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A5883

Sigma-Aldrich

8-Azaadenine

≥99%

Synonym(s):

6-Amino-8-azapurine, 8-Aza-6-aminopurine

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About This Item

Empirical Formula (Hill Notation):
C4H4N6
CAS Number:
Molecular Weight:
136.11
Beilstein:
141551
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
Pricing and availability is not currently available.

Assay

≥99%

form

powder

mp

>300 °C (lit.)

solubility

1 M NaOH: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

Nc1ncnc2nn[nH]c12

InChI

1S/C4H4N6/c5-3-2-4(7-1-6-3)9-10-8-2/h1H,(H3,5,6,7,8,9,10)

InChI key

HRYKDUPGBWLLHO-UHFFFAOYSA-N

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General description

Base pairs of azaadenine with thymine (and azaguanine with cytosine) are found by ab initio calculation to be up to 7 kcal/mol more stable than natural AT (and GC) base pairs.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A Sahota et al.
Mutation research, 180(1), 81-87 (1987-09-01)
Spontaneous and ethyl methanesulfate induced mutants of Saccharomyces cerevisiae, with partial and complete deficiency of adenine phosphoribosyltransferase (APRT, EC 2.4.2.7), were isolated by selection for resistance to 8-azaadenine. Matings between totally deficient mutants and tester strain resulted in diploid heterozygotes
D B Busch et al.
Mutation research, 363(3), 209-221 (1996-08-08)
A new mitomycin C (MMC)-sensitive rodent line, UV40, has been identified in the collection of ultraviolet light- (UV-) sensitive mutants of Chinese hamster ovary (CHO) cells isolated at the previous Facility for Automated Experiments in Cell Biology (FAECB). It was
G Biagi et al.
Farmaco (Societa chimica italiana : 1989), 56(12), 929-931 (2002-02-07)
Synthesis of a series of new 2-phenyl-9-benzyl-8-azaadenines bearing on N6 an alkyl or aralkyl chain having a carbonyloxymethyl group on the carbon bound to N6 were reported. The ester group could assure to the molecule a better water-solubility than the
J H Carver et al.
Mutation research, 72(2), 207-230 (1980-09-01)
Chinese hamster ovary (CHO) cell lines heterozygous at both the adenine phosphoribosyltransferase (aprt) and thymidine kinase (tk) loci were used for single-step selection of spontaneous and induced mutants resistant to 8-azaadenine (AAr), 6-thioguanine (TGr), ouabain (OUAR), or 5-fluorodeoxyuridine (FUdRr). Mutation
L Sáenz et al.
Plant cell reports, 29(11), 1227-1234 (2010-08-07)
Auxin induces in vitro somatic embryogenesis in coconut plumular explants through callus formation. Embryogenic calli and non-embryogenic calli can be formed from the initial calli. Analysis of endogenous cytokinins showed the occurrence of cytokinins with aromatic and aliphatic side chains.

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