☆ 4.6 Article

NMR based structure-activity relationship analysis of an antimicrobial peptide, thanatin, engineered by site-specific chemical modification: Activity improvement and spectrum alteration

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS (2008)

期刊

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS

卷 369, 期 2, 页码 609-615

出版社

ACADEMIC PRESS INC ELSEVIER SCIENCE

DOI: 10.1016/j.bbrc.2008.02.057

关键词

antimicrobial peptide; thanatin; disulfide bridge; site-specific chemical modification; activity spectrum; NMR solution structure

类别

Biochemistry & Molecular Biology Biophysics

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摘要

Activity improvement of an antimicrobial peptide, thanatin, has been achieved up to 4-fold higher than natural original one by site-specific chemical modifications with tert-butyl group at two cysteine residues which form an intramoleular disulfide bridge. The chemically modified thanatin (C11tBu/C18tBu) exhibited improved antimicrobial activity toward Gram-positive bacteria, Micrococcus luteus, whereas lowered activity toward Gram-negative bacteria, Escherichia coli. This finding suggests that disulfide-bridge formation is not only indispensable for exhibition of antimicrobial activity of thanatin but also closely related to the activity specificity towards bacteria. NMR analysis indicates that thanatin acts against Ecoli stereospecifically by taking advantage of its C-terminal beta-hairpin structure, while the activity against M. luteus does not relate to structures and correlates very well to side-chain hydrophobicity. (c) 2008 Elsevier Inc. All rights reserved.

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