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Applied and Environmental Microbiology, October 2006, p. 6644-6652, Vol. 72, No. 10
0099-2240/06/$08.00+0     doi:10.1128/AEM.01266-06
Copyright © 2006, American Society for Microbiology. All Rights Reserved.

Combinatorial Biosynthesis of Antitumor Deoxysugar Pathways in Streptomyces griseus: Reconstitution of "Unnatural Natural Gene Clusters" for the Biosynthesis of Four 2,6-D-Dideoxyhexoses{dagger}

María Pérez,1 Felipe Lombó,1 Irfan Baig,2 Alfredo F. Braña,1 Jürgen Rohr,2* José A. Salas,1 and Carmen Méndez1*

Departamento de Biología Funcional e Instituto Universitario de Oncología del Principado de Asturias (I.U.O.P.A), Universidad de Oviedo, Oviedo, Spain,1 Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, Kentucky2

Received 2 June 2006/ Accepted 27 July 2006

Combinatorial biosynthesis was applied to Streptomyces deoxysugar biosynthesis genes in order to reconstitute "unnatural natural gene clusters" for the biosynthesis of four D-deoxysugars (D-olivose, D-oliose, D-digitoxose, and D-boivinose). Expression of these gene clusters in Streptomyces albus 16F4 was used to prove the functionality of the designed clusters through the generation of glycosylated tetracenomycins. Three glycosylated tetracenomycins were generated and characterized, two of which (D-digitoxosyl-tetracenomycin C and D-boivinosyl-tetracenocmycin C) were novel compounds. The constructed gene clusters may be used to increase the capabilities of microorganisms to synthesize new deoxysugars and therefore to produce new glycosylated bioactive compounds.

* Corresponding author. Mailing address for C. Méndez (for molecular biology communications): Departamento de Biología Funcional, Área de Microbiología, Facultad de Medicina, Universidad de Oviedo, c/Julián Clavería s/n, 33006 Oviedo, Spain. Phone: 34 985 103558. Fax: 34 985 103652. E-mail: cmendezf{at}uniovi.es. Mailing address for J. Rohr (for chemical communications): Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, 725 Rose Street, Lexington, Kentucky 40536-0082. Phone: (859) 323-5031. Fax: (859) 257-7564. E-mail: jrohr2{at}email.uky.edu.

{dagger} Supplemental material for this article may be found at http://aem.asm.org/.

Applied and Environmental Microbiology, October 2006, p. 6644-6652, Vol. 72, No. 10
0099-2240/06/$08.00+0     doi:10.1128/AEM.01266-06
Copyright © 2006, American Society for Microbiology. All Rights Reserved.





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Copyright © 2006 by the American Society for Microbiology. All rights reserved.