Description
A 2,6-diaminopurine that is the N(6)-hydroxy derivative of 2,6-diamino-3H-purine.
Chemical properties
| Chemical formula | Net charge | Average mass |
|---|---|---|
| C5H6N6O | 0 | 166.14070 |
Recommended notation
| Name | 2-amino-6-hydroxyaminopurine |
|---|---|
| Abbreviation | AHAP |
Nomenclature
| IUPAC | SMILES | InChI | InChIKey | Synonyms |
|---|---|---|---|---|
| N(6)-hydroxy-3H-purine-2,6-diamine | Nc1nc(NO)c2nc[nH]c2n1 | InChI=1S/C5H6N6O/c6-5-9-3-2(7-1-8-3)4(10-5)11-12/h1,12H,(H4,6,7,8,9,10,11) | UJUHACUYECLPGK-UHFFFAOYSA-N |
|
Nature
| Origin | Function | Functional detail |
Organisms
|
References |
|---|---|---|---|---|
| synthetic | mutagenic |
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Citations
- 1991. A collaborative study on the genetic toxicology of 2-amino-N6-hydroxyadenine. Mutation Research. 253(1).
- Bebenek, K, et al. 1985. Ability of base analogs to induce the SOS response: effect of a dam mutation and mismatch repair system. Molecular & General Genetics : MGG. 201(3).
- Clive, D, et al. 1991. Mutagenicity of 2-amino-N6-hydroxyadenine (AHA) at three loci in L5178Y/tk+/- mouse lymphoma cells: molecular and preliminary cytogenetic characterizations of AHA-induced tk-/- mutants. Mutation Research. 253(1).
- Cole, J, et al. 1991. The mutagenicity of 2-amino-N6-hydroxyadenine to L5178Y tk +/- 3.7.2C mouse lymphoma cells: measurement of mutations to ouabain, 6-thioguanine and trifluorothymidine resistance, and the induction of micronuclei. Mutation Research. 253(1).
- Evans, HH, et al. 1991. Mutagenicity of 2-amino-N6-hydroxyadenine at the tk locus in L5178Y strains differing in repair capabilities and karyotype. Mutation Research. 253(1).
- Janion, C, et al. 1991. Base-pairing models to account for the mutagenicity and specificity of the purine analog 2-amino-N6-hydroxyadenine. Mutation Research. 253(1).
- Janion, C, et al. 1978. The efficiency and extent of mutagenic activity of some new mutagens of base-analogue type. Mutation Research. 56(3).
- Janion, C, et al. 1981. Mutagenic and inhibitory properties of some new purine analogs on Salmonella typhimurium TA1530. Mutation Research. 91(3).
- Liber, HL, et al. 1991. Mutagenicity of 2-amino-N6-hydroxyadenine to TK6 human lymphoblast cells. Mutation Research. 253(1).
- Nagao, M, et al. 1991. Mutagenic properties of 2-amino-N6-hydroxyadenine in Salmonella and in Chinese hamster lung cells in culture. Mutation Research. 253(1).
- Neuhäuser-Klaus, A, et al. 1991. Mutagenic activity of 2-amino-N6-hydroxyadenine in the mouse spot test. Mutation Research. 253(1).
- Pavlov, YI, et al. 1991. The genetic activity of N6-hydroxyadenine and 2-amino-N6-hydroxyadenine in Escherichia coli, Salmonella typhimurium and Saccharomyces cerevisiae. Mutation Research. 253(1).
- Smith, PD, et al. 1991. In vitro and in vivo analysis of somatic and germline mutability of 2-amino-N6-hydroxyadenine in Drosophila melanogaster. Mutation Research. 253(1).
- Sorenson, WG, et al. 1981. Comparison of mutagenic and recombinogenic effects of some adenine analogues in Saccharomyces cerevisiae D7. Mutation Research. 82(1).
- Tsuchiyama, H, et al. 1991. Analysis of 2-amino-N6-hydroxyadenine-induced mutagenesis in phage M13mp2. Mutation Research. 253(1).
- de Serres, FJ, et al. 1991. 2-Amino-N6-hydroxyadenine induces gene/point mutations and multiple-locus mutations, but not multilocus deletion mutations, in the ad-3 region of a two-component heterokaryon of Neurospora crassa. Mutation Research. 253(1).
- de Serres, FJ, et al. 1991. Objectives of the collaborative study on the genetic toxicology of 2-amino-N6-hydroxyadenine: an exercise in genetic risk assessment. Mutation Research. 253(1).
- de Serres, FJ, et al. 1991. The genetic toxicology of 2-amino-N6-hydroxyadenine in eukaryotic organisms: significance for genetic risk assessment. Mutation Research. 253(1).
- de Serres, FJ, et al. 1985. Mutagenicity of 2-aminopurine, 6-N-hydroxylaminopurine, and 2-amino-N6-hydroxyadenine in Neurospora crassa. Basic Life Sciences. 31.