Oxidation and cyclization of Casbene in the biosynthesis of Euphorbia factors from mature seeds of Euphorbia lathyris L

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Standard

Oxidation and cyclization of Casbene in the biosynthesis of Euphorbia factors from mature seeds of Euphorbia lathyris L. / Luo, Dan; Callari, Roberta; Hamberger, Britta; Wubshet, Sileshi Gizachew; Nielsen, Morten Thrane; Andersen-Ranberg, Johan; Hallström, Björn M; Cozzi, Federico; Heider, Harald; Møller, Birger Lindberg; Stærk, Dan; Hamberger, Björn Robert.

I: Proceedings of the National Academy of Sciences of the United States of America, Bind 113, Nr. 34, 2016, s. E5082-E5089.

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningfagfællebedømt

Harvard

Luo, D, Callari, R, Hamberger, B, Wubshet, SG, Nielsen, MT, Andersen-Ranberg, J, Hallström, BM, Cozzi, F, Heider, H, Møller, BL, Stærk, D & Hamberger, BR 2016, 'Oxidation and cyclization of Casbene in the biosynthesis of Euphorbia factors from mature seeds of Euphorbia lathyris L', Proceedings of the National Academy of Sciences of the United States of America, bind 113, nr. 34, s. E5082-E5089. https://doi.org/10.1073/pnas.1607504113

APA

Luo, D., Callari, R., Hamberger, B., Wubshet, S. G., Nielsen, M. T., Andersen-Ranberg, J., Hallström, B. M., Cozzi, F., Heider, H., Møller, B. L., Stærk, D., & Hamberger, B. R. (2016). Oxidation and cyclization of Casbene in the biosynthesis of Euphorbia factors from mature seeds of Euphorbia lathyris L. Proceedings of the National Academy of Sciences of the United States of America, 113(34), E5082-E5089. https://doi.org/10.1073/pnas.1607504113

Vancouver

Luo D, Callari R, Hamberger B, Wubshet SG, Nielsen MT, Andersen-Ranberg J o.a. Oxidation and cyclization of Casbene in the biosynthesis of Euphorbia factors from mature seeds of Euphorbia lathyris L. Proceedings of the National Academy of Sciences of the United States of America. 2016;113(34):E5082-E5089. https://doi.org/10.1073/pnas.1607504113

Author

Luo, Dan ; Callari, Roberta ; Hamberger, Britta ; Wubshet, Sileshi Gizachew ; Nielsen, Morten Thrane ; Andersen-Ranberg, Johan ; Hallström, Björn M ; Cozzi, Federico ; Heider, Harald ; Møller, Birger Lindberg ; Stærk, Dan ; Hamberger, Björn Robert. / Oxidation and cyclization of Casbene in the biosynthesis of Euphorbia factors from mature seeds of Euphorbia lathyris L. I: Proceedings of the National Academy of Sciences of the United States of America. 2016 ; Bind 113, Nr. 34. s. E5082-E5089.

Bibtex

@article{572b4043b49641d892010e96782a6935,
title = "Oxidation and cyclization of Casbene in the biosynthesis of Euphorbia factors from mature seeds of Euphorbia lathyris L",
abstract = "Ingenol mebutate is a diterpene ester with a highly complex macrocyclic structure that has been approved for the treatment of actinic keratosis, a precondition of skin cancer. The current production of ingenol mebutate through plant extraction or chemical synthesis is inefficient and costly. Here, we describe the discovery of a biosynthetic route in Euphorbia lathyris L. (caper spurge) in which regio-specific oxidation of casbene is followed by an unconventional cyclization to yield jolkinol C, a probable key intermediate in the biosynthesis of macrocyclic diterpenes, including ingenol mebutate. These results can facilitate the biotechnological production of this high-value pharmaceutical and discovery of new biosynthetic intermediates with important bioactivities.",
author = "Dan Luo and Roberta Callari and Britta Hamberger and Wubshet, {Sileshi Gizachew} and Nielsen, {Morten Thrane} and Johan Andersen-Ranberg and Hallstr{\"o}m, {Bj{\"o}rn M} and Federico Cozzi and Harald Heider and M{\o}ller, {Birger Lindberg} and Dan St{\ae}rk and Hamberger, {Bj{\"o}rn Robert}",
year = "2016",
doi = "10.1073/pnas.1607504113",
language = "English",
volume = "113",
pages = "E5082--E5089",
journal = "Proceedings of the National Academy of Sciences of the United States of America",
issn = "0027-8424",
publisher = "The National Academy of Sciences of the United States of America",
number = "34",

}

RIS

TY - JOUR

T1 - Oxidation and cyclization of Casbene in the biosynthesis of Euphorbia factors from mature seeds of Euphorbia lathyris L

AU - Luo, Dan

AU - Callari, Roberta

AU - Hamberger, Britta

AU - Wubshet, Sileshi Gizachew

AU - Nielsen, Morten Thrane

AU - Andersen-Ranberg, Johan

AU - Hallström, Björn M

AU - Cozzi, Federico

AU - Heider, Harald

AU - Møller, Birger Lindberg

AU - Stærk, Dan

AU - Hamberger, Björn Robert

PY - 2016

Y1 - 2016

N2 - Ingenol mebutate is a diterpene ester with a highly complex macrocyclic structure that has been approved for the treatment of actinic keratosis, a precondition of skin cancer. The current production of ingenol mebutate through plant extraction or chemical synthesis is inefficient and costly. Here, we describe the discovery of a biosynthetic route in Euphorbia lathyris L. (caper spurge) in which regio-specific oxidation of casbene is followed by an unconventional cyclization to yield jolkinol C, a probable key intermediate in the biosynthesis of macrocyclic diterpenes, including ingenol mebutate. These results can facilitate the biotechnological production of this high-value pharmaceutical and discovery of new biosynthetic intermediates with important bioactivities.

AB - Ingenol mebutate is a diterpene ester with a highly complex macrocyclic structure that has been approved for the treatment of actinic keratosis, a precondition of skin cancer. The current production of ingenol mebutate through plant extraction or chemical synthesis is inefficient and costly. Here, we describe the discovery of a biosynthetic route in Euphorbia lathyris L. (caper spurge) in which regio-specific oxidation of casbene is followed by an unconventional cyclization to yield jolkinol C, a probable key intermediate in the biosynthesis of macrocyclic diterpenes, including ingenol mebutate. These results can facilitate the biotechnological production of this high-value pharmaceutical and discovery of new biosynthetic intermediates with important bioactivities.

U2 - 10.1073/pnas.1607504113

DO - 10.1073/pnas.1607504113

M3 - Journal article

C2 - 27506796

VL - 113

SP - E5082-E5089

JO - Proceedings of the National Academy of Sciences of the United States of America

JF - Proceedings of the National Academy of Sciences of the United States of America

SN - 0027-8424

IS - 34

ER -

ID: 167358273