Revision as of 17:13, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 473858479 of page 2-Aminopurine for the Chem/Drugbox validation project (updated: 'CASNo'). |
Latest revision as of 18:11, 7 May 2023 edit Alfa-ketosav (talk | contribs)Extended confirmed users2,272 editsNo edit summary |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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{{chembox |
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| verifiedrevid = 443313408 |
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| verifiedrevid = 477212531 |
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| Name = 2-Aminopurine |
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| Name = 2-Aminopurine |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageFile = 2-Aminopurine.png |
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| ImageFile = 2-Aminopurine.svg |
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| ImageSize = 200px |
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| ImageSize = 230px |
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| ImageName = 2-Aminopurine |
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| ImageName = 2-Aminopurine |
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| IUPACName = 7''H''-purin-2-amine |
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| PIN = 9''H''-Purin-2-amine |
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| Section1 = {{Chembox Identifiers |
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| Section1 = {{Chembox Identifiers |
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| InChI = 1/C5H5N5/c6-5-7-1-3-4(10-5)9-2-8-3/h1-2H,(H3,6,7,8,9,10) |
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| InChI = 1/C5H5N5/c6-5-7-1-3-4(10-5)9-2-8-3/h1-2H,(H3,6,7,8,9,10) |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = MWBWWFOAEOYUST-UHFFFAOYSA-N |
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| StdInChIKey = MWBWWFOAEOYUST-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = <!-- blanked - oldvalue: 452-06-2 --> |
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| CASNo = 452-06-2 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = O14B3U97FW |
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| PubChem = 9955 |
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| PubChem = 9955 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 479072 |
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| ChEBI = 479072 |
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| SMILES = n1cc2c(nc1N)ncn2 |
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| SMILES = Nc2ncc1ncc1n2 |
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}} |
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| Section2 = {{Chembox Properties |
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| Section2 = {{Chembox Properties |
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'''2-Aminopurine''', a ] of ] and ], is a fluorescent molecular marker used in nucleic acid research.<ref>{{cite journal |vauthors=Jean JM, Hall KB |title=2-Aminopurine fluorescence quenching and lifetimes: role of base stacking |journal=Proc. Natl. Acad. Sci. U.S.A. |volume=98 |issue=1 |pages=37–41 |year=2001 |pmid=11120885 |url=http://www.pnas.org/cgi/pmidlookup?view=long&pmid=11120885 |doi=10.1073/pnas.011442198 |pmc=14540|doi-access=free }}</ref> It most commonly pairs with ] as an adenine-analogue, but can also pair with ] as a guanine-analogue.<ref>{{cite journal |vauthors=Sowers LC, Fazakerley GV, Eritja R, Kaplan BE, Goodman MF |title=Base pairing and mutagenesis: observation of a protonated base pair between 2-aminopurine and cytosine in an oligonucleotide by proton NMR |journal=Proc. Natl. Acad. Sci. U.S.A. |volume=83 |pages=5434–5438| year=1986 |doi=10.1073/pnas.83.15.5434 |pmid=3461441 |issue=15 |pmc=386301|bibcode=1986PNAS...83.5434S |doi-access=free }}</ref> For this reason it is sometimes used in the laboratory for mutagenesis. |
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==See also== |
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*] |
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== References == |
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{{reflist}} |
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{{DEFAULTSORT:Aminopurine, 2-}} |
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] |
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] |