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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
Molecular Weight:
237.22
MDL Number:
MFCD00036787
MOL File:
22150-76-1.mol
MSDS File:
SDS
Last updated:2024-11-19 23:02:33

6-Biopterin Properties

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)
FDA UNII E54CTM794Y

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
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

6-Biopterin price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B2517 6-Biopterin ≥97% 22150-76-1 5mg $134 2024-03-01 Buy
Sigma-Aldrich B2517 6-Biopterin ≥97% 22150-76-1 25mg $405 2024-03-01 Buy
Cayman Chemical 10007662 L-Biopterin >98% 22150-76-1 5mg $39 2024-03-01 Buy
Cayman Chemical 10007662 L-Biopterin >98% 22150-76-1 10mg $73 2024-03-01 Buy
Sigma-Aldrich B2517 6-Biopterin ≥97% 22150-76-1 50mg $696 2024-03-01 Buy
Product number Packaging Price Buy
B2517 5mg $134 Buy
B2517 25mg $405 Buy
10007662 5mg $39 Buy
10007662 10mg $73 Buy
B2517 50mg $696 Buy

6-Biopterin Chemical Properties,Uses,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

Global( 185)Suppliers
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Hangzhou FandaChem Co.,Ltd.
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Creative Enzymes
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TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32165 58

View Lastest Price from 6-Biopterin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6-Biopterin pictures 2024-11-19 6-Biopterin
22150-76-1
US $200.00-80.00 / mg 99.11% 10g TargetMol Chemicals Inc.
6-Biopterin pictures 2019-07-06 6-Biopterin
22150-76-1
US $1.00 / kg 1g 99% 100KG Career Henan Chemical Co
  • 6-Biopterin pictures
  • 6-Biopterin
    22150-76-1
  • US $200.00-80.00 / mg
  • 99.11%
  • TargetMol Chemicals Inc.
  • 6-Biopterin pictures
  • 6-Biopterin
    22150-76-1
  • US $1.00 / kg
  • 99%
  • Career Henan Chemical Co
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 L-ERYTHRO-6-(1,2-DIHYDROXYPROPYL)PTERIN 6-BIOPTERIN 2-AMINO-4-HYDROXY-6-[1,2-DIHYDROXYPROPYL]PTERIDINE (1'R,2'S)-BIOPTERIN [S-(R*,S*)]-2-amino-6-(1,2-dihydroxypropyl)-1H-pteridin-4-one L-Biopterin,2-Amino-4-hydroxy-6-(1,2-dihydroxypropyl)pteridine 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 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 L-Biopterin(6-Biopterin) BIOPTERIN 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