22150-76-1

Name	6-Biopterin
Synonyms	6-Biopterin L-Biopterin D-erythro-Biopterin L-Biopterin(6-Biopterin) 2-amino-6-(1,2-dihydroxypropyl)pteridin-4(1H)-one 2-amino-7-(1,2-dihydroxypropyl)pteridin-4(1H)-one 2-amino-6-(1,2-dihydroxypropyl)-1H-pteridin-4-one 2-Amino-4-hydroxy-6-(1,2-dihydroxypropyl)pteridine 2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]pteridin-4(1H)-one 2-Amino-6-[(1S,2R)-1,2-dihydroxypropyl]pteridin-4(1H)-one 2-Amino-6-[(1S,2R)-1,2-dihydroxypropyl]pteridine-4(3H)-one [S-(R,S)]-2-amino-6-(1,2-dihydroxypropyl)-1H-pteridin-4-one L-Biopterin,2-Amino-4-hydroxy-6-(1,2-dihydroxypropyl)pteridine (1R,2S)-Biopterin, 2-Amino-4-hydroxy-6-(1,2-dihydroxypropyl)pteridine, L-erythro-6-(1,2-Dihydroxypropyl)pterin
CAS	22150-76-1
EINECS	244-807-8
InChI	InChI=1/C9H11N5O3/c1-3(15)6(16)4-2-11-5-7(12-4)13-9(10)14-8(5)17/h2-3,6,15-16H,1H3,(H3,10,12,13,14,17)

Molecular Formula	C9H11N5O3
Molar Mass	237.22
Density	1.3472 (rough estimate)
Melting Point	>210°C dec.
Boling Point	379.74°C (rough estimate)
Specific Rotation(α)	D24 -50° (c = 0.4 in 0.1N HCl); D24 -26° (c = 0.92 in 0.1N NaOH)
Flash Point	295.2°C
Solubility	Bioptein is very slightly soluble in water. The solubility of biopterin is about 0.01
Vapor Presure	1.4E-13mmHg at 25°C
Appearance	Crystalline solid
Color	White to Light Yellow
Merck	13,1229
BRN	87860
pKa	13.18±0.20(Predicted)
Storage Condition	2-8°C
Stability	Hygroscopic
Refractive Index	1.7610 (estimate)
MDL	MFCD00036787
Use	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
In vitro study	6-biopterin is extremely cytotoxic to human melanocytes under in vitro conditions. Thioredoxin reductase has the capacity to reduce 6-biopterin to q-BH2 where further reduction to 6-BH4 follows via dihydropteridine reductase or reduced glutathione. (6R)5,6,7,8 tetrahydrobiopterin undergoes redox-cycling by its oxidation to quinonoid dihydrobiopterin and to 6-biopterin through consecutive two electron oxidation reactions.

Hazard Symbols	Xi - Irritant
Risk Codes	36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing.
WGK Germany	3
RTECS	UO3506000
FLUKA BRAND F CODES	10-23
HS Code	29339900
Toxicity	sln-par-dmg 10 mg/L MUREAV 128,147,84

Biological activity	6-Biopterin (L-Biopterin), a pterin derivative, is a nitric oxide synthase (NO synthase) cofactor.
category	toxic substances
toxicity classification	poisoning
acute toxicity	oral-mouse LD: >3000 mg/kg; Abdominal cavity-mouse LD50: 879 mg/kg
flammability hazard characteristics	combustible; combustion produces toxic nitrogen oxide smoke
storage and transportation characteristics	ventilation and low temperature drying
fire extinguishing agent	dry powder, foam, sand, carbon dioxide, mist water

Last Update：2024-04-10 22:30:50

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