Document Detail

Mutasynthesis of pyrrole spiroketal compound using calcimycin 3-hydroxy anthranilic acid biosynthetic mutant.
MedLine Citation:
PMID:  23666477     Owner:  NLM     Status:  Publisher    
The five-membered aromatic nitrogen heterocyclic pyrrole ring is a building block for a wide variety of natural products. Aiming at generating new pyrrole-containing derivatives as well as to identify new candidates that may be of value in designing new anticancer, antiviral, and/or antimicrobial agents, we employed a strategy on pyrrole-containing compound mutasynthesis using the pyrrole-containing calcimycin biosynthetic gene cluster. We blocked the biosynthesis of the calcimycin precursor, 3-hydroxy anthranilic acid, by deletion of calB1-3 and found that two intermediates containing the pyrrole and the spiroketal moiety were accumulated in the culture. We then fed the mutant using the structurally similar compound of 3-hydroxy anthranilic acid. At least four additional new pyrrole spiroketal derivatives were obtained. The structures of the intermediates and the new pyrrole spiroketal derivatives were identified using LC-MS and NMR. One of them shows enhanced antibacterial activity. Our work shows a new way of pyrrole derivative biosynthetic mutasynthesis.
Lixia Gou; Qiulin Wu; Shuangjun Lin; Xiangmei Li; Jingdan Liang; Xiufen Zhou; Derong An; Zixin Deng; Zhijun Wang
Related Documents :
10230037 - Synthesis and biological evaluation of ureido and thioureido derivatives of 2-amino-2-d...
15132547 - Mirror-image carbohydrates: synthesis of the unnatural enantiomer of a blood group tris...
22947497 - Ultrasound assisted the chemoselective 1,1-diacetate protection and deprotection of ald...
24911197 - Synthesis of fluorenones through rhodium-catalyzed intramolecular acylation of biarylca...
5938667 - Selective degradation of thymidine and thymine deoxynucleotides.
24479637 - Towards lead-oriented synthesis: one-pot version of castagnoli condensation with non-ac...
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2013-5-12
Journal Detail:
Title:  Applied microbiology and biotechnology     Volume:  -     ISSN:  1432-0614     ISO Abbreviation:  Appl. Microbiol. Biotechnol.     Publication Date:  2013 May 
Date Detail:
Created Date:  2013-5-13     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  8406612     Medline TA:  Appl Microbiol Biotechnol     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
State Key Laboratory of Crop Stress Biology for Arid Areas and College of Plant Protection, Northwest A&F University, Yangling, Shannxi, 712100, China.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

Previous Document:  Mepanipyrim haptens and antibodies with nanomolar affinity.
Next Document:  Potential and limitations of Burgundy truffle cultivation.