722332
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:
Molecular Weight:
134.14
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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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
Signal Word
Danger
Hazard Statements
Precautionary Statements
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
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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
Kiyohiko Kawai et al.
Nature chemistry, 1(2), 156-159 (2009-05-01)
Interest in using DNA as a building block for nanoelectronic sensors and devices stems from its efficient hole-conducting properties and the relative ease with which it can be organized into predictable nanometre-sized two- and three-dimensional structures. However, because a hole
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
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