Structure–Activity Relationship Study Based on Autoinducing Peptide (AIP) from Dog Pathogen S. schleiferi

Bengt H. Gless; Pai Peng; Katja Desiree Pedersen; Charlotte Held Gotfredsen; Hanne Ingmer; Christian A. Olsen

doi:10.1021/acs.orglett.7b02550

Structure–Activity Relationship Study Based on Autoinducing Peptide (AIP) from Dog Pathogen S. schleiferi

Bengt H. Gless
, Pai Peng
, Katja Desiree Pedersen
, Charlotte Held Gotfredsen
, Hanne Ingmer
, Christian A. Olsen

Department of Chemistry

University of Copenhagen

Research output: Contribution to journal › Journal article › Research › peer-review

Abstract

Herein,an effective protocol for solid-phase synthesis of peptidethiolactones by concomitant ring closure and cleavage from the solidsupport is reported. The strategy was applied for mapping the importanceof the structural features in S. schleiferi AIP (5) by performing an alanine scan and truncation of this naturalcompound. This furnished some of the most potent inhibitors of accessorygene regulator (agr)-I in the human pathogen S. aureus reported to date.

Original language	English
Journal	Organic Letters
Volume	19
Issue number	19
Pages (from-to)	5276-5279
ISSN	1523-7060
DOIs	https://doi.org/10.1021/acs.orglett.7b02550
Publication status	Published - 2017

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title = "Structure–Activity Relationship Study Based on Autoinducing Peptide (AIP) from Dog Pathogen S. schleiferi",

abstract = "Herein,an effective protocol for solid-phase synthesis of peptidethiolactones by concomitant ring closure and cleavage from the solidsupport is reported. The strategy was applied for mapping the importanceof the structural features in S. schleiferi AIP (5) by performing an alanine scan and truncation of this naturalcompound. This furnished some of the most potent inhibitors of accessorygene regulator (agr)-I in the human pathogen S. aureus reported to date.",

author = "Gless, \{Bengt H.\} and Pai Peng and Pedersen, \{Katja Desiree\} and Gotfredsen, \{Charlotte Held\} and Hanne Ingmer and Olsen, \{Christian A.\}",

year = "2017",

doi = "10.1021/acs.orglett.7b02550",

language = "English",

volume = "19",

pages = "5276--5279",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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T1 - Structure–Activity Relationship Study Based on Autoinducing Peptide (AIP) from Dog Pathogen S. schleiferi

AU - Gless, Bengt H.

AU - Peng, Pai

AU - Pedersen, Katja Desiree

AU - Gotfredsen, Charlotte Held

AU - Ingmer, Hanne

AU - Olsen, Christian A.

PY - 2017

Y1 - 2017

N2 - Herein,an effective protocol for solid-phase synthesis of peptidethiolactones by concomitant ring closure and cleavage from the solidsupport is reported. The strategy was applied for mapping the importanceof the structural features in S. schleiferi AIP (5) by performing an alanine scan and truncation of this naturalcompound. This furnished some of the most potent inhibitors of accessorygene regulator (agr)-I in the human pathogen S. aureus reported to date.

AB - Herein,an effective protocol for solid-phase synthesis of peptidethiolactones by concomitant ring closure and cleavage from the solidsupport is reported. The strategy was applied for mapping the importanceof the structural features in S. schleiferi AIP (5) by performing an alanine scan and truncation of this naturalcompound. This furnished some of the most potent inhibitors of accessorygene regulator (agr)-I in the human pathogen S. aureus reported to date.

U2 - 10.1021/acs.orglett.7b02550

DO - 10.1021/acs.orglett.7b02550

M3 - Journal article

C2 - 28952740

SN - 1523-7060

VL - 19

SP - 5276

EP - 5279

JO - Organic Letters

JF - Organic Letters

IS - 19

ER -

Structure–Activity Relationship Study Based on Autoinducing Peptide (AIP) from Dog Pathogen S. schleiferi

Abstract

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