Reversible photoregulation of helical structures in short peptides under indoor lighting/dark conditions

被引：46

作者：

Fujimoto, K ^{[1
]}

Amano, M ^{[1
]}

Horibe, Y ^{[1
]}

Inouye, M ^{[1
]}

机构：

[1] Toyama Univ, Fac Pharmaceut Sci, Toyama 9300194, Japan

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 02期

关键词：

D O I：

10.1021/ol0526524

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A photochromic cross-linking agent with a spiropyran skeleton was developed for the reversible photoregulation of helical structures in short peptides. The helical contents of the cross-linked peptides could be regulated by ambient light and dark conditions at room temperature. This switching of the helical contents could be repeated several times without substantial loss of any activity.

引用

页码：285 / 287

页数：3

共 22 条

[1]

BERTLSON RC, 1909, ORGANIC PHOTOCHROMIE, V1, P11

[2] Effects of As(III) binding on α-helical structure [J].

Cline, DJ ;

Thorpe, C ;

Schneider, JP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (10) :2923-2929

[3] Using an azobenzene cross-linker to either increase or decrease peptide helix content upon trans-to-cis photoisomerization [J].

Flint, DG ;

Kumita, JR ;

Smart, OS ;

Woolley, GA .

CHEMISTRY & BIOLOGY, 2002, 9 (03) :391-397

[4] Effective stabilisation of α-helical structures in short peptides with acetylenic cross-linking agents [J].

Fujimoto, K ;

Oimoto, N ;

Katsuno, K ;

Inouye, M .

CHEMICAL COMMUNICATIONS, 2004, (11) :1280-1281

[5] Control of peptide structure and recognition by Fe(III)-induced helix destabilization [J].

Futaki, S ;

Kiwada, T ;

Sugiura, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (48) :15762-15769

[6] CONFORMATIONAL ASPECTS OF POLYPEPTIDE STRUCTURE .19. AZOAROMATIC SIDE-CHAIN EFFECTS [J].

GOODMAN, M ;

KOSSOY, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (21) :5010-&

[7]

GUGLIELMETTI R, 1990, PHOTOCHROMISM MOL SY, pCH8

[8] Light-induced helix formation [J].

Huang, CY ;

He, S ;

DeGrado, WF ;

McCafferty, DG ;

Gai, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (43) :12674-12675

[9] Artificial-signaling receptors for biologically important chemical species [J].

Inouye, M .

COORDINATION CHEMISTRY REVIEWS, 1996, 148 :265-283

[10]

Inouye M, 1999, T APPL CHEM, P393

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