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Antimicrobial Agents and Chemotherapy, May 2000, p. 1266-1275, Vol. 44, No. 5
0066-4804/00/$04.00+0
Copyright © 2000, American Society for Microbiology. All rights reserved.

Identification and Expression of Genes Involved in Biosynthesis of L-Oleandrose and Its Intermediate L-Olivose in the Oleandomycin Producer Streptomyces antibioticus

Ignacio Aguirrezabalaga, Carlos Olano, Nerea Allende, Leticia Rodriguez, Alfredo F. Braña, Carmen Méndez, and José A. Salas*

Departamento de Biología Funcional e Instituto Universitario de Oncología de Asturias (IUOPA), Universidad de Oviedo, 33006 Oviedo, Spain

Received 20 September 1999/Returned for modification 26 January 2000/Accepted 14 February 2000

A 9.8-kb DNA region from the oleandomycin gene cluster in Streptomyces antibioticus was cloned. Sequence analysis revealed the presence of 8 open reading frames encoding different enzyme activities involved in the biosynthesis of one of the two 2,6-deoxysugars attached to the oleandomycin aglycone: L-oleandrose (the oleW, oleV, oleL, and oleU genes) and D-desosamine (the oleNI and oleT genes), or of both (the oleS and oleE genes). A Streptomyces albus strain harboring the oleG2 glycosyltransferase gene integrated into the chromosome was constructed. This strain was transformed with two different plasmid constructs (pOLV and pOLE) containing a set of genes proposed to be required for the biosynthesis of dTDP-L-olivose and dTDP-L-oleandrose, respectively. Incubation of these recombinant strains with the erythromycin aglycon (erythronolide B) gave rise to two new glycosylated compounds, identified as L-3-O-olivosyl- and L-3-O-oleandrosyl-erythronolide B, indicating that pOLV and pOLE encode all enzyme activities required for the biosynthesis of these two 2,6-dideoxysugars. A pathway is proposed for the biosynthesis of these two deoxysugars in S. antibioticus.

* Corresponding author. Mailing address: Departamento de Biología Funcional, Universidad de Oviedo, 33006 Oviedo, Spain. Phone and fax: 34-985-103652. E-mail: jasf{at}sauron.quimica.uniovi.es.

Antimicrobial Agents and Chemotherapy, May 2000, p. 1266-1275, Vol. 44, No. 5
0066-4804/00/$04.00+0
Copyright © 2000, American Society for Microbiology. All rights reserved.


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