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Effect of phosphate activating group on oligonucleotide formation on montmorillonite: the regioselective formation of 3',5'-linked oligoadenylatesThe effects of amine structure on the montmorillonite-catalyzed oligomerization of the 5'-phosphoramidates of adenosine are investigated. 4-Aminopyridine derivatives yielded oligoadenylates as long as dodecamers with a regioselectivity for 3',5'-phosphodiester bond formation averaging 88%. Linear and cyclic oligomers are obtained and no A5'ppA-containing products are detected. Oligomers as long as the hexanucleotide are obtained using 2-aminobenzimidazole as the activating group. A predominance of pA2'pA is detected in the dimer fraction along with cyclic 3',5'-trimer; no A5'ppA-containing oligomers were detected. Little or no oligomer formation was observed when morpholine, piperidine, pyrazole, 1,2,4-triazole, and 2-pyridone are used as phosphate-activating groups. The effects of the structure of the phosphate activating group on the oligomer structure and chain lengths are discussed.
Document ID
20040089520
Acquisition Source
Legacy CDMS
Document Type
Reprint (Version printed in journal)
External Source(s)
Authors
Prabahar, K. J.
(Rensselaer Polytechnic Institute Troy, New York 12180-3590, United States)
Cole, T. D.
Ferris, J. P.
Date Acquired
August 21, 2013
Publication Date
November 30, 1994
Publication Information
Publication: Journal of the American Chemical Society
Volume: 116
Issue: 24
ISSN: 0002-7863
Subject Category
Exobiology
Funding Number(s)
CONTRACT_GRANT: CHE9-105906
CONTRACT_GRANT: NGR38018-1148
CONTRACT_GRANT: CHE9-301812
Distribution Limits
Public
Copyright
Other
Keywords
Non-NASA Center
NASA Discipline Exobiology

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