Non-symmetric cysteine stapling in native peptides and proteins

Sven Ullrich; Bishvanwesha Panda; Upamali Somathilake; Douglas J. Lawes; Christoph Nitsche

doi:10.1039/d4cc04995k

Non-symmetric cysteine stapling in native peptides and proteins

Sven Ullrich^*, Bishvanwesha Panda, Upamali Somathilake, Douglas J. Lawes, Christoph Nitsche^*

^*Corresponding author for this work

Research School of Chemistry

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

2 Citations (Scopus)

Abstract

Stapling rigidifies peptides through covalent linkages between amino acids. We introduce 2-chloromethyl-6-cyanopyridine for non-symmetric stapling of N-terminal and internal cysteines. This biocompatible method produces diverse peptide macrocycles with enhanced affinity, stability and inhibitory potency. It is applicable to native peptides and proteins alike, demonstrating potential for peptide drug discovery platforms.

Original language	English
Number of pages	4
Journal	Chemical Communications
DOIs	https://doi.org/10.1039/d4cc04995k
Publication status	Published - 10 Dec 2024

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title = "Non-symmetric cysteine stapling in native peptides and proteins",

abstract = "Stapling rigidifies peptides through covalent linkages between amino acids. We introduce 2-chloromethyl-6-cyanopyridine for non-symmetric stapling of N-terminal and internal cysteines. This biocompatible method produces diverse peptide macrocycles with enhanced affinity, stability and inhibitory potency. It is applicable to native peptides and proteins alike, demonstrating potential for peptide drug discovery platforms.",

author = "Sven Ullrich and Bishvanwesha Panda and Upamali Somathilake and Lawes, {Douglas J.} and Christoph Nitsche",

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doi = "10.1039/d4cc04995k",

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journal = "Chemical Communications",

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T1 - Non-symmetric cysteine stapling in native peptides and proteins

AU - Ullrich, Sven

AU - Panda, Bishvanwesha

AU - Somathilake, Upamali

AU - Lawes, Douglas J.

AU - Nitsche, Christoph

PY - 2024/12/10

Y1 - 2024/12/10

N2 - Stapling rigidifies peptides through covalent linkages between amino acids. We introduce 2-chloromethyl-6-cyanopyridine for non-symmetric stapling of N-terminal and internal cysteines. This biocompatible method produces diverse peptide macrocycles with enhanced affinity, stability and inhibitory potency. It is applicable to native peptides and proteins alike, demonstrating potential for peptide drug discovery platforms.

AB - Stapling rigidifies peptides through covalent linkages between amino acids. We introduce 2-chloromethyl-6-cyanopyridine for non-symmetric stapling of N-terminal and internal cysteines. This biocompatible method produces diverse peptide macrocycles with enhanced affinity, stability and inhibitory potency. It is applicable to native peptides and proteins alike, demonstrating potential for peptide drug discovery platforms.

UR - http://www.scopus.com/inward/record.url?scp=85212205164&partnerID=8YFLogxK

U2 - 10.1039/d4cc04995k

DO - 10.1039/d4cc04995k

M3 - Article

AN - SCOPUS:85212205164

SN - 1359-7345

JO - Chemical Communications

JF - Chemical Communications

ER -

Non-symmetric cysteine stapling in native peptides and proteins

Abstract

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