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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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Intracellular pathogens belonging to the genus Leishmania have developed effective strategies that enable them to survive within host immune cells. Immunostimulatory compounds that counteract such immunological escape mechanisms represent promising treatment options for diseases. Here, we demonstrate that a lipopeptidephosphoglycan
Suzanne V Saenko et al.
BMC biology, 11, 105-105 (2013-10-09)
Color traits in animals play crucial roles in thermoregulation, photoprotection, camouflage, and visual communication, and are amenable to objective quantification and modeling. However, the extensive variation in non-melanic pigments and structural colors in squamate reptiles has been largely disregarded. Here
Eugenia Bifeld et al.
mSystems, 3(6) (2018-12-07)
The 90-kDa heat shock protein (HSP90) of eukaryotes is a highly abundant and essential chaperone required for the maturation of regulatory and signal proteins. In the protozoan parasite Leishmania donovani, causative agent of the fatal visceral leishmaniasis, HSP90 activity is
Abulizi Abudukadier et al.
Diabetes, 62(9), 3033-3043 (2013-05-08)
Endothelial nitric oxide synthase (eNOS) dysfunction induces insulin resistance and glucose intolerance. Tetrahydrobiopterin (BH4) is an essential cofactor of eNOS that regulates eNOS activity. In the diabetic state, BH4 is oxidized to 7,8-dihydrobiopterin, which leads to eNOS dysfunction owing to
Sanjeewa Gamagedara et al.
Clinica chimica acta; international journal of clinical chemistry, 412(1-2), 120-128 (2010-09-28)
Biomarkers are good potential tools for early cancer diagnosis. Here we have analyzed eight different pteridines in the urine samples of cancer patients and compared them with samples from healthy subjects. Pteridines are important cofactors in the process of cell
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