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722332

Sigma-Aldrich

6-Amino-7-deazapurine

97%

Synonym(s):

4-Amino-7H-pyrrolo[2,3-d]pyrimidine

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About This Item

Empirical Formula (Hill Notation):
C6H6N4
CAS Number:
1500-85-2
Molecular Weight:
134.14
MDL number:
MFCD01686848
UNSPSC Code:
12352005
PubChem Substance ID:
329763917
NACRES:
NA.22

Assay

97%

form

solid

mp

257-262 °C

SMILES string

Nc1ncnc2[nH]ccc12

InChI

1S/C6H6N4/c7-5-4-1-2-8-6(4)10-3-9-5/h1-3H,(H3,7,8,9,10)

InChI key

PEHVGBZKEYRQSX-UHFFFAOYSA-N

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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A I Murchie et al.
The EMBO journal, 13(4), 993-1001 (1994-02-15)
Telomeres are required for eukaryotic chromosome stability. They consist of regularly repeating guanine-rich sequences, with a single-stranded 3' terminus. Such sequences have been demonstrated to have the propensity to adopt four-stranded structures based on a tetrad of guanine bases. The
N Baran et al.
Proceedings of the National Academy of Sciences of the United States of America, 88(2), 507-511 (1991-01-15)
To study the mechanism of arrest of DNA synthesis at d(TC)n and d(GA)n sequences, single-stranded DNA molecules including d(TC)27 or d(TC)31 tracts or a d(GA)27 tract were used as templates for in vitro assays of complementary DNA synthesis performed by
Susan J Schroeder et al.
Biochemistry, 42(48), 14184-14196 (2003-12-03)
The J4/5 loop of the group I intron in the mouse-derived fungal pathogen Pneumocystis carinii is the docking site for the first step of the RNA-catalyzed self-splicing reaction and thus is a model of a potential drug target. This purine-rich
Ivana V Yang et al.
Analytical chemistry, 74(2), 347-354 (2002-01-29)
The 7-deaza analogues of guanine and adenine were incorporated into polymerase chain reaction (PCR) products by substitution of the appropriate nucleotide triphosphates into the reaction. These PCR products can be immobilized on ITO electrodes and detected by catalytic cyclic voltammetry
Jennifer D Tibodeau et al.
Inorganic chemistry, 43(2), 408-410 (2004-01-21)
The effect of DNA bending on nucleobase electron transfer was investigated by studying the oxidation of double-stranded sequences containing seven repeats of the known bent sequence d(GGCA(1)A(2)A(3)A(4)A(5)A(6)C) where 7-deazaadenine (zA) was substituted at the A(3) position. Native gel electrophoresis was
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