Synthesis of the Bacteriocin Glycopeptide Sublancin 168 and S-Glycosylated Variants

Yves S Y Hsieh; Brendan Wilkinson; Mitchell R O'Connell; Joel P Mackay; Jacqueline M Matthews; Richard J Payne

doi:10.1021/ol300557g

Synthesis of the Bacteriocin Glycopeptide Sublancin 168 and S-Glycosylated Variants

Yves S Y Hsieh, Brendan Wilkinson, Mitchell R O'Connell, Joel P Mackay, Jacqueline M Matthews, Richard J Payne

Chemistry

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50 Citations (Scopus)

Abstract

The synthesis of sublancin 168, a unique S-glucosylated bacteriocin antibiotic, is described. The natural product and two S-glycosylated variants were successfully prepared via native chemical ligation followed by folding. The synthetic glycopeptides were shown to possess primarily an α-helical secondary structure by CD and NMR studies.

Original language	English
Pages (from-to)	1910-1913
Journal	Organic Letters
Volume	14
Issue number	7
DOIs	https://doi.org/10.1021/ol300557g
Publication status	Published - 2012

Keywords

Biologically Active Molecules
Organic Chemical Synthesis
Proteins and Peptides

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10.1021/ol300557g

https://hdl.handle.net/1959.11/20675

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title = "Synthesis of the Bacteriocin Glycopeptide Sublancin 168 and S-Glycosylated Variants",

abstract = "The synthesis of sublancin 168, a unique S-glucosylated bacteriocin antibiotic, is described. The natural product and two S-glycosylated variants were successfully prepared via native chemical ligation followed by folding. The synthetic glycopeptides were shown to possess primarily an α-helical secondary structure by CD and NMR studies.",

keywords = "Biologically Active Molecules, Organic Chemical Synthesis, Proteins and Peptides",

author = "Hsieh, \{Yves S Y\} and Brendan Wilkinson and O'Connell, \{Mitchell R\} and Mackay, \{Joel P\} and Matthews, \{Jacqueline M\} and Payne, \{Richard J\}",

year = "2012",

doi = "10.1021/ol300557g",

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pages = "1910--1913",

journal = "Organic Letters",

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T1 - Synthesis of the Bacteriocin Glycopeptide Sublancin 168 and S-Glycosylated Variants

AU - Hsieh, Yves S Y

AU - Wilkinson, Brendan

AU - O'Connell, Mitchell R

AU - Mackay, Joel P

AU - Matthews, Jacqueline M

AU - Payne, Richard J

PY - 2012

Y1 - 2012

N2 - The synthesis of sublancin 168, a unique S-glucosylated bacteriocin antibiotic, is described. The natural product and two S-glycosylated variants were successfully prepared via native chemical ligation followed by folding. The synthetic glycopeptides were shown to possess primarily an α-helical secondary structure by CD and NMR studies.

AB - The synthesis of sublancin 168, a unique S-glucosylated bacteriocin antibiotic, is described. The natural product and two S-glycosylated variants were successfully prepared via native chemical ligation followed by folding. The synthetic glycopeptides were shown to possess primarily an α-helical secondary structure by CD and NMR studies.

KW - Biologically Active Molecules

KW - Organic Chemical Synthesis

KW - Proteins and Peptides

UR - https://www.scopus.com/pages/publications/84859620443

U2 - 10.1021/ol300557g

DO - 10.1021/ol300557g

M3 - Article

SN - 1523-7060

VL - 14

SP - 1910

EP - 1913

JO - Organic Letters

JF - Organic Letters

IS - 7

ER -

Synthesis of the Bacteriocin Glycopeptide Sublancin 168 and S-Glycosylated Variants

Abstract

Keywords

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