Molecular recognition of alpha,omega-diamines by metalloporphyrin dimer

被引：64

作者：

Hayashi, T

Nonoguchi, M

Aya, T

Ogoshi, H

机构：

[1] Dept. of Synth. Chem./Biol. Chem., Faculty of Engineering, Kyoto University

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 09期

关键词：

CIRCULAR-DICHROISM; BINDING; PORPHYRINS;

D O I：

10.1016/S0040-4039(97)00123-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Porphyrin dimer linked with chiral binaphthyl derivative was prepared as a ditopic coreceptor for a series of diamines. Its zinc complex shows the good affinity for alpha,omega-diamines H2N(CH2)(n)NH2 (n = 6, 8, 10, 12; K-a = 10(5) - 10(6) M(-1) in CH2Cl2 at 15 degrees C). These complexes gave the significant bisignate CD spectra due to the exciton coupling between two zinc porphyrins and its intensity depends on the length of diamine. The CD spectrum in the complex reflects angle and flexibility of the chiral twist between two zinc porphyrin units. (C) 1997 Elsevier Science Ltd.

引用

收藏

页码：1603 / 1606

页数：4

相关论文

共 13 条

[1] THERMODYNAMICS OF INDUCED-FIT BINDING INSIDE POLYMACROCYCLIC PORPHYRIN HOSTS [J].

ANDERSON, HL ;

HUNTER, CA ;

MEAH, MN ;

SANDERS, JKM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (15) :5780-5789

[2] ENANTIOSELECTIVE RECOGNITION OF HISTIDINE AND LYSINE ESTERS BY PORPHYRIN CHIRAL CLEFTS AND DETECTION OF AMINO-ACID CONFORMATIONS IN THE BOUND-STATE [J].

CROSSLEY, MJ ;

MACKAY, LG ;

TRY, AC .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (18) :1925-1927

[3] PORPHYRIN ANALOGS OF TROGERS BASE - LARGE CHIRAL CAVITIES WITH A BIMETALLIC BINDING-SITE [J].

CROSSLEY, MJ ;

HAMBLEY, TW ;

MACKAY, LG ;

TRY, AC ;

WALTON, R .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (10) :1077-1079

[4] FACE TO FACE PORPHYRINS AS SYNTHETIC HOST MOLECULES [J].

DANKS, IP ;

LANE, TG ;

SUTHERLAND, IO ;

YAP, M .

TETRAHEDRON, 1992, 48 (36) :7679-7688

[5] SYNTHESIS AND CD SPECTRUM OF CHIRAL PORPHYRIN DIMER [J].

EMA, T ;

NEMUGAKI, S ;

TSUBOI, S ;

UTAKA, M .

TETRAHEDRON LETTERS, 1995, 36 (33) :5905-5908

[6] DABCO METALLOPORPHYRIN BINDING - TERNARY COMPLEXES, HOST GUEST CHEMISTRY, AND THE MEASUREMENT OF PI-PI-INTERACTIONS [J].

HUNTER, CA ;

MEAH, MN ;

SANDERS, JKM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (15) :5773-5780

[7] PORPHYRINS - POWERFUL CHROMOPHORES FOR STRUCTURAL STUDIES BY EXCITON-COUPLED CIRCULAR-DICHROISM [J].

MATILE, S ;

BEROVA, N ;

NAKANISHI, K ;

NOVKOVA, S ;

PHILIPOVA, I ;

BLAGOEV, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (26) :7021-7022

[8] Chiral assembly of porphyrins regulated by amphiphilic alpha-helix peptides [J].

Mihara, H ;

Haruta, Y ;

Sakamoto, S ;

Nishino, N ;

Aoyagi, H .

CHEMISTRY LETTERS, 1996, (01) :1-2

[9] MECHANISM OF INDUCED CIRCULAR-DICHROISM OF AMINO-ACID ESTER-PORPHYRIN SUPRAMOLECULAR SYSTEMS - IMPLICATIONS TO THE ORIGIN OF THE CIRCULAR-DICHROISM OF HEMOPROTEIN [J].

MIZUTANI, T ;

EMA, T ;

YOSHIDA, T ;

RENNE, T ;

OGOSHI, H .

INORGANIC CHEMISTRY, 1994, 33 (16) :3558-3566

[10]

Nakanishi K., 1983, CIRCULAR DICHROIC SP