Analysis of two additional signaling molecules in Streptomyces coelicolor and the development of a butyrolactone-specific reporter system.
gamma-Butyrolactone bacterial hormones regulate antibiotic production and morphological differentiation in Streptomyces species. One gamma-butyrolactone, SCB1, has been previously characterized in Streptomyces coelicolor. Here we report the characterization of two additional gamma-butyrolactones, named SCB2 (2-[1'-hydroxyoctyl]-3-hydroxymethylbutanolide) and SCB3 (2-[1'-hydroxy-6'-methyloctyl]-3-hydroxymethylbutanolide), possessing an antibiotic stimulatory activity. To elucidate the specificity determinants of these ligands for the receptor protein, ScbR, 30 chemically synthesized gamma-butyrolactone analogs were tested by utilizing the release of ScbR from DNA upon binding to a gamma-butyrolactone, which can be detected by kanamycin resistance. The butyrolactone detection method developed here revealed that ScbR shows preference toward a ligand possessing a 7-10 carbon C-2 side chain, a C-1'-beta-hydroxyl group, and a C-6'-methyl branch that coincides with SCB3. Moreover, this method was successfully used to screen for potential gamma-butyrolactone producers from commercial-antibiotic-producing Streptomyces.
Hsiao
Nai-Hua
NH
Mikrobiologie/Biotechnologie, Eberhard-Karls-Universität Tübingen, Tübingen, Germany.
Nakayama
Satoshi
S
Merlo
Maria Elena
ME
de Vries
Marcel
M
Bunet
Robert
R
Kitani
Shigeru
S
Nihira
Takuya
T
Takano
Eriko
E
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D001426:Bacterial Proteins / Q000378:metabolism; D004268:DNA-Binding Proteins / Q000378:metabolism; D007613:Kanamycin Resistance; D008024:Ligands; D048372:Streptomyces coelicolor / Q000737:chemistry* / Q000378:metabolism; D013329:Structure-Activity Relationship
C546224:2-(1'-hydroxy-6'-methyloctyl)-3-hydroxymethylbutanolide; C546222:2-(1'-hydroxy-6-methylheptyl)-3-hydroxymethylbutanolide; C546223:2-(1'-hydroxyoctyl)-3-hydroxymethylbutanolide; D001426:Bacterial Proteins; D004268:DNA-Binding Proteins; D008024:Ligands; C446304:ScbR protein, Streptomyces coelicolor; D015107:4-Butyrolactone