The first oligopeptide derivative of 1′-aminoferrocene-1-carboxylic acid shows helical chirality with antiparallel strands

被引：105

作者：

Barisic, L

Dropucic, M

Rapic, V

Pritzkow, H

Kirin, SI

Metzler-Nolte, N

机构：

[1] Univ Zagreb, Fac Food Technol & Biotechnol, HR-10000 Zagreb, Croatia

[2] Heidelberg Univ, Inst Anorgan Chem, D-69120 Heidelberg, Germany

[3] Heidelberg Univ, Inst Pharm & Mol Biotechnol, D-69120 Heidelberg, Germany

来源：

CHEMICAL COMMUNICATIONS | 2004年 / 17期

关键词：

D O I：

10.1039/b407771g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The unnatural organometallic amino acid 1'-aminoferrocene-1-carboxylic acid (Fca) induces a turn structure in a tetrapeptide with anti-parallel strands which is stabilized by two intramolecular hydrogen bonds in the solid state and in solution.

引用

页码：2004 / 2005

页数：2

共 25 条

[1] Ferrocene compounds Part XXXIII.: Synthesis and characterization of amino acids containing skeletal 1,1′-ferrocenylene unit [J].

Barisic, L ;

Rapic, V ;

Pritzkow, H ;

Pavlovic, G ;

Nemet, I .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 682 (1-2) :131-142

[2]

Barisic L, 2002, CROAT CHEM ACTA, V75, P199

[3] The synthesis and characterisation of heterosubstituted aminoferrocenes [J].

Butler, IR ;

Quayle, SC .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1998, 552 (1-2) :63-68

[4] SYNTHESIS OF 1,1'-BIS(2-AMINO-2-CARBOXYETHYL)FERROCENE (1,1'-FERROCENYLBIS(ALANINE)) [J].

CARLSTROM, AS ;

FREJD, T .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (13) :4175-4180

[5] CONFORMATION-DIRECTING EFFECTS OF A SINGLE INTRAMOLECULAR AMIDE-AMIDE HYDROGEN-BOND - VARIABLE-TEMPERATURE NMR AND IR STUDIES ON A HOMOLOGOUS DIAMIDE SERIES [J].

GELLMAN, SH ;

DADO, GP ;

LIANG, GB ;

ADAMS, BR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (04) :1164-1173

[6] Main chain ferrocenyl amides from 1-aminoferrocene-1′-carboxylic acid [J].

Heinze, K ;

Schlenker, M .

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2004, (14) :2974-2988

[7] Ordered conformations in bis(amino acid) derivatives of 1,1'-ferrocenedicarboxylic acid [J].

Herrick, RS ;

Jarret, RM ;

Curran, TP ;

Dragoli, DR ;

Flaherty, MB ;

Lindyberg, SE ;

Slate, RA ;

Thornton, LC .

TETRAHEDRON LETTERS, 1996, 37 (30) :5289-5292

[8]

HOLZEMANN G, 1991, KONTAKTE DARMSTADT, V2, P55

[9]

HOLZEMANN G, 1991, KONTAKTE DARMSTADT, V1, P3

[10] Circular dichroism spectra of planar chiral 2-substituted ferrocenecarboxaldehydes and 2-ferrocenyl-1,1-dicyanoethylenes [J].

Janowska, I ;

Zakrzewski, J .

TETRAHEDRON-ASYMMETRY, 2003, 14 (21) :3271-3273

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