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Merck

B2517

6-Biopterin

≥97%

Synonyme(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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A propos de cet article

Formule empirique (notation de Hill) :
C9H11N5O3
Numéro CAS:
Poids moléculaire :
237.22
UNSPSC Code:
41106305
NACRES:
NA.51
PubChem Substance ID:
EC Number:
244-807-8
Beilstein/REAXYS Number:
87860
MDL number:
Form:
powder
Assay:
≥97%
Solubility:
1 M NaOH: soluble-10 mg/mL, clear, colorless to light greenish-yellow
Biological source:
synthetic
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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

SMILES string

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

InChI key

LHQIJBMDNUYRAM-DZSWIPIPSA-N

biological source

synthetic

assay

≥97%

form

powder

solubility

1 M NaOH: soluble-10 mg/mL, clear, colorless to light greenish-yellow

storage temp.

2-8°C

Quality Level

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.

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

Siew Ling Choy et al.
Scientific reports, 7(1), 9472-9472 (2017-08-27)
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
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
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
Jarl Underhaug et al.
Current topics in medicinal chemistry, 12(22), 2534-2545 (2013-01-24)
Phenylketonuria (PKU) is a loss-of-function inborn error of metabolism. As many other inherited diseases the main pathologic mechanism in PKU is an enhanced tendency of the mutant phenylalanine hydroxylase (PAH) to misfold and undergo ubiquitin-dependent degradation. Recent alternative approaches with
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

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