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722332

6-Amino-7-deazapurine

Name: 6-Amino-7-deazapurine
Brand: ALDRICH

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

NACRES:

NA.22

PubChem Substance ID:

329763917

UNSPSC Code:

12352005

MDL number:

MFCD01686848

Assay:

97%

Form:

solid

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Properties

Quality Level

200

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

Description

pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number

0000359421

0000183728

0000081038

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2-Amino-7-deazaadenine forms stable base pairs with cytosine and thymine.

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

Synthesis of acetylene linked double-nucleobase nucleos(t)ide building blocks and polymerase construction of DNA containing cytosines in the major groove.

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

Synthesis of deoxyoligonucleotides containing 7-deazaadenine: recognition and cleavage by restriction endonuclease Bgl II and Sau 3AI (nucleosides and nucleotides Part 55).

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

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Global Trade Item Number

SKU	GTIN
722332-1G	04061826735077