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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

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000359421
0000359421
0000183728
MKBP2521V
MKBJ8249V

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A Ono et al.
Nucleic acids research, 12(23), 8939-8949 (1984-12-11)
Deoxydecanucleotides having a recognition sequence of Bgl II and Sau 3AI, and their 7-deazaadenine analogs were synthesized. The decanucleotides containing 7-deazaadenine in place of adenine were partially resistant to the hydrolysis by Sau 3AI and strongly resistant to that by
Pavel Kielkowski et al.
The Journal of organic chemistry, 76(9), 3457-3462 (2011-03-24)
(Cytosin-5-yl)ethynyl derivatives of pyrimidine and 7-deazaadenine 2-deoxyribonucleosides and nucleoside triphosphates (dNTPs) were prepared in one step by the aqueous Sonogashira coupling of unprotected halogenated nucleos(t)ides with 5-ethynylcytosine. The modified dNTPs were good substrates for DNA polymerases suitable for primer extension
Akimitsu Okamoto et al.
Bioorganic & medicinal chemistry letters, 12(1), 97-99 (2001-12-12)
2-Amino-7-deazaadenine ((AD)A) was incorporated into oligodeoxynucleotides (ODN) and their base-pairing properties with natural nucleobases were investigated. In melting temperature (T(m)) experiments, the duplex containing an (AD)A/C base pair showed a high stability comparable to that containing (AD)A/T base pair. Destabilization
Munmun Maiti et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(3), 857-868 (2011-12-17)
Nucleoside phosphoramidates (NPs) are a class of nucleotide analogues that has been developed as potential antiviral/antitumor prodrugs. Recently, we have shown that some amino acid nucleoside phosphoramidates (aaNPs) can act as substrates for viral polymerases like HIV-1 RT. Herein, we report
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
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