Tren-based analogues of bacillibactin: structure and stability.

Tren-based analogues of bacillibactin: structure and stability. Research Abstract Details 

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Tren-based analogues of bacillibactin: structure and stability. Abstract Text:

Emily A Dertz,Jide Xu,Kenneth N Raymond,

Synthetic analogues were designed to highlight the effect of the glycine moiety of bacillibactin on the overall stability of the ferric complex as compared to synthetic analogues of enterobactin. Insertion of a variety of amino acids to catecholamide analogues based on a Tren (tris(2-aminoethyl)amine) backbone increased the overall acidity of the ligands, causing an enhancement of the stability of the resulting ferric complex as compared to TRENCAM. Solution thermodynamic behavior of these siderophores and their synthetic analogues was investigated through potentiometric and spectrophotometric titrations. X-ray crystallography, circular dichroism, and molecular modeling were used to determine the chirality and geometry of the ferric complexes of bacillibactin and its analogues. In contrast to the Tren scaffold, addition of a glycine to the catechol chelating arms causes an inversion of the trilactone backbone, resulting in opposite chiralities of the two siderophores and a destabilization of the ferric complex of bacillibactin compared to ferric enterobactin.

Tren-based analogues of bacillibactin: structure and stability. Publishing Authors By Initials

EA Dertz,J Xu,KN Raymond,

For similar natural sciences: physics: thermodynamics research abstracts see: natural sciences: physics: thermodynamics research

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Tren-based analogues of bacillibactin: structure and stability. Journal Published:

PUBLICATION TYPE: Research Support, N.I.H., Extr

Journal: Inorganic chemistry

VOLUME: 45

Page Numbers: 5465-78

Journal Abbreviation:

ISSN: 0020-1669

DAY: 10

MONTH: Jul

YEAR: 2006

Tren-based analogues of bacillibactin: structure and stability. Information

Number of References:

LANGUAGE: eng

NlmUniqueID: 366543

Tren-based analogues of bacillibactin: structure and stability. Keywords Mesh Terms:

KEYWORDS: Thermodynamics

MESH TERMS: chemistry

Chemical & Substance for Abstract: Tren-based analogues of bacillibactin: structure and stability. Information

Substance Name: Glycine

Registry Number: 56-40-6

Grant and Affiliation Information for Tren-based analogues of bacillibactin: structure and stability.

AFFILIATION: Department of Chemistry, University of California, Berkeley, California 94720-1460, USA.

Country: United States

AGENCY: United States NIAID

GRANT: AI 11744

ACRONYM: AI

MEDLINETA: Inorg Chem

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