DNA triple helix stabilization by bisguanidinyl analogues of biogenic polyamines.

Abstract:

:The polycationic nature of biogenic polyamines such as spermine (SPM, 1) and spermidine (SPD, 2) plays an important role in selective binding to polyanionic nucleic acids. These interactions are mediated by electrostatic and hydrogen bonding forces which led to stabilization of DNA duplexes and triplexes. Transformation of primary amino groups in these molecules into corresponding guanidinium functions is expected to amplify the electrostatic component resulting in improved binding. An easy chemical transformation route as described here gives rise to bisguanidinated derivatives of spermine (SPMG, 3) and spermidine (SPDG, 4). Both enhances DNA duplex stability over the parent polyamines whereas SPMG is more selective for stabilization of DNA triplexes even at pH 7.0. The results have implication for designing of new DNA binding ligands.

authors

Pallan PS,Ganesh KN

doi

10.1006/bbrc.1996.0759

subject

Has Abstract

pub_date

1996-05-15 00:00:00

pages

416-20

issue

2

eissn

0006-291X

issn

1090-2104

pii

S0006-291X(96)90759-7

journal_volume

222

pub_type

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