English
 
Help Privacy Policy Disclaimer
  Advanced SearchBrowse

Item

ITEM ACTIONSEXPORT
  Discovery and reconstitution of the cycloclavine biosynthetic pathwa—enzymatic formation of a cyclopropyl group

Jakubczyk, D., Caputi, L., Hatsch, A., Nielsen, C. A. F., Diefenbacher, M., Klein, J., et al. (2015). Discovery and reconstitution of the cycloclavine biosynthetic pathwa—enzymatic formation of a cyclopropyl group. Angewandte Chemie International Edition, 54(17), 5117-5121. doi:10.1002/anie.201410002.

Item is

Basic

show hide
Genre: Journal Article

Files

show Files
hide Files
:
SOC052.pdf (Publisher version), 968KB
 
File Permalink:
-
Name:
SOC052.pdf
Description:
-
Visibility:
Restricted (Max Planck Institute for Chemical Ecology, MJCO; )
MIME-Type / Checksum:
application/pdf
Technical Metadata:
Copyright Date:
-
Copyright Info:
-
License:
-
:
SOC052s1.pdf (Supplementary material), 2MB
 
File Permalink:
-
Name:
SOC052s1.pdf
Description:
-
Visibility:
Restricted (Max Planck Institute for Chemical Ecology, MJCO; )
MIME-Type / Checksum:
application/pdf
Technical Metadata:
Copyright Date:
-
Copyright Info:
-
License:
-

Locators

show
hide
Description:
OA

Creators

show
hide
 Creators:
Jakubczyk, Dorota1, Author
Caputi, Lorenzo2, Author              
Hatsch, Anaelle1, Author
Nielsen, Curt A. F.1, Author
Diefenbacher, Melanie1, Author
Klein, Jens1, Author
Molt, Andrea1, Author
Schroeder, Hartwig1, Author
Cheng, Johnathan Z.1, Author
Naesby, Michael1, Author
O'Connor, Sarah E.1, Author              
Affiliations:
1external, ou_persistent22              
2External Organizations, ou_persistent22              

Content

show
hide
Free keywords: OLD YELLOW ENZYME; ERGOT ALKALOID BIOSYNTHESIS; ASPERGILLUS-FUMIGATUS; LYSERGIC-ACID; BRANCH POINT; (+/-)-CYCLOCLAVINE; JAPONICUS; EXPRESSION; FAMILYChemistry; biosynthesis; cyclopropyl group; ergot alkaloids; natural products; pathway reconstitution;
 Abstract: The ergot alkaloids, a class of fungal-derived natural products with important biological activities, are derived from a common intermediate, chanoclavine-I, which is elaborated into a set of diverse structures. Herein we report the discovery of the biosynthetic pathway of cycloclavine, a complex ergot alkaloid containing a cyclopropyl moiety. We used a yeast-based expression platform along with in vitro biochemical experiments to identify the enzyme that catalyzes a rearrangement of the chanoclavine-I intermediate to form a cyclopropyl moiety. The resulting compound, cycloclavine, was produced in yeast at titers of >500 mgL(-1), thus demonstrating the feasibility of the heterologous expression of these complex alkaloids.

Details

show
hide
Language(s): eng - English
 Dates: 2015
 Publication Status: Published in print
 Pages: 5
 Publishing info: -
 Table of Contents: -
 Rev. Type: -
 Identifiers: Other: SOC052
DOI: 10.1002/anie.201410002
 Degree: -

Event

show

Legal Case

show

Project information

show

Source 1

show
hide
Title: Angewandte Chemie International Edition
  Other : Angewandte Chemie, International Edition
  Other : Angew. Chem. Int. Ed.
Source Genre: Journal
 Creator(s):
Affiliations:
Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 54 (17) Sequence Number: - Start / End Page: 5117 - 5121 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851