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Discovery of three novel sesquiterpene synthases from Streptomyces chartreusis NRRL 3882 and crystal structure of an α-eudesmol synthase

Kracht, Octavia Natascha ; Correia Cordeiro, Raquel S. ; Håkansson, Maria LU ; Stockmann, Julia ; Sander, Dennis ; Bandow, Julia ; Senges, Christoph H.R. ; Logan, Derek T. LU orcid and Kourist, Robert (2019) In Journal of Biotechnology 297. p.71-77
Abstract

With more than 50,000 members, terpenoids are one of the most important classes of natural products and show an enormous diversity. Due to their unique odors and specific bioactivities they already find wide application in the flavor, fragrance and pharma industries. Since most terpenoids can only be obtained by natural product extraction, the discovery of biosynthetic genes for the generation of terpene diversity becomes increasingly important. This study describes the discovery of three novel sesquiterpene synthases from Streptomyces chartreusis with preference for the formation of germacradiene-11-ol, α-eudesmol and α-amorphene respectively. The α-eudesmol synthase showed formation of 10-epi-δ-eudesmol and elemol as side products.... (More)

With more than 50,000 members, terpenoids are one of the most important classes of natural products and show an enormous diversity. Due to their unique odors and specific bioactivities they already find wide application in the flavor, fragrance and pharma industries. Since most terpenoids can only be obtained by natural product extraction, the discovery of biosynthetic genes for the generation of terpene diversity becomes increasingly important. This study describes the discovery of three novel sesquiterpene synthases from Streptomyces chartreusis with preference for the formation of germacradiene-11-ol, α-eudesmol and α-amorphene respectively. The α-eudesmol synthase showed formation of 10-epi-δ-eudesmol and elemol as side products. Eudesmol-isomers are known to have repellent activity, which makes this enzyme a potential catalyst for products for the prevention of mosquito-related disease. The determination of the structure of the apo-enzyme of α-eudesmol synthase from S. chartreusis provides the first structural insights into an eudesmol-forming enzyme.

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author
; ; ; ; ; ; ; and
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Eudesmol, Insect repellant, Sesquiterpenes, Streptomyces chartreusis, Terpene synthesis
in
Journal of Biotechnology
volume
297
pages
7 pages
publisher
Elsevier
external identifiers
  • scopus:85063949753
  • pmid:30928538
ISSN
0168-1656
DOI
10.1016/j.jbiotec.2019.03.006
language
English
LU publication?
no
additional info
Publisher Copyright: © 2019
id
03c0f948-739f-46b6-adec-4d9a21249efb
date added to LUP
2022-04-08 08:54:49
date last changed
2024-02-29 00:27:31
@article{03c0f948-739f-46b6-adec-4d9a21249efb,
  abstract     = {{<p>With more than 50,000 members, terpenoids are one of the most important classes of natural products and show an enormous diversity. Due to their unique odors and specific bioactivities they already find wide application in the flavor, fragrance and pharma industries. Since most terpenoids can only be obtained by natural product extraction, the discovery of biosynthetic genes for the generation of terpene diversity becomes increasingly important. This study describes the discovery of three novel sesquiterpene synthases from Streptomyces chartreusis with preference for the formation of germacradiene-11-ol, α-eudesmol and α-amorphene respectively. The α-eudesmol synthase showed formation of 10-epi-δ-eudesmol and elemol as side products. Eudesmol-isomers are known to have repellent activity, which makes this enzyme a potential catalyst for products for the prevention of mosquito-related disease. The determination of the structure of the apo-enzyme of α-eudesmol synthase from S. chartreusis provides the first structural insights into an eudesmol-forming enzyme.</p>}},
  author       = {{Kracht, Octavia Natascha and Correia Cordeiro, Raquel S. and Håkansson, Maria and Stockmann, Julia and Sander, Dennis and Bandow, Julia and Senges, Christoph H.R. and Logan, Derek T. and Kourist, Robert}},
  issn         = {{0168-1656}},
  keywords     = {{Eudesmol; Insect repellant; Sesquiterpenes; Streptomyces chartreusis; Terpene synthesis}},
  language     = {{eng}},
  month        = {{05}},
  pages        = {{71--77}},
  publisher    = {{Elsevier}},
  series       = {{Journal of Biotechnology}},
  title        = {{Discovery of three novel sesquiterpene synthases from <i>Streptomyces chartreusis</i> NRRL 3882 and crystal structure of an α-eudesmol synthase}},
  url          = {{http://dx.doi.org/10.1016/j.jbiotec.2019.03.006}},
  doi          = {{10.1016/j.jbiotec.2019.03.006}},
  volume       = {{297}},
  year         = {{2019}},
}