Water-soluble zinc porphyrins as receptors for amino carboxylates

被引：29

作者：

Imai, H ^{[1
]}

Misawa, K ^{[1
]}

Munakata, H ^{[1
]}

Uemori, Y ^{[1
]}

机构：

[1] Hokuriku Univ, Fac Pharmaceut Sci, Kanazawa, Ishikawa 9201181, Japan

来源：

CHEMISTRY LETTERS | 2001年 / 07期

关键词：

D O I：

10.1246/cl.2001.688

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Water-soluble zinc porphyrins bearing an ammonium group and a phenyl or tertiary butyl group above each porphyrin plane were designed and synthesized. Binding data for amino carboxylates in aqueous solution suggested that these porphyrins recognize the carboxylates on the basis of coordinative, Coulomb, and hydrophobic interactions and that a chiral recognition phenomenon for glycyl-tryptophan anion is derived from the cooperation of these interactions.

引用

页码：688 / 689

页数：2

共 12 条

[1] OXYGEN BINDING TO COBALT PORPHYRINS [J].

COLLMAN, JP ;

BRAUMAN, JI ;

DOXSEE, KM ;

HALBERT, TR ;

HAYES, SE ;

SUSLICK, KS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (09) :2761-2766

[2]

Hossain MAS, 1999, CHEM-EUR J, V5, P1284, DOI 10.1002/(SICI)1521-3765(19990401)5:4<1284::AID-CHEM1284>3.3.CO

[3]

2-Y

[4] Synthesis and axial-ligand binding of zinc complexes of amphiphilic porphyrins containing a hydrophobic binding pocket [J].

Imai, H ;

Munakata, H ;

Takahashi, A ;

Nakagawa, S ;

Uemori, Y .

CHEMISTRY LETTERS, 1997, (08) :819-820

[5] Amine binding to water-soluble zinc porphyrins bearing a hydrophobic binding pocket [J].

Imai, H ;

Munakata, H ;

Takahashi, A ;

Nakagawa, S ;

Ihara, Y ;

Uemori, Y .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1999, (11) :2565-2568

[6] A NOVEL ANION-BINDING CHIRAL RECEPTOR-BASED ON A METALLOPORPHYRIN WITH MOLECULAR ASYMMETRY - HIGHLY ENANTIOSELECTIVE RECOGNITION OF AMINO-ACID DERIVATIVES [J].

KONISHI, K ;

YAHARA, K ;

TOSHISHIGE, H ;

AIDA, T ;

INOUE, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (04) :1337-1344

[7] CHIRAL AMINO-ACID RECOGNITION BY A PORPHYRIN-BASED ARTIFICIAL RECEPTOR [J].

KURODA, Y ;

KATO, Y ;

HIGASHIOJI, T ;

HASEGAWA, J ;

KAWANAMI, S ;

TAKAHASHI, M ;

SHIRAISHI, N ;

TANABE, K ;

OGOSHI, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (44) :10950-10958

[8] INTERACTIONS OF WATER-SOLUBLE ZINC PORPHYRIN WITH AMINO-ACIDS [J].

MIKROS, E ;

GAUDEMER, A ;

PASTERNACK, R .

INORGANICA CHIMICA ACTA-BIOINORGANIC CHEMISTRY, 1988, 153 (04) :199-200

[9] DESIGN AND SYNTHESIS OF A TRIFUNCTIONAL CHIRAL PORPHYRIN WITH C-2 SYMMETRY AS A CHIRAL RECOGNITION HOST FOR AMINO-ACID ESTERS [J].

MIZUTANI, T ;

EMA, T ;

TOMITA, T ;

KURODA, Y ;

OGOSHI, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (10) :4240-4250

[10] Porphyrin receptors for amines, amino acids, and oligopeptides in water [J].

Mizutani, T ;

Wada, K ;

Kitagawa, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (49) :11425-11431

← 1 2 →