Synthesis and triplex forming properties of an acyclic N7-glycosylated guanine nucleoside

Article abstract of DOI:10.1080/07328319808003464

A chiral acyclic nucleoside, one in which the ribose carbohydrate has been replaced with a glycerol-based linker, is prepared by glycosylating guanine at the N⁷-nitrogen. The stereochemically pure derivative is converted to a DMT-protected phosphoramidite for incorporation into DNA sequences. Sequence containing the acyclic N⁷-dG nucleoside are capable of forming DNA triplexes in which it is likely that the N¹-H and N²-amino groups of the N⁷-dG are involved in recognition of the guanine base in G-C base pairs.

Full text of DOI:10.1080/07328319808003464

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Nucleosides and Nucleotides
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Synthesis and Triplex Forming Properties
of an Acyclic N7-Glycosylated Guanine
Nucleoside
Aimée St. Clair a , Guobing Xiang a & Larry W. McLaughlin a
a Department of Chemistry , Merkert Chemistry Center , 2609
Beacon St., Chestnut Hill, MA, 02167
Published online: 21 Aug 2006.
To cite this article: Aimée St. Clair , Guobing Xiang & Larry W. McLaughlin (1998) Synthesis and
Triplex Forming Properties of an Acyclic N7-Glycosylated Guanine Nucleoside, Nucleosides and
Nucleotides, 17:5, 925-937, DOI: 10.1080/07328319808003464
To link to this article: http://dx.doi.org/10.1080/07328319808003464
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