Neopikromycin and novapikromycin from the pikromycin biosynthetic pathway of Streptomyces venezuelae

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Title
Neopikromycin and novapikromycin from the pikromycin biosynthetic pathway of Streptomyces venezuelae
Author(s)
S K Lee; J W Park; J W Kim; W S Jung; S R Park; C Y Choi; E S Kim; B S Kim; Jong Seog Ahn; D H Sherman; Y J Yoon
Bibliographic Citation
Journal of Natural Products, vol. 69, no. 5, pp. 847-849
Publication Year
2006
Abstract
Two new macrolides from the pikromycin biosynthetic pathway of Streptomyces venezuelae, neopikromycin (9) and novapikromycin (10), were identified and structurally characterized through mass spectrometry and NMR spectroscopy. The established structures showed that 9 and 10 have hydroxyl groups at C-14 (9) and at both C-12 and C-14 (10), on the basis of a comparison with narbomycin (7). The purified PikC cytochrome P450 monooxygenase catalyzes the in vitro hydroxylation of 7 and pikromycin (8) to yield 9 and 10, respectively, thus expanding the substrate- and regio-flexibility of this enzyme.
ISSN
0163-3864
Publisher
Amer Chem Soc
DOI
http://dx.doi.org/10.1021/np060026p
Type
Article
Appears in Collections:
Ochang Branch Institute > Chemical Biology Research Center > 1. Journal Articles
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