Structural basis of cycloaddition in biosynthesis of iboga and aspidosperma alkaloids

Research output: Contribution to journalShort/Brief/Rapid CommunicationResearchpeer review

Authors

  • Lorenzo Caputi
  • Jakob Franke
  • Kate Bussey
  • Scott C. Farrow
  • Ivo Jose Curcino Vieira
  • Clare E. M. Stevenson
  • David M. Lawson
  • Sarah E. O’Connor

External Research Organisations

  • Max Planck Institute for Chemical Ecology
  • Universidade Estadual do Norte Fluminense
  • University of East Anglia
View graph of relations

Details

Original languageEnglish
Pages (from-to)383-386
Number of pages4
JournalNature Chemical Biology
Volume16
Early online date17 Feb 2020
Publication statusPublished - Apr 2020

Abstract

Cycloaddition reactions generate chemical complexity in a single step. Here we report the crystal structures of three homologous plant-derived cyclases involved in the biosynthesis of iboga and aspidosperma alkaloids. These enzymes act on the same substrate, named angryline, to generate three distinct scaffolds. Mutational analysis reveals how these highly similar enzymes control regio- and stereo-selectivity.

ASJC Scopus subject areas

Cite this

Structural basis of cycloaddition in biosynthesis of iboga and aspidosperma alkaloids. / Caputi, Lorenzo; Franke, Jakob; Bussey, Kate et al.
In: Nature Chemical Biology, Vol. 16, 04.2020, p. 383-386.

Research output: Contribution to journalShort/Brief/Rapid CommunicationResearchpeer review

Caputi, L, Franke, J, Bussey, K, Farrow, SC, Vieira, IJC, Stevenson, CEM, Lawson, DM & O’Connor, SE 2020, 'Structural basis of cycloaddition in biosynthesis of iboga and aspidosperma alkaloids', Nature Chemical Biology, vol. 16, pp. 383-386. https://doi.org/10.1038/s41589-019-0460-x
Caputi, L., Franke, J., Bussey, K., Farrow, S. C., Vieira, I. J. C., Stevenson, C. E. M., Lawson, D. M., & O’Connor, S. E. (2020). Structural basis of cycloaddition in biosynthesis of iboga and aspidosperma alkaloids. Nature Chemical Biology, 16, 383-386. https://doi.org/10.1038/s41589-019-0460-x
Caputi L, Franke J, Bussey K, Farrow SC, Vieira IJC, Stevenson CEM et al. Structural basis of cycloaddition in biosynthesis of iboga and aspidosperma alkaloids. Nature Chemical Biology. 2020 Apr;16:383-386. Epub 2020 Feb 17. doi: 10.1038/s41589-019-0460-x
Caputi, Lorenzo ; Franke, Jakob ; Bussey, Kate et al. / Structural basis of cycloaddition in biosynthesis of iboga and aspidosperma alkaloids. In: Nature Chemical Biology. 2020 ; Vol. 16. pp. 383-386.
Download
@article{39160fbb9609437998e19d58f613cedd,
title = "Structural basis of cycloaddition in biosynthesis of iboga and aspidosperma alkaloids",
abstract = "Cycloaddition reactions generate chemical complexity in a single step. Here we report the crystal structures of three homologous plant-derived cyclases involved in the biosynthesis of iboga and aspidosperma alkaloids. These enzymes act on the same substrate, named angryline, to generate three distinct scaffolds. Mutational analysis reveals how these highly similar enzymes control regio- and stereo-selectivity.",
author = "Lorenzo Caputi and Jakob Franke and Kate Bussey and Farrow, {Scott C.} and Vieira, {Ivo Jose Curcino} and Stevenson, {Clare E. M.} and Lawson, {David M.} and O{\textquoteright}Connor, {Sarah E.}",
note = "Funding Information: S.E.O. acknowledges ERC (788301). J.F. acknowledges financial support by the SMART BIOTECS alliance between the Technische Universit{\"a}t Braunschweig and the Leibniz Universit{\"a}t Hannover, supported by the Ministry for Science and Culture (MWK) of Lower Saxony, Germany. We acknowledge Diamond Light Source for access to beamline I03 under proposal MX13467 with support from the European Community{\textquoteright}s Seventh Framework Program (No. FP7/2007–2013) under Grant Agreement No. 283570 (BioStruct-X). ",
year = "2020",
month = apr,
doi = "10.1038/s41589-019-0460-x",
language = "English",
volume = "16",
pages = "383--386",
journal = "Nature Chemical Biology",
issn = "1552-4450",
publisher = "Nature Publishing Group",

}

Download

TY - JOUR

T1 - Structural basis of cycloaddition in biosynthesis of iboga and aspidosperma alkaloids

AU - Caputi, Lorenzo

AU - Franke, Jakob

AU - Bussey, Kate

AU - Farrow, Scott C.

AU - Vieira, Ivo Jose Curcino

AU - Stevenson, Clare E. M.

AU - Lawson, David M.

AU - O’Connor, Sarah E.

N1 - Funding Information: S.E.O. acknowledges ERC (788301). J.F. acknowledges financial support by the SMART BIOTECS alliance between the Technische Universität Braunschweig and the Leibniz Universität Hannover, supported by the Ministry for Science and Culture (MWK) of Lower Saxony, Germany. We acknowledge Diamond Light Source for access to beamline I03 under proposal MX13467 with support from the European Community’s Seventh Framework Program (No. FP7/2007–2013) under Grant Agreement No. 283570 (BioStruct-X).

PY - 2020/4

Y1 - 2020/4

N2 - Cycloaddition reactions generate chemical complexity in a single step. Here we report the crystal structures of three homologous plant-derived cyclases involved in the biosynthesis of iboga and aspidosperma alkaloids. These enzymes act on the same substrate, named angryline, to generate three distinct scaffolds. Mutational analysis reveals how these highly similar enzymes control regio- and stereo-selectivity.

AB - Cycloaddition reactions generate chemical complexity in a single step. Here we report the crystal structures of three homologous plant-derived cyclases involved in the biosynthesis of iboga and aspidosperma alkaloids. These enzymes act on the same substrate, named angryline, to generate three distinct scaffolds. Mutational analysis reveals how these highly similar enzymes control regio- and stereo-selectivity.

UR - http://www.scopus.com/inward/record.url?scp=85079708576&partnerID=8YFLogxK

U2 - 10.1038/s41589-019-0460-x

DO - 10.1038/s41589-019-0460-x

M3 - Short/Brief/Rapid Communication

C2 - 32066966

AN - SCOPUS:85079708576

VL - 16

SP - 383

EP - 386

JO - Nature Chemical Biology

JF - Nature Chemical Biology

SN - 1552-4450

ER -