Total Syntheses of Cystobactamids and Structural Confirmation of Cystobactamid 919-2

Bichu Cheng, Rolf Müller, Dirk Trauner

Research output: Contribution to journalArticle

Abstract

The cystobactamids are a family of antibacterial natural products with unprecedented chemical scaffolds that are active against both Gram-positive and Gram-negative pathogens. Herein, we describe the first total synthesis of cystobactamid 919-2 from three fragments. Our convergent synthesis enabled both the confirmation of the correct structure and the determination of the absolute configuration of cystobactamid 919-2.

Original languageEnglish (US)
Pages (from-to)12755-12759
Number of pages5
JournalAngewandte Chemie - International Edition
Volume56
Issue number41
DOIs
StatePublished - 2017

Fingerprint

Pathogens
Biological Products
Scaffolds
cystobactamid 919-2

Keywords

  • absolute configuration
  • antibiotics
  • peptides
  • structure elucidation
  • total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Cite this

Total Syntheses of Cystobactamids and Structural Confirmation of Cystobactamid 919-2. / Cheng, Bichu; Müller, Rolf; Trauner, Dirk.

In: Angewandte Chemie - International Edition, Vol. 56, No. 41, 2017, p. 12755-12759.

Research output: Contribution to journalArticle

Cheng, Bichu ; Müller, Rolf ; Trauner, Dirk. / Total Syntheses of Cystobactamids and Structural Confirmation of Cystobactamid 919-2. In: Angewandte Chemie - International Edition. 2017 ; Vol. 56, No. 41. pp. 12755-12759.
@article{a9ece3274bd44e9882dfccf5f11505c5,
title = "Total Syntheses of Cystobactamids and Structural Confirmation of Cystobactamid 919-2",
abstract = "The cystobactamids are a family of antibacterial natural products with unprecedented chemical scaffolds that are active against both Gram-positive and Gram-negative pathogens. Herein, we describe the first total synthesis of cystobactamid 919-2 from three fragments. Our convergent synthesis enabled both the confirmation of the correct structure and the determination of the absolute configuration of cystobactamid 919-2.",
keywords = "absolute configuration, antibiotics, peptides, structure elucidation, total synthesis",
author = "Bichu Cheng and Rolf M{\"u}ller and Dirk Trauner",
year = "2017",
doi = "10.1002/anie.201705387",
language = "English (US)",
volume = "56",
pages = "12755--12759",
journal = "Angewandte Chemie - International Edition",
issn = "1433-7851",
publisher = "John Wiley and Sons Ltd",
number = "41",

}

TY - JOUR

T1 - Total Syntheses of Cystobactamids and Structural Confirmation of Cystobactamid 919-2

AU - Cheng, Bichu

AU - Müller, Rolf

AU - Trauner, Dirk

PY - 2017

Y1 - 2017

N2 - The cystobactamids are a family of antibacterial natural products with unprecedented chemical scaffolds that are active against both Gram-positive and Gram-negative pathogens. Herein, we describe the first total synthesis of cystobactamid 919-2 from three fragments. Our convergent synthesis enabled both the confirmation of the correct structure and the determination of the absolute configuration of cystobactamid 919-2.

AB - The cystobactamids are a family of antibacterial natural products with unprecedented chemical scaffolds that are active against both Gram-positive and Gram-negative pathogens. Herein, we describe the first total synthesis of cystobactamid 919-2 from three fragments. Our convergent synthesis enabled both the confirmation of the correct structure and the determination of the absolute configuration of cystobactamid 919-2.

KW - absolute configuration

KW - antibiotics

KW - peptides

KW - structure elucidation

KW - total synthesis

UR - http://www.scopus.com/inward/record.url?scp=85028698012&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85028698012&partnerID=8YFLogxK

U2 - 10.1002/anie.201705387

DO - 10.1002/anie.201705387

M3 - Article

C2 - 28731542

AN - SCOPUS:85028698012

VL - 56

SP - 12755

EP - 12759

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

SN - 1433-7851

IS - 41

ER -