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2 '-Substituted 2-amino-3-methylpyridine ribonucleosides in triplex-forming oligonucleotides: triplex stability is determined by chemical environment

Abstract:

A new synthetic route to the phosphoramidite monomer of 2-amino-3-methyl-5-(2′-O-methyl-β-d-ribofuranosyl)pyridine (Me-MAP) and its 2′-O-methoxyethyl analogue (MOE-MAP) has been established using d-ribose and 2-amino-3-methyl-5-bromopyridine as precursors. Ultraviolet melting and DNase I footprinting studies indicate that the triplex stabilizing properties of 2′-modified MAPs are determined by the conformation of the entire oligonucleotide backbone. Me-MAP confers a higher triplex stability t...

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Publication status:
Published

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Publisher copy:
10.1039/c1md00068c

Authors


Tailor, RR More by this author
Ben Gaied, N More by this author
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Journal:
MEDCHEMCOMM
Volume:
2
Issue:
6
Pages:
550-558
Publication date:
2011-06-05
DOI:
EISSN:
2040-2511
ISSN:
2040-2503
URN:
uuid:1f958f18-2320-44a6-aa7b-f8cd6bca34fc
Source identifiers:
400134
Local pid:
pubs:400134
Language:
English

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