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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.}}
{{chembox {{chembox
| Verifiedfields = changed
| verifiedrevid = 443313408
| Watchedfields = changed
| verifiedrevid = 477212531
| Name = 2-Aminopurine | Name = 2-Aminopurine
| ImageFile_Ref = {{chemboximage|correct|??}} | ImageFile_Ref = {{chemboximage|correct|??}}
| ImageFile = 2-Aminopurine.png | ImageFile = 2-Aminopurine.svg
| ImageSize = 200px | ImageSize = 230px
| ImageName = 2-Aminopurine | ImageName = 2-Aminopurine
| IUPACName = 7''H''-purin-2-amine | PIN = 9''H''-Purin-2-amine
| Section1 = {{Chembox Identifiers | Section1 = {{Chembox Identifiers
| InChI = 1/C5H5N5/c6-5-7-1-3-4(10-5)9-2-8-3/h1-2H,(H3,6,7,8,9,10) | 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}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = MWBWWFOAEOYUST-UHFFFAOYSA-N | StdInChIKey = MWBWWFOAEOYUST-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|??}} | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = <!-- blanked - oldvalue: 452-06-2 --> | CASNo = 452-06-2
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = O14B3U97FW
| PubChem = 9955 | PubChem = 9955
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
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| ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 479072 | ChEBI = 479072
| SMILES = n1cc2c(nc1N)ncn2 | SMILES = Nc2ncc1ncc1n2
}} }}
| Section2 = {{Chembox Properties | 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.

==See also==
*]

== References ==
{{reflist}}

{{DEFAULTSORT:Aminopurine, 2-}}
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