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Merck
CN

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

Key Documents

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biological source

synthetic

Quality Level

200

Assay

≥97%

form

powder

solubility

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM8417
BCCL0760
BCCH9604
BCCD8434
BCBZ8817

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K U Schallreuter-Wood et al.
Archives of dermatological research, 288(1), 11-13 (1996-01-01)
Melanocytes were successfully established from involved and uninvolved skin of a patient with acute acrofacial vitiligo. Cells from involved epidermis showed a fivefold decrease in the rate of radiolabelled 45Ca uptake compared with uninvolved and control cells. These results are
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
Jana Křemenová et al.
Scientific reports, 10(1), 10146-10146 (2020-06-25)
Determining the age of free-living insects, particularly of blood-sucking species, is important for human health because such knowledge critically influences the estimates of biting frequency and vectoring ability. Genetic age determination is currently not available. Pteridines gradually accumulate in the
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
Paola A Nocua et al.
Parasites & vectors, 10(1), 610-610 (2017-12-21)
The study of RNA binding proteins (RBPs) is of great relevance for understanding processes like post-transcriptional control of gene expression. The post-transcriptional mechanisms are particularly important in Leishmania parasites and related trypanosomatids since transcriptional regulation is almost absent in them.
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