Discrete Assembly of Synthetic Peptide–DNA Triplex Structures from Polyvalent Melamine–Thymine Bifacial Recognition | Zendy

Yingying Zeng | Zendy; Yaowalak Pratumyot | Zendy; Xijun Piao | Zendy; Dennis Bong | Zendy

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Discrete Assembly of Synthetic Peptide–DNA Triplex Structures from Polyvalent Melamine–Thymine Bifacial Recognition

Author(s) -

Yingying Zeng,

Yaowalak Pratumyot,

Xijun Piao,

Dennis Bong

Publication year - 2011

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/ja2099326

Subject(s) - chemistry , thymine , peptide , residue (chemistry) , dna , nucleobase , melamine , peptide nucleic acid , combinatorial chemistry , stereochemistry , molecular recognition , biochemistry , molecule , organic chemistry

We have designed a 21-residue α-peptide that simultaneously recognizes two decadeoxyoligothymidine (dT(10)) tracts to form triplexes with a peptide-DNA strand ratio of 1:2. The synthetic peptide side chain displays 10 melamine rings, which provide a bifacial thymine-recognition interface along the length of the 21-residue peptide. Recognition is selective for thymine over other nucleobases and drives the formation of ternary peptide·[dT(10)](2) complexes as well as heterodimeric peptide·[dT(10)C(10)T(10)] hairpin structures with triplex stems.

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