Publication Date:
1998-10-02
Description:
Polyamide dimers containing three types of aromatic rings-pyrrole, imidazole, and hydroxypyrrole-afford a small-molecule recognition code that discriminates among all four Watson-Crick base pairs in the minor groove. The crystal structure of a specific polyamide dimer-DNA complex establishes the structural basis for distinguishing T.A from A.T base pairs. Specificity for the T.A base pair is achieved by means of distinct hydrogen bonds between pairs of substituted pyrroles on the ligand and the O2 of thymine and N3 of adenine. In addition, shape-selective recognition of an asymmetric cleft between the thymine-O2 and the adenine-C2 was observed. Although hitherto similarities among the base pairs in the minor groove have been emphasized, the structure illustrates differences that allow specific minor groove recognition.〈br /〉〈span class="detail_caption"〉Notes: 〈/span〉Kielkopf, C L -- White, S -- Szewczyk, J W -- Turner, J M -- Baird, E E -- Dervan, P B -- Rees, D C -- New York, N.Y. -- Science. 1998 Oct 2;282(5386):111-5.〈br /〉〈span class="detail_caption"〉Author address: 〈/span〉Division of Biology, California Institute of Technology, Pasadena, CA 91125, USA.〈br /〉〈span class="detail_caption"〉Record origin:〈/span〉 〈a href="http://www.ncbi.nlm.nih.gov/pubmed/9756473" target="_blank"〉PubMed〈/a〉
Keywords:
Adenine/*chemistry
;
*Base Composition
;
DNA/*chemistry
;
Dimerization
;
Hydrogen Bonding
;
Ligands
;
Models, Molecular
;
*Nucleic Acid Conformation
;
Nylons/chemistry
;
Oligodeoxyribonucleotides/chemistry
;
Thymine/*chemistry
Print ISSN:
0036-8075
Electronic ISSN:
1095-9203
Topics:
Biology
,
Chemistry and Pharmacology
,
Computer Science
,
Medicine
,
Natural Sciences in General
,
Physics
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