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475254

Sigma-Aldrich

2-Amino-6-bromopurine

95%

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About This Item

Empirical Formula (Hill Notation):
C5H4BrN5
CAS Number:
82499-03-4
Molecular Weight:
214.02
MDL number:
MFCD01321309
UNSPSC Code:
12352100
PubChem Substance ID:
24871103
NACRES:
NA.22

Quality Level

100

Assay

95%

mp

>350 °C (lit.)

functional group

bromo

SMILES string

Nc1nc(Br)c2nc[nH]c2n1

InChI

1S/C5H4BrN5/c6-3-2-4(9-1-8-2)11-5(7)10-3/h1H,(H3,7,8,9,10,11)

InChI key

HPGBGNVPUMCKPM-UHFFFAOYSA-N

General description

2-Amino-6-bromopurine is a 2-amino-6-halogenopurine. It can be synthesized by reaction between 2-amino-6-chloropurine and KX (X=Br). It has been reported to be a substrate for the adenine deaminase. Orientations of 2-amino-6-bromopurine (ABPu) in the docking conformations of guanine riboswitch complexed with ABPu have been analyzed.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

475254-VAR:
475254-5G:
475254-BULK:
475254-1G:

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Synthesis of Some Biologically Active Halogenopurines.
Hu YL, et al.
J. Korean Chem. Soc., 54(4), 429-436 (2010)
D A Jankowska et al.
Journal of applied microbiology, 115(5), 1134-1146 (2013-08-02)
Construction of a transgenic Arxula adeninivorans strain that produces a high concentration of adenine deaminase and investigation into the application of the enzyme in the production of food with low purine content. The A. adeninivorans AADA gene, encoding adenine deaminase
Theoretical studies on the interaction of guanine riboswitch with guanine and its closest analogues.
Ling B, et al.
Molecular Simulations, 36(12), 929-938 (2010)

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