97%
Packaging
25mg
Price
$405
Updated
2024/03/01
Cayman Chemical
Product number
10007662
Product name
L-Biopterin
Purity
>98%
Packaging
5mg
Price
$39
Updated
2024/03/01
Cayman Chemical
Product number
10007662
Product name
L-Biopterin
Purity
>98%
Packaging
10mg
Price
$73
Updated
2024/03/01
Sigma-Aldrich
Product number
B2517
Product name
6-Biopterin
Purity
≥97%
Packaging
50mg
Price
$696
Updated
2024/03/01
More
Less

6-Biopterin Chemical Properties,Usage,Production

Description

6-Biopterin (L-Biopterin) is the oxidized form of tetrahydro-L-biopterin (BH4), a nitric oxide synthase (NOS) cofactor. L-Biopterin can be reduced to BH4 via thioredoxin reductase followed by dihydropteridine reductase or reduced glutathione. It is extremely toxic to human melanocytes in culture (IC50 = 0.2 μM after 48 hrs). L-Biopterin is rarely found under physiological conditions except in the epidermis of patients with the depigmentation disorder Vitiligo.

Chemical Properties

Crystalline Solid

Uses

L-Biopterin is a pteridine widely distributed in nature; naturally occurring as the L-erythro-form. Considered as a growth factor for some insects. Fluoresces with a blue color in alkaline solution.

Definition

6-Biopterin is an enzymatic cofactor derived from pterin and involved in certain oxidation-reduction reactions. It is a biopterin in which the 1,2-dihydroxypropyl group has (1R,2S)-configuration; naturally occurring form. It is an enantiomer of a D-erythro-biopterin.

Application

6-Biopterin is an oxidation product from the melanogenesis regulating cofactor (6R)5,6,7,8 tetrahydrobiopterin (6-BH4). In vitro, 6-Biopterin is cytotoxic to melanocytes. However, in vivo, 6-Biopterin is rapidly and sequentially reduced back to 6-GH4 via q-BH2. Recent studies suggest that 6-Biopterin among other pteridines may be a useful non-invasive biomarker for cancer.

Preparation

Biopterin is synthesized by reacting 2,4,5-triamino-6-hydroxypyrimidine with 5-deoxy-L-arabinosone in aqueous solution at pH of about 7.5 to 10, acidifying and then recrystallizing by dissolving in basic solution and precipitating with acid. 5-deoxy-L-arabinosone is prepared by oxidizing S-deoxy-L-arabinose, which is prepared from L-rhamnose, using cupric acetate.
Process for the synthesis of biopterin

Safety Profile

Moderately toxic by ingestion andintraperitoneal routes. Mutation data reported. Whenheated to decomposition it emits toxic vapors of NOx.

6-Biopterin Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

View Lastest Price from 6-Biopterin manufacturers

Career Henan Chemical Co
Product
6-Biopterin 22150-76-1
Price
US $1.00/kg
Min. Order
1g
Purity
99%
Supply Ability
100KG
Release date
2018-12-24

22150-76-1, 6-BiopterinRelated Search:


  • [S-(R*,S*)]-2-amino-6-(1,2-dihydroxypropyl)-1H-pteridin-4-one
  • L-Biopterin,2-Amino-4-hydroxy-6-(1,2-dihydroxypropyl)pteridine
  • L-Biopterin(6-Biopterin)
  • 2-amino-6-(1,2-dihydroxypropyl)-1H-pteridin-4-one
  • (1R,2S)-Biopterin, 2-Amino-4-hydroxy-6-(1,2-dihydroxypropyl)pteridine, L-erythro-6-(1,2-Dihydroxypropyl)pterin
  • 2-Amino-6-[(1S,2R)-1,2-dihydroxypropyl]pteridin-4(1H)-one
  • 2-Amino-6-[(1S,2R)-1,2-dihydroxypropyl]pteridine-4(3H)-one
  • D-erythro-Biopterin
  • NSC-339699
  • 2-Amino-6-[(1R,2S)-1,2-dihydroxypropyl]-4(1H)-pteridinone
  • 2-Amino-6-[(1R,2S)-1,2-dihydroxypropyl]pteridin-4(3H)-one
  • L-erythro-Biopterin
  • 2-Amino-6-(1,2-dihydroxypropyl)- 4(1H)-pteridinone
  • 6-Biopterin,(1’R,2’S)-Biopterin, 2-Amino-4-hydroxy-6-(1,2-dihydroxypropyl)pteridine, L-erythro-6-(1,2-Dihydroxypropyl)pterin
  • L-Biopterin(NSC 339699,L-erythro-Biopterin)
  • 2-amino-6-(1,2-dihydroxypropyl)-,(s-(r*,s*))-4(1h)-pteridinon
  • 2-amino-6-(l-erythro-1,2-dihydroxypropyl)-4(3h)-pteridinon
  • pterinhb2
  • BIOPTERIN
  • L-BIOPTERIN
  • L-ERYTHRO-6-(1,2-DIHYDROXYPROPYL)PTERIN
  • 6-BIOPTERIN
  • 2-AMINO-4-HYDROXY-6-[1,2-DIHYDROXYPROPYL]PTERIDINE
  • (1'R,2'S)-BIOPTERIN
  • 6-Biopterin, ≥97%
  • Sapropterin Dihydrochloride Impurity C
  • L-Biopterin [L-erythro-Biopterin]
  • 4(1H)-Pteridinone, 2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-
  • 2-Amino-6-((1R,2S)-1,2-dihydroxypropyl)pteridin-4(1H)-one
  • L- BiopterinQ: What is L- Biopterin Q: What is the CAS Number of L- Biopterin Q: What is the storage condition of L- Biopterin Q: What are the applications of L- Biopterin
  • Sapropterin Impurity 15 (Biopterin)
  • 22150-76-1
  • Oxidation-Reduction
  • Enzymes, Inhibitors, and Substrates
  • Cofactors
  • BioChemical
  • Biochemicals and Reagents
  • Fluorescent Labels & Indicators
  • Bases & Related Reagents
  • Chiral Reagents
  • Heterocycles
  • Nucleotides