Evidence from circular dichroism and from melting behavior for helix-inducing complexation of a designed β3-pentadecapeptide with DNA duplexes

被引：9

作者：

Kimmerlin, T ^{[1
]}

Namoto, K ^{[1
]}

Seebach, D ^{[1
]}

机构：

[1] ETH Honggerberg, Organ Chem Lab, CH-8093 Zurich, Switzerland

来源：

HELVETICA CHIMICA ACTA | 2003年 / 86卷 / 06期

关键词：

D O I：

10.1002/hlca.200390167

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Inspired by naturally occurring DNA-binding proteins and their artificial alpha-peptidic mimics reported to date, a research project was initiated aiming at creating a new class of beta-peptides capable of binding to and ultimately regulating the functions of DNA. As an initial foray, a beta(3)-pentadecapeptide 1, which bears H-bonding Asn side chains and positively charged Lys side chains, was designed and synthesized on the solid support. DNA-Complexation studies by means of circular dichroism and DNA-melting-temperature measurements revealed the first preliminary indications that support the existence of ordered interactions between beta-peptides and DNA.

引用

页码：2104 / 2109

页数：6

共 23 条

[11]

2-E

[12] MOLMOL: A program for display and analysis of macromolecular structures [J].

Koradi, R ;

Billeter, M ;

Wuthrich, K .

JOURNAL OF MOLECULAR GRAPHICS, 1996, 14 (01) :51-&

[13] De novo design, synthesis, and characterization of antimicrobial β-peptides [J].

Liu, DH ;

DeGrado, WF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (31) :7553-7559

[14] THE STRUCTURE OF AN OLIGO(DA).OLIGO(DT) TRACT AND ITS BIOLOGICAL IMPLICATIONS [J].

NELSON, HCM ;

FINCH, JT ;

LUISI, BF ;

KLUG, A .

NATURE, 1987, 330 (6145) :221-226

[15] Eukaryotic transcription factor-DNA complexes [J].

Patikoglou, G ;

Burley, SK .

ANNUAL REVIEW OF BIOPHYSICS AND BIOMOLECULAR STRUCTURE, 1997, 26 :289-325

[16] Arginine-rich molecular transporters for drug delivery: Role of backbone spacing in cellular uptake [J].

Rothbard, JB ;

Kreider, E ;

Vandeusen, CL ;

Wright, L ;

Wylie, BL ;

Wender, PA .

JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (17) :3612-3618

[17]

Rueping M, 2002, CHEMBIOCHEM, V3, P257, DOI 10.1002/1439-7633(20020301)3:2/3<257::AID-CBIC257>3.0.CO

[18]

2-S

[19] beta-peptides: Synthesis by Arndt-Eistert homologation with concomitant peptide coupling. Structure determination by NMR and CD spectroscopy and by X-ray crystallography. Helical secondary structure of a beta-hexapeptide in solution and its stability towards pepsin [J].

Seebach, D ;

Overhand, M ;

Kuhnle, FNM ;

Martinoni, B ;

Oberer, L ;

Hommel, U ;

Widmer, H .

HELVETICA CHIMICA ACTA, 1996, 79 (04) :913-941

[20] Probing the helical secondary structure of short-chain beta-peptides [J].

Seebach, D ;

Ciceri, PE ;

Overhand, M ;

Jaun, B ;

Rigo, D ;

Oberer, L ;

Hommel, U ;

Amstutz, R ;

Widmer, H .

HELVETICA CHIMICA ACTA, 1996, 79 (08) :2043-2066

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