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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
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
$129
Updated
2023/01/07
Sigma-Aldrich
Product number
B2517
Product name
6-Biopterin
Purity
≥97%
Packaging
25mg
Price
$389
Updated
2023/01/07
Cayman Chemical
Product number
10007662
Product name
L-Biopterin
Purity
>98%
Packaging
5mg
Price
$34
Updated
2023/01/06
Cayman Chemical
Product number
10007662
Product name
L-Biopterin
Purity
>98%
Packaging
10mg
Price
$64
Updated
2023/01/06
Sigma-Aldrich
Product number
B2517
Product name
6-Biopterin
Purity
≥97%
Packaging
50mg
Price
$669
Updated
2023/01/07
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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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6-Biopterin Suppliers

Guangzhou Ku Wei Biological Technology Co., Ltd
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020-61063208 15013362837
Fax
020-61063208
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yxusmith@aliyun.com
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China
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Chembest Research Laboratories Limited
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021-20908456
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021-58180499
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sales@BioChemBest.com
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J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
Fax
86-10-82849933
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jkinfo@jkchemical.com
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China
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3B Pharmachem (Wuhan) International Co.,Ltd.
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821-50328103-801 18930552037
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86-21-50328109
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3bsc@sina.com
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China
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Chemsky(shanghai)International Co.,Ltd.
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021-50135380
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shchemsky@sina.com
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China
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Syntechem Co.,Ltd
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BOC Sciences
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16314854226
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United States
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Nanjing Asian Chemical Co., Ltd.
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+86 (25) 82263158
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+86 (25) 82263168
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sales@asianchem.com.cn
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China
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ShangHai YuanYe Biotechnology Co., Ltd.
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021-61312847 15800763013
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021-55068248
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3008007399@qq.com
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China
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T&W GROUP
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021-61551611 13296011611
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+86 21-50676805
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contact@trustwe.com
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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:


  • [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
  • 22150-76-1
  • Oxidation-Reduction
  • Enzymes, Inhibitors, and Substrates
  • Cofactors
  • BioChemical
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  • Bases & Related Reagents
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