Sequence recognition and self-sorting of a dipeptide by cucurbit[6]uril and cucurbit[7]uril

被引：94

作者：

Rekharsky, Mikhail V. ^{[3
]}

Yamamura, Hatsuo ^{[4
]}

Ko, Young Ho ^{[1
,2
]}

Selvapalam, N. ^{[1
,2
]}

Kim, Kimoon ^{[1
,2
]}

Inoue, Yoshihisa ^{[3
,5
]}

机构：

[1] Pohang Univ Sci & Technol, Natl Creat Res Initiat Ctr Smart Supramol, Pohang 790784, South Korea

[2] Pohang Univ Sci & Technol, Dept Chem, Pohang 790784, South Korea

[3] JST, ICORP, Entropy Control Project, Suita, Osaka 5650871, Japan

[4] Nagoya Inst Technol, Grad Sch Technol, Showa Ku, Nagoya, Aichi 4668555, Japan

[5] Osaka Univ, Dept Appl Chem, Suita, Osaka 5650871, Japan

来源：

CHEMICAL COMMUNICATIONS | 2008年 / 19期

关键词：

D O I：

10.1039/b719902c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cucurbit[7]uril forms very strong complex with zwitterionic dipeptide Phe-Gly with affinity exceeding 10(7) M-1 and effectively recognizes peptide sequence of Phe-Gly over Gly-Phe as well as Tyr-Gly over Gly-Tyr and Trp-Gly over Gly-Trp with relative affinities of 23 000, 18 000 and 2000, respectively.

引用

页码：2236 / 2238

页数：3

共 29 条

[1] Complexation behavior of cucurbit[6]uril with short polypeptides [J].

Buschmann, HJ ;

Mutihac, L ;

Mutihac, RC ;

Schollmeyer, E .

THERMOCHIMICA ACTA, 2005, 430 (1-2) :79-82

[2] Charge-mediated recognition of N-terminal tryptophan in aqueous solution by a synthetic host [J].

Bush, ME ;

Bouley, ND ;

Urbach, AR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (41) :14511-14517

[3] Sequence-specific recognition and cooperative dimerization of N-terminal aromatic peptides in aqueous solution by a synthetic host [J].

Heitmann, Lisa M. ;

Taylor, Alexander B. ;

Hart, P. John ;

Urbach, Adam R. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (38) :12574-12581

[4] Complexation of ferrocene derivatives by the cucurbit[7]uril host: A comparative study of the cucurbituril and cyclodextrin host families [J].

Jeon, WS ;

Moon, K ;

Park, SH ;

Chun, H ;

Ko, YH ;

Lee, JY ;

Lee, ES ;

Samal, S ;

Selvapalam, N ;

Rekharsky, MV ;

Sindelar, V ;

Sobransingh, D ;

Inoue, Y ;

Kaifer, AE ;

Kim, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (37) :12984-12989

[5] Control of the stoichiometry in host-guest complexation by redox chemistry of guests: Inclusion of methylviologen in cucurbit[8]uril [J].

Jeon, WS ;

Kim, HJ ;

Lee, C ;

Kim, K .

CHEMICAL COMMUNICATIONS, 2002, (17) :1828-1829

[6] New cucurbituril homologues:: Syntheses, isolation, characterization, and X-ray crystal structures of cucurbit[n]uril (n=5, 7, and 8) [J].

Kim, J ;

Jung, IS ;

Kim, SY ;

Lee, E ;

Kang, JK ;

Sakamoto, S ;

Yamaguchi, K ;

Kim, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (03) :540-541

[7] Macromolecular helicity inversion of an optically active helical poly(phenylacetylene) by chemical modification of the side groups [J].

Kobayashi, Shinzo ;

Morino, Kazuhide ;

Yashima, Eiji .

CHEMICAL COMMUNICATIONS, 2007, (23) :2351-2353

[8] The cucurbit[n]uril family [J].

Lagona, J ;

Mukhopadhyay, P ;

Chakrabarti, S ;

Isaacs, L .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (31) :4844-4870

[9] Cucurbituril homologues and derivatives: New opportunities in supramolecular chemistry [J].

Lee, JW ;

Samal, S ;

Selvapalam, N ;

Kim, HJ ;

Kim, K .

ACCOUNTS OF CHEMICAL RESEARCH, 2003, 36 (08) :621-630

[10] A new cucurbit[8]uril-based fluorescent receptor for indole derivatives [J].

Ling, Yonghua ;

Wang, Wei ;

Kaifer, Angel E. .

CHEMICAL COMMUNICATIONS, 2007, (06) :610-612

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