Linear Peptides Are the Major Products of a Biosynthetic Pathway That Encodes for Cyclic Depsipeptides

Thomas P. Wyche; Antonio C. Ruzzini; Christine Beemelmanns; Ki Hyun Kim; Jonathan L. Klassen; Shugeng Cao; Michael Poulsen; Tim S. Bugni; Cameron R. Currie; Jon Clardy

doi:10.1021/acs.orglett.7b00545

Linear Peptides Are the Major Products of a Biosynthetic Pathway That Encodes for Cyclic Depsipeptides

Thomas P. Wyche
, Antonio C. Ruzzini
, Christine Beemelmanns
, Ki Hyun Kim
, Jonathan L. Klassen
, Shugeng Cao
, Michael Poulsen
, Tim S. Bugni
, Cameron R. Currie
, Jon Clardy

Department of Pharmacy

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

38 Scopus citations

Abstract

Three new dentigerumycin analogues are produced by Streptomyces sp. M41, a bacterium isolated from a South African termite, Macrotermes natalensis. The structures of the complex nonribosomal peptide synthetase-polyketide synthase (NRPS/PKS) hybrid compounds were determined by 1D- and 2D-NMR spectroscopy, high-resolution mass spectrometry, and circular dichroism (CD) spectroscopy. Both cyclic and linear peptides are reported, and the genetic organization of the NRPS modules within the biosynthetic gene cluster accounts for the observed structural diversity.

Original language	English
Pages (from-to)	1772-1775
Number of pages	4
Journal	Organic Letters
Volume	19
Issue number	7
DOIs	https://doi.org/10.1021/acs.orglett.7b00545
State	Published - 7 Apr 2017

Access to Document

10.1021/acs.orglett.7b00545

Cite this

@article{07cf8d5f9b344fbe92d9452081be454e,

title = "Linear Peptides Are the Major Products of a Biosynthetic Pathway That Encodes for Cyclic Depsipeptides",

abstract = "Three new dentigerumycin analogues are produced by Streptomyces sp. M41, a bacterium isolated from a South African termite, Macrotermes natalensis. The structures of the complex nonribosomal peptide synthetase-polyketide synthase (NRPS/PKS) hybrid compounds were determined by 1D- and 2D-NMR spectroscopy, high-resolution mass spectrometry, and circular dichroism (CD) spectroscopy. Both cyclic and linear peptides are reported, and the genetic organization of the NRPS modules within the biosynthetic gene cluster accounts for the observed structural diversity.",

author = "Wyche, \{Thomas P.\} and Ruzzini, \{Antonio C.\} and Christine Beemelmanns and Kim, \{Ki Hyun\} and Klassen, \{Jonathan L.\} and Shugeng Cao and Michael Poulsen and Bugni, \{Tim S.\} and Currie, \{Cameron R.\} and Jon Clardy",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2017",

month = apr,

day = "7",

doi = "10.1021/acs.orglett.7b00545",

language = "English",

volume = "19",

pages = "1772--1775",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "7",

}

TY - JOUR

T1 - Linear Peptides Are the Major Products of a Biosynthetic Pathway That Encodes for Cyclic Depsipeptides

AU - Wyche, Thomas P.

AU - Ruzzini, Antonio C.

AU - Beemelmanns, Christine

AU - Kim, Ki Hyun

AU - Klassen, Jonathan L.

AU - Cao, Shugeng

AU - Poulsen, Michael

AU - Bugni, Tim S.

AU - Currie, Cameron R.

AU - Clardy, Jon

PY - 2017/4/7

Y1 - 2017/4/7

N2 - Three new dentigerumycin analogues are produced by Streptomyces sp. M41, a bacterium isolated from a South African termite, Macrotermes natalensis. The structures of the complex nonribosomal peptide synthetase-polyketide synthase (NRPS/PKS) hybrid compounds were determined by 1D- and 2D-NMR spectroscopy, high-resolution mass spectrometry, and circular dichroism (CD) spectroscopy. Both cyclic and linear peptides are reported, and the genetic organization of the NRPS modules within the biosynthetic gene cluster accounts for the observed structural diversity.

AB - Three new dentigerumycin analogues are produced by Streptomyces sp. M41, a bacterium isolated from a South African termite, Macrotermes natalensis. The structures of the complex nonribosomal peptide synthetase-polyketide synthase (NRPS/PKS) hybrid compounds were determined by 1D- and 2D-NMR spectroscopy, high-resolution mass spectrometry, and circular dichroism (CD) spectroscopy. Both cyclic and linear peptides are reported, and the genetic organization of the NRPS modules within the biosynthetic gene cluster accounts for the observed structural diversity.

UR - https://www.scopus.com/pages/publications/85017179138

U2 - 10.1021/acs.orglett.7b00545

DO - 10.1021/acs.orglett.7b00545

M3 - Article

C2 - 28326787

AN - SCOPUS:85017179138

SN - 1523-7060

VL - 19

SP - 1772

EP - 1775

JO - Organic Letters

JF - Organic Letters

IS - 7

ER -

Linear Peptides Are the Major Products of a Biosynthetic Pathway That Encodes for Cyclic Depsipeptides

Abstract

Access to Document

Other files and links

Fingerprint

Cite this