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6-Biopterin

6-Biopterin structure

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:2023-05-18 11:31:03

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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)	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
F	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

6-Biopterin Suppliers

Global( 174)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Hangzhou FandaChem Co.,Ltd.	008657128800458; +8615858145714	fandachem@gmail.com	China	9348	55
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	32480	60
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Accela ChemBio Inc.	(+1)-858-699-3322	info@accelachem.com	United States	19965	58
BOC Sciences	+1-631-485-4226	inquiry@bocsci.com	United States	19553	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58
Neostar United (Changzhou) Industrial Co., Ltd.	+86-519-519-85557386	marketing1@neostarunited.com	China	8349	58
SIMAGCHEM CORP	+86-13806087780	sale@simagchem.com	China	17367	58
Creative Enzymes	1-516-855-7709	info@creative-enzymes.com	United States	8748	58
Hefei TNJ Chemical Industry Co.,Ltd.	0551-65418671	sales@tnjchem.com	China	34572	58

Supplier	Advantage
Hangzhou FandaChem Co.,Ltd.	55
ATK CHEMICAL COMPANY LIMITED	60
career henan chemical co	58
Accela ChemBio Inc.	58
BOC Sciences	58
Chongqing Chemdad Co., Ltd	58
Neostar United (Changzhou) Industrial Co., Ltd.	58
SIMAGCHEM CORP	58
Creative Enzymes	58
Hefei TNJ Chemical Industry Co.,Ltd.	58

View Lastest Price from 6-Biopterin manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2019-07-06	6-Biopterin 22150-76-1	US $1.00 / kg	1g	99%	100KG	Career Henan Chemical Co

6-Biopterin
22150-76-1
US $1.00 / kg
99%
Career Henan Chemical Co

6-Biopterin Spectrum

6-Biopterin(22150-76-1)MS 6-Biopterin(22150-76-1)¹HNMR

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1of4

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