A gene cluster in Ginkgo biloba encodes unique multifunctional cytochrome P450s that initiate ginkgolide biosynthesis

Research output: Contribution to journal › Journal article › Research › peer-review

Standard

A gene cluster in Ginkgo biloba encodes unique multifunctional cytochrome P450s that initiate ginkgolide biosynthesis. / Forman, Victor; Luo, Dan; Geu-Flores, Fernando; Lemcke, René; Nelson, David; Kampranis, Sotirios; Stærk, Dan; Møller, Birger Lindberg; Pateraki, Irini.

In: Nature Communications, Vol. 13, 5143, 2022.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Forman, V, Luo, D, Geu-Flores, F, Lemcke, R, Nelson, D, Kampranis, S, Stærk, D, Møller, BL & Pateraki, I 2022, 'A gene cluster in Ginkgo biloba encodes unique multifunctional cytochrome P450s that initiate ginkgolide biosynthesis', Nature Communications, vol. 13, 5143. https://doi.org/10.1038/s41467-022-32879-9

APA

Forman, V., Luo, D., Geu-Flores, F., Lemcke, R., Nelson, D., Kampranis, S., Stærk, D., Møller, B. L., & Pateraki, I. (2022). A gene cluster in Ginkgo biloba encodes unique multifunctional cytochrome P450s that initiate ginkgolide biosynthesis. Nature Communications, 13, [5143]. https://doi.org/10.1038/s41467-022-32879-9

Vancouver

Forman V, Luo D, Geu-Flores F, Lemcke R, Nelson D, Kampranis S et al. A gene cluster in Ginkgo biloba encodes unique multifunctional cytochrome P450s that initiate ginkgolide biosynthesis. Nature Communications. 2022;13. 5143. https://doi.org/10.1038/s41467-022-32879-9

Author

Forman, Victor ; Luo, Dan ; Geu-Flores, Fernando ; Lemcke, René ; Nelson, David ; Kampranis, Sotirios ; Stærk, Dan ; Møller, Birger Lindberg ; Pateraki, Irini. / A gene cluster in Ginkgo biloba encodes unique multifunctional cytochrome P450s that initiate ginkgolide biosynthesis. In: Nature Communications. 2022 ; Vol. 13.

Bibtex

@article{bf69c2d276c24002af1633077104efb8,
title = "A gene cluster in Ginkgo biloba encodes unique multifunctional cytochrome P450s that initiate ginkgolide biosynthesis",
abstract = "The ginkgo tree (Ginkgo biloba) is considered a living fossil due to its 200 million year{\textquoteright}s history under morphological stasis. Its resilience is partly attributed to its unique set of specialized metabolites, in particular, ginkgolides and bilobalide, which are chemically complex terpene trilactones. Here, we use a gene cluster-guided mining approach in combination with co-expression analysis to reveal the primary steps in ginkgolide biosynthesis. We show that five multifunctional cytochrome P450s with atypical catalytic activities generate the tert-butyl group and one of the lactone rings, characteristic of all G. biloba trilactone terpenoids. The reactions include scarless C–C bond cleavage as well as carbon skeleton rearrangement (NIH shift) occurring on a previously unsuspected intermediate. The cytochrome P450s belong to CYP families that diversifies in pre-seed plants and gymnosperms, but are not preserved in angiosperms. Our work uncovers the early ginkgolide pathway and offers a glance into the biosynthesis of terpenoids of the Mesozoic Era.",
author = "Victor Forman and Dan Luo and Fernando Geu-Flores and Ren{\'e} Lemcke and David Nelson and Sotirios Kampranis and Dan St{\ae}rk and M{\o}ller, {Birger Lindberg} and Irini Pateraki",
year = "2022",
doi = "10.1038/s41467-022-32879-9",
language = "English",
volume = "13",
journal = "Nature Communications",
issn = "2041-1723",
publisher = "nature publishing group",

}

RIS

TY - JOUR

T1 - A gene cluster in Ginkgo biloba encodes unique multifunctional cytochrome P450s that initiate ginkgolide biosynthesis

AU - Forman, Victor

AU - Luo, Dan

AU - Geu-Flores, Fernando

AU - Lemcke, René

AU - Nelson, David

AU - Kampranis, Sotirios

AU - Stærk, Dan

AU - Møller, Birger Lindberg

AU - Pateraki, Irini

PY - 2022

Y1 - 2022

N2 - The ginkgo tree (Ginkgo biloba) is considered a living fossil due to its 200 million year’s history under morphological stasis. Its resilience is partly attributed to its unique set of specialized metabolites, in particular, ginkgolides and bilobalide, which are chemically complex terpene trilactones. Here, we use a gene cluster-guided mining approach in combination with co-expression analysis to reveal the primary steps in ginkgolide biosynthesis. We show that five multifunctional cytochrome P450s with atypical catalytic activities generate the tert-butyl group and one of the lactone rings, characteristic of all G. biloba trilactone terpenoids. The reactions include scarless C–C bond cleavage as well as carbon skeleton rearrangement (NIH shift) occurring on a previously unsuspected intermediate. The cytochrome P450s belong to CYP families that diversifies in pre-seed plants and gymnosperms, but are not preserved in angiosperms. Our work uncovers the early ginkgolide pathway and offers a glance into the biosynthesis of terpenoids of the Mesozoic Era.

AB - The ginkgo tree (Ginkgo biloba) is considered a living fossil due to its 200 million year’s history under morphological stasis. Its resilience is partly attributed to its unique set of specialized metabolites, in particular, ginkgolides and bilobalide, which are chemically complex terpene trilactones. Here, we use a gene cluster-guided mining approach in combination with co-expression analysis to reveal the primary steps in ginkgolide biosynthesis. We show that five multifunctional cytochrome P450s with atypical catalytic activities generate the tert-butyl group and one of the lactone rings, characteristic of all G. biloba trilactone terpenoids. The reactions include scarless C–C bond cleavage as well as carbon skeleton rearrangement (NIH shift) occurring on a previously unsuspected intermediate. The cytochrome P450s belong to CYP families that diversifies in pre-seed plants and gymnosperms, but are not preserved in angiosperms. Our work uncovers the early ginkgolide pathway and offers a glance into the biosynthesis of terpenoids of the Mesozoic Era.

U2 - 10.1038/s41467-022-32879-9

DO - 10.1038/s41467-022-32879-9

M3 - Journal article

C2 - 36050299

VL - 13

JO - Nature Communications

JF - Nature Communications

SN - 2041-1723

M1 - 5143

ER -

ID: 317169517