6-Biopterin

ChemicalBook > CAS DataBase List > 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

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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)

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Safety

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

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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.

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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

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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

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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:

Tris(hydroxymethyl)aminomethane 6-Aminocaproic acid Glycine CHLOROPHOSPHONAZO III 3-Aminophenol ALTRENOGEST Biopterin-d3 2-Amino-4-hydroxy-1H-pteridine 2-Pyrazinylmethanol METHYL-PYRAZIN-2-YLMETHYL-AMINE 2-Amino-3-methylpyrazine Aminopyrazine 2,6-Dimethylpyrazine (PYRAZIN-2-YLMETHYL)AMINE Pyrazinamide N-ACETYLGUANIDINE 3,5-DIMETHYLPYRAZIN-2-AMINE 2-ethyl-6-methylpyrazine

[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)

Biopterin, coenzyme and cofactor of iNOS activity

22150-76-1

Oxidation-Reduction

Enzymes, Inhibitors, and Substrates

Cofactors

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Bases & Related Reagents

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