DESIGN AND SYNTHESIS OF ARTIFICIAL SIDEROPHORES - LYSINE-BASED TRISCATECHOLATE LIGANDS AS A MODEL FOR ENTEROBACTIN

被引：11

作者：

AKIYAMA, M

IKEDA, T

机构：

来源：

CHEMISTRY LETTERS | 1995年 / 09期

关键词：

D O I：

10.1246/cl.1995.849

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An enantiomeric pair of triscatecholate ligands have been prepared as a model for siderophore enterobactin, using protected derivatives of L- or D-lysine, 1,2-diaminoethane and 2,3-dihydroxybenzoic acid. The ligands have greater chemical stability and higher water solubility than enterobactin, and form chiral complexes with iron(III), as enterobactin does.

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页码：849 / 850

页数：2

相关论文

共 16 条

[1] HYDROXAMATKOMPLEXE .3. EISEN(III)-AUSTAUSCH ZWISCHEN SIDERAMINEN UND KOMPLEXONEN - DISKUSSION DER BILDUNGSKONSTANTEN DER HYDROXAMATKOMPLEXE [J].

ANDEREGG, G ;

LEPLATTE.F ;

SCHWARZENBACH, G .

HELVETICA CHIMICA ACTA, 1963, 46 (04) :1409-&

[2]

COREY EJ, 1977, TETRAHEDRON LETT, P3923

[3] SIDEROPHORE MEDIATED ABSORPTION OF IRON [J].

HIDER, RC .

STRUCTURE AND BONDING, 1984, 58 :25-87

[4] ABSOLUTE-CONFIGURATIONS OF IRON(III) COMPLEXES OF AN ENTEROBACTIN MODEL, A HEXAPUS CYCLOPHANE WITH CATECHOL SEGMENTS [J].

HISAEDA, Y ;

IHARA, T ;

OHNO, T ;

MURAKAMI, Y .

CHEMISTRY LETTERS, 1991, (12) :2139-2142

[5] COORDINATION ISOMERS OF BIOLOGICAL IRON TRANSPORT COMPOUNDS .5. PREPARATION AND CHIRALITY OF CHROMIUM(III) ENTEROBACTIN COMPLEX AND MODEL TRIS(CATECHOL)CHROMIUM(III) ANALOGS [J].

ISIED, SS ;

KUO, G ;

RAYMOND, KN .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (07) :1763-1767

[6]

MARTEL A, 1981, DEV IRON CHELATORS C

[7] METHODOLOGY OF SIDEROPHORES [J].

NEILANDS, JB .

STRUCTURE AND BONDING, 1984, 58 :1-24

[8] MICROBIAL IRON COMPOUNDS [J].

NEILANDS, JB .

ANNUAL REVIEW OF BIOCHEMISTRY, 1981, 50 :715-731

[9] STRUCTURE OF ENTEROCHELIN AND RELATED 2,3-DIHYDROXYN-BENZOYLSERINE CONJUGATES FROM ESCHERICHIA-COLI [J].

OBRIEN, IG ;

GIBSON, F .

BIOCHIMICA ET BIOPHYSICA ACTA, 1970, 215 (02) :393-&

[10] ENTEROBACTIN, AN IRON TRANSPORT COMPOUND FROM SALMONELLA-TYPHIMURIUM [J].

POLLACK, JR ;

NEILANDS, JB .

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1970, 38 (05) :989-&