Petrobactin        biosynthesis: AsbB catalyzes condensation of spermidine with N8-citryl-spermidine and its N1-(3,4-dihydroxybenzoyl) derivative

Daniel Oves-Costales; Nadia Kadi; Mark J. Fogg; Lijiang Song; Keith S. Wilson; Gregory L. Challis

doi:10.1039/B809353A

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Petrobactinbiosynthesis: AsbB catalyzes condensation of spermidine with N⁸-citryl-spermidine and its N¹-(3,4-dihydroxybenzoyl) derivative†

Daniel Oves-Costales,^a Nadia Kadi,^a Mark J. Fogg,^b Lijiang Song,^a Keith S. Wilson^b and Gregory L. Challis*^a

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* Corresponding authors

^a Department of Chemistry, University of Warwick, Coventry, UK
E-mail: g.l.challis@warwick.ac.uk
Fax: +44 (0)24 7652 4112
Tel: +44 (0)24 7657 4024

^b Department of Chemistry, University of York, Heslington, York, UK

Abstract

The AsbB enzyme, which is involved in the biosynthesis of the virulence-conferring siderophorepetrobactin in Bacillus anthracis, is shown to catalyze efficient ATP-dependent condensation of spermidine, but not N¹-(3,4-dihydroxbenzoyl)-spermidine, with N⁸-citryl-spermidine or N¹-(3,4-dihydroxbenzoyl)-N⁸-citryl-spermidine, suggesting that N¹-(3,4-dihydroxbenzoyl)-spermidine is very unlikely to be a significant intermediate in petrobactinbiosynthesis, contrary to previous suggestions.

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Supplementary files

Experimental procedures, SDS-PAGE analysis of His₆-AsbB expression and purification, spectroscopic andkinetic data. PDF (1616K)

Article information

DOI: https://doi.org/10.1039/B809353A
Article type: Communication
Submitted: 03 Jun 2008
Accepted: 23 Jul 2008
First published: 31 Jul 2008

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Chem. Commun., 2008, 4034-4036

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Petrobactin biosynthesis: AsbB catalyzes condensation of spermidine with N⁸-citryl-spermidine and its N¹-(3,4-dihydroxybenzoyl) derivative

D. Oves-Costales, N. Kadi, M. J. Fogg, L. Song, K. S. Wilson and G. L. Challis, Chem. Commun., 2008, 4034 DOI: 10.1039/B809353A

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