One-Pot Enzymatic Total Synthesis of Presteffimycinone, an Early Intermediate of the Anthracycline Antibiotic Steffimycin Biosynthesis

Guojun Wang; Jing Chen; Haining Zhu; Jürgen Rohr

doi:10.1021/acs.orglett.6b03708

One-Pot Enzymatic Total Synthesis of Presteffimycinone, an Early Intermediate of the Anthracycline Antibiotic Steffimycin Biosynthesis

Guojun Wang, Jing Chen, Haining Zhu, Jürgen Rohr

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

Abstract

Early acting cyclases play critical roles in programming the polyketide biosynthesis toward certain, distinguished scaffolds. Starting from acetyl-CoA and malonyl-CoA, a one-pot enzymatic total synthesis of an anthracyclinone scaffold, presteffimycinone, was achieved by mixing polyketide synthase (PKS) and early post-PKS enzymes from the biosynthetic pathways of three different types of type II-PKS driven anticancer antibiotics, namely, the mithramycin (aureolic acid-type), gilvocarcin (rearranged angucycline-type), and steffimycin (anthracycline) pathways.

Original language	English
Pages (from-to)	540-543
Number of pages	4
Journal	Organic Letters
Volume	19
Issue number	3
DOIs	https://doi.org/10.1021/acs.orglett.6b03708
State	Published - Feb 3 2017

Bibliographical note

Funding Information:
This work was supported by NIH grants CA 091901 and GM 105977 to J.R., and the Start-Up package provided by Florida Atlantic University Harbor Branch Oceanographic Institute Foundation to G.W. We thank Dr. Yi Tang, UCLA, for providing us the construct for MatB-expression.

Publisher Copyright:
© 2017 American Chemical Society.

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.6b03708

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abstract = "Early acting cyclases play critical roles in programming the polyketide biosynthesis toward certain, distinguished scaffolds. Starting from acetyl-CoA and malonyl-CoA, a one-pot enzymatic total synthesis of an anthracyclinone scaffold, presteffimycinone, was achieved by mixing polyketide synthase (PKS) and early post-PKS enzymes from the biosynthetic pathways of three different types of type II-PKS driven anticancer antibiotics, namely, the mithramycin (aureolic acid-type), gilvocarcin (rearranged angucycline-type), and steffimycin (anthracycline) pathways.",

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AU - Rohr, Jürgen

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One-Pot Enzymatic Total Synthesis of Presteffimycinone, an Early Intermediate of the Anthracycline Antibiotic Steffimycin Biosynthesis

Abstract

Bibliographical note

ASJC Scopus subject areas

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