title: Isolation of a new antibiotic, alaremycin, structurally related to 5-aminolevulinic acid from Streptomyces sp. A012304.
abstract: A new antibiotic, which is structurally related to 5-aminolevulinic acid, a precursor of heme biosynthesis, and named alaremycin, was isolated from the culture broth of an actinomycete strain through a random screening with the blue assay to detect the formation of anucleate cells in Escherichia coli. The producing strain was identified as Streptomyces sp. by morphological, physiological, chemical and genetic criteria. Alaremycin was purified from the culture supernatant by HP-20 hydrophobic-interaction chromatography, sequential solvent/water extraction in the acidic or alkaline pH range, and QMA cation-exchange chromatography. The chemical structure of alaremycin was determined as 5-acetamido-4-oxo-5-hexenoic acid by analyses of mass and NMR spectra. The antibacterial activity of alaremycin was enhanced in the presence of 5-aminolevulinic acid.
authors.affiliation: Department of Bioengineering, Tokyo Institute of Technology, Yokohama 226-8501, Japan.
authors.forename: Yuuki
authors.initials: Y
authors.lastname: Awa
authors.forename: Noritaka
authors.initials: N
authors.lastname: Iwai
authors.forename: Tomohiko
authors.initials: T
authors.lastname: Ueda
authors.forename: Kenji
authors.initials: K
authors.lastname: Suzuki
authors.forename: Shoji
authors.initials: S
authors.lastname: Asano
authors.forename: Jun-ichi
authors.initials: J
authors.lastname: Yamagishi
authors.forename: Kazuo
authors.initials: K
authors.lastname: Nagai
authors.forename: Masaaki
authors.initials: M
authors.lastname: Wachi
mesh_terms: D000614:Aminocaproates / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D000622:Aminolevulinic Acid / Q000031:analogs & derivatives* / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D013302:Streptomyces / Q000737:chemistry* / Q000145:classification / Q000378:metabolism
chemical_list: D000614:Aminocaproates; D000900:Anti-Bacterial Agents; C506902:alaremycin; D000622:Aminolevulinic Acid