Safety‐catch linkers for Fmoc solid‐phase synthesis of peptide thioesters and hydrazides by amide‐to‐imide activation

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Standard

Safety‐catch linkers for Fmoc solid‐phase synthesis of peptide thioesters and hydrazides by amide‐to‐imide activation. / Paprocki, Maciej P.; Rasmussen, Jakob E.; Sørensen, Kasper K.; Jensen, Knud J.

I: Journal of Peptide Science, Bind 27, Nr. 12, e3364, 2021.

Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt

Harvard

Paprocki, MP, Rasmussen, JE, Sørensen, KK & Jensen, KJ 2021, 'Safety‐catch linkers for Fmoc solid‐phase synthesis of peptide thioesters and hydrazides by amide‐to‐imide activation', Journal of Peptide Science, bind 27, nr. 12, e3364. https://doi.org/10.1002/psc.3364

APA

Paprocki, M. P., Rasmussen, J. E., Sørensen, K. K., & Jensen, K. J. (2021). Safety‐catch linkers for Fmoc solid‐phase synthesis of peptide thioesters and hydrazides by amide‐to‐imide activation. Journal of Peptide Science, 27(12), [e3364]. https://doi.org/10.1002/psc.3364

Vancouver

Paprocki MP, Rasmussen JE, Sørensen KK, Jensen KJ. Safety‐catch linkers for Fmoc solid‐phase synthesis of peptide thioesters and hydrazides by amide‐to‐imide activation. Journal of Peptide Science. 2021;27(12). e3364. https://doi.org/10.1002/psc.3364

Author

Paprocki, Maciej P. ; Rasmussen, Jakob E. ; Sørensen, Kasper K. ; Jensen, Knud J. / Safety‐catch linkers for Fmoc solid‐phase synthesis of peptide thioesters and hydrazides by amide‐to‐imide activation. I: Journal of Peptide Science. 2021 ; Bind 27, Nr. 12.

Bibtex

@article{0fed8377c4c74a53b5bde2a4cee27b3d,
title = "Safety‐catch linkers for Fmoc solid‐phase synthesis of peptide thioesters and hydrazides by amide‐to‐imide activation",
abstract = "The use of C-terminal peptide thioesters and hydrazides in synthetic protein chemistry has inspired the search for optimal solid-phase peptide synthesis (SPPS) strategies for their assembly. However, peptide thioesters are not directly accessible by conventional Fmoc-SPPS owing to the nucleophilicity of the secondary amine required for Fmoc removal. Here, we report the mild and effective activation of the pGlu linker and a new safety-catch linker that was used for the convenient synthesis of peptide thioesters and hydrazides via efficient amide-to-imide activation followed by nucleophilic displacement.",
author = "Paprocki, {Maciej P.} and Rasmussen, {Jakob E.} and S{\o}rensen, {Kasper K.} and Jensen, {Knud J.}",
year = "2021",
doi = "10.1002/psc.3364",
language = "English",
volume = "27",
journal = "Journal of Peptide Science",
issn = "1075-2617",
publisher = "JohnWiley & Sons Ltd",
number = "12",

}

RIS

TY - JOUR

T1 - Safety‐catch linkers for Fmoc solid‐phase synthesis of peptide thioesters and hydrazides by amide‐to‐imide activation

AU - Paprocki, Maciej P.

AU - Rasmussen, Jakob E.

AU - Sørensen, Kasper K.

AU - Jensen, Knud J.

PY - 2021

Y1 - 2021

N2 - The use of C-terminal peptide thioesters and hydrazides in synthetic protein chemistry has inspired the search for optimal solid-phase peptide synthesis (SPPS) strategies for their assembly. However, peptide thioesters are not directly accessible by conventional Fmoc-SPPS owing to the nucleophilicity of the secondary amine required for Fmoc removal. Here, we report the mild and effective activation of the pGlu linker and a new safety-catch linker that was used for the convenient synthesis of peptide thioesters and hydrazides via efficient amide-to-imide activation followed by nucleophilic displacement.

AB - The use of C-terminal peptide thioesters and hydrazides in synthetic protein chemistry has inspired the search for optimal solid-phase peptide synthesis (SPPS) strategies for their assembly. However, peptide thioesters are not directly accessible by conventional Fmoc-SPPS owing to the nucleophilicity of the secondary amine required for Fmoc removal. Here, we report the mild and effective activation of the pGlu linker and a new safety-catch linker that was used for the convenient synthesis of peptide thioesters and hydrazides via efficient amide-to-imide activation followed by nucleophilic displacement.

U2 - 10.1002/psc.3364

DO - 10.1002/psc.3364

M3 - Journal article

C2 - 34505745

VL - 27

JO - Journal of Peptide Science

JF - Journal of Peptide Science

SN - 1075-2617

IS - 12

M1 - e3364

ER -

ID: 280061349