OLIGOSACCHARIDE-PEPTIDE INTERACTION - BINDING OF MALTODEXTRIN TO TRP-TRP VIA SUGAR-BISINDOLE INTERCALATION

被引：31

作者：

OTSUKI, J ^{[1
]}

KOBAYASHI, K ^{[1
]}

TOI, H ^{[1
]}

AOYAMA, Y ^{[1
]}

机构：

[1] NAGAOKA UNIV TECHNOL,DEPT CHEM,NAGAOKA,NIIGATA 94021,JAPAN

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 12期

关键词：

HOST-GUEST COMPLEXATION; OLIGOSACCHARIDE; DIPEPTIDE; TRP-TRP; INTERCALATION;

D O I：

10.1016/S0040-4039(00)91970-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

L-Tryptophanyl-L-tryptophan (Trp-Trp) and maltotriose (1) form a 1:1 complex in water (K = 8 +/- 1 M-1 at 25-degrees-C). The complexation plausibly involves intercalation of the oligosaccharide into the bisindole moiety of the dipeptide, thus rendering intramolecular energy transfer in the latter and hence self-quenching of the fluorescence thereof less efficient. Multiple cH-pi interaction thus provides a potential binding strategy for oligosaccharides in water.

引用

页码：1945 / 1948

页数：4

共 18 条

[1] HOST-GUEST COMPLEXATION OF OLIGOSACCHARIDES - INTERACTION OF MALTODEXTRINS WITH HYDROPHOBIC FLUORESCENCE PROBES IN WATER [J].

AOYAMA, Y ;

OTSUKI, J ;

NAGAI, Y ;

KOBAYASHI, K ;

TOI, H .

TETRAHEDRON LETTERS, 1992, 33 (26) :3775-3778

[2] ANTIBODY COMBINING SITES AND OLIGOSACCHARIDE DETERMINANTS STUDIED BY COMPETITIVE-BINDING, SEQUENCING AND X-RAY CRYSTALLOGRAPHY [J].

BUNDLE, DR .

PURE AND APPLIED CHEMISTRY, 1989, 61 (07) :1171-1180

[3] SYNTHESIS OF A DECAPEPTIDE WITH GLYCOSIDASE ACTIVITY [J].

CHAKRAVARTY, PK ;

MATHUR, KB ;

DHAR, MM .

EXPERIENTIA, 1973, 29 (07) :786-788

[4] MECHANISM OF LYSOZYME ACTION [J].

CHIPMAN, DM ;

SHARON, N .

SCIENCE, 1969, 165 (3892) :454-&

[5] FLUORESCENCE STUDIES WITH TYROSYL PEPTIDES [J].

EDELHOCH, H ;

PERLMAN, RL ;

WILCHEK, M .

BIOCHEMISTRY, 1968, 7 (11) :3893-&

[6]

EGGENS I, 1989, J BIOL CHEM, V264, P9476

[7]

KOJIMA N, 1989, J BIOL CHEM, V264, P20159

[8] THE ORIGIN OF THE SPECIFICITY IN THE RECOGNITION OF OLIGOSACCHARIDES BY PROTEINS [J].

LEMIEUX, RU .

CHEMICAL SOCIETY REVIEWS, 1989, 18 (03) :347-374

[9] CONFORMATIONAL DEPENDENCE OF FLUORESCENCE POLARIZATION SPECTRA OF L-TRYPTOPHAN CONTAINING COPOLYPEPTIDES [J].

LYNN, J ;

FASMAN, GD .

BIOPOLYMERS, 1968, 6 (01) :159-&

[10]

MATHUR KB, 1971, INDIAN J BIOCHEM BIO, V8, P90

← 1 2 →