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B2517

Sigma-Aldrich

6-Biopterin

≥97%

Synonym(s):

(1’R,2’S)-Biopterin, 2-Amino-4-hydroxy-6-(1,2-dihydroxypropyl)pteridine, L-erythro-6-(1,2-Dihydroxypropyl)pterin

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About This Item

Empirical Formula (Hill Notation):
C9H11N5O3
CAS Number:
22150-76-1
Molecular Weight:
237.22
Beilstein:
87860
EC Number:
244-807-8
MDL number:
MFCD00036787
UNSPSC Code:
41106305
PubChem Substance ID:
24891654
NACRES:
NA.51

Quality Level

200

Assay

≥97%

form

powder

storage temp.

2-8°C

SMILES string

C[C@H](O)[C@H](O)c1cnc2NC(N)=NC(=O)c2n1

InChI

1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h2-3,6,15-16H,1H3,(H3,10,11,13,14,17)/t3-,6-/m0/s1

InChI key

LHQIJBMDNUYRAM-DZSWIPIPSA-N

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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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Sanjeewa Gamagedara et al.
Clinica chimica acta; international journal of clinical chemistry, 412(1-2), 120-128 (2010-09-28)
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Adrien Weingärtner et al.
PloS one, 7(8), e42070-e42070 (2012-08-08)
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