Details:

Alternative Title:
Angew Chem Int Ed Engl
Personal Author:
Lin, Hsiao-Ching ; Chiou, Grace ; Chooi, Yit-Heng ; McMahon, Travis C. ; Xu, Wei ; ... More +
Lin, Hsiao-Ching ; Chiou, Grace ; Chooi, Yit-Heng ; McMahon, Travis C. ; Xu, Wei ; Garg, Neil K. ; Tang, Yi Less -
Description:
The communesins are a prominent class of indole alkaloids isolated from Penicillium species. Owing to their daunting structural framework and potential as pharmaceuticals, communesins have inspired numerous synthetic studies. However, the genetic and biochemical basis of communesin biosynthesis has remained unexplored. Herein, we report the identification and characterization of the communesin (cns) biosynthetic gene cluster from Penicillium expansum. We confirmed that communesin is biosynthesized by the coupling of tryptamine and aurantioclavine, two building blocks derived from L-tryptophan. The postmodification steps were mapped by targeted-gene-deletion experiments and the structural elucidation of intermediates and new analogues. Our studies set the stage for the biochemical characterization of communesin biosynthesis. This knowledge will aid our understanding of how nature generates remarkable structural complexity from simple precursors.
Subjects:
[+]
Alkaloids Biosynthesis Communesins Indole Alkaloids
Source:
Angew Chem Int Ed Engl. 54(10):3004-3007
Pubmed ID:
25571861
Pubmed Central ID:
PMC4409825
Document Type:
Journal Article
Funding:
S10RR025631/RR/NCRR NIH HHSUnited States/ ; 1R56AI101141/AI/NIAID NIH HHSUnited States/ ; DP1 GM106413/GM/NIGMS NIH HHSUnited States/ ; S10 RR025631/RR/NCRR NIH HHSUnited States/ ; 1DP1GM106413/DP/NCCDPHP CDC HHSUnited States/ ; ... More +
S10RR025631/RR/NCRR NIH HHSUnited States/ ; 1R56AI101141/AI/NIAID NIH HHSUnited States/ ; DP1 GM106413/GM/NIGMS NIH HHSUnited States/ ; S10 RR025631/RR/NCRR NIH HHSUnited States/ ; 1DP1GM106413/DP/NCCDPHP CDC HHSUnited States/ ; R56 AI101141/AI/NIAID NIH HHSUnited States/ Less -
Collection(s):
CDC Public Access
Main Document Checksum:
[+]
urn:sha256:2e323717f40fd48045b352a2844726e834f12c99024107c7bbadd477e4b6a031
Download URL:
https://stacks.cdc.gov/view/cdc/30652/cdc_30652_DS1.pdf
File Type:

Supporting Files

• 	nihms682296f4.gif	gif
  	nihms682296f4.jpg	jpeg
  	nihms682296f5.jpg	jpeg
  	NIHMS682296-supplement-Supporting_Information.pdf	pdf
  	nihms682296.nxml	xml
  	nihms682296f1.gif	gif
  	nihms682296f1.jpg	jpeg
  	nihms682296f2.gif	gif
  	nihms682296f2.jpg	jpeg
  	nihms682296f3.gif	gif
  	nihms682296f3.jpg	jpeg

More +