Novel 4,5-Dihydro-thiazinogeldanamycin in a gdmP Mutant Strain of Streptomyces hygroscopicus 17997

Novel geldanamycin derivative, 4,5-dihydro-thiazinogeldanamycin (3), was characterized from the gdmP mutant in Streptomyces hygroscopicus 17997, besides expected 4,5-dihydro-geldanamycin (2). The presence of this compound would suggest an unknown post-PKS modification in geldanamycin biosynthesis. C...

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Veröffentlicht in:	Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 2011, Vol.75 (10), p.2042-2045
Hauptverfasser:	LIN, Ling, NI, SiYang, WU, LinZhuan, WANG, YiGuang, WANG, YuCheng, TAO, PeiZhen, HE, WeiQing, WANG, XiangJing
Format:	Artikel
Sprache:	eng
Schlagworte:	4,5-dihydro-thiazinogeldanamycin Bacterial Proteins - genetics Bacterial Proteins - metabolism Benzoquinones - chemistry Benzoquinones - metabolism Biochemistry Biological and medical sciences biosynthesis Biotechnology Cysteine Derivatives Fundamental and applied biological sciences. Psychology gdmP geldanamycin Lactams, Macrocyclic - chemistry Lactams, Macrocyclic - metabolism Mutation Precursors Protein Engineering Solubility Strain Streptomyces - genetics Streptomyces - metabolism Streptomyces hygroscopicus Thiazines - chemistry Thiazines - metabolism
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Zusammenfassung:	Novel geldanamycin derivative, 4,5-dihydro-thiazinogeldanamycin (3), was characterized from the gdmP mutant in Streptomyces hygroscopicus 17997, besides expected 4,5-dihydro-geldanamycin (2). The presence of this compound would suggest an unknown post-PKS modification in geldanamycin biosynthesis. Compound 3 exhibited moderate anti-HSV-1-virus activity and higher water solubility than geldanamycin (1). Cysteine served as a precursor to synthesize 3, whose formation required obligatory enzymatic assistance.
ISSN:	0916-8451 1347-6947 1347-6947
DOI:	10.1271/bbb.110361