A flow-based transition-metal-catalysed hydrogenolysis strategy to facilitate peptide side-chain deprotection

M. Menti-Platten; J.R. Aldrich-Wright; C.P. Gordon

doi:10.1039/d1ob02179f

A flow-based transition-metal-catalysed hydrogenolysis strategy to facilitate peptide side-chain deprotection

M. Menti-Platten, J.R. Aldrich-Wright, C.P. Gordon

Western Sydney University

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

2 Citations (Scopus)

Abstract

Orthogonal deprotection methodologies are an invaluable tool for the construction of site-specially modified peptides. Here, we report a facile 10% Pd/CaCO3-based procedure to selectively mediate NÎ²-side-chain Cbz-lysis from extended peptide sequences in the presence of trityl andt-Butyl protecting groups.

Original language	English
Pages (from-to)	106-112
Number of pages	7
Journal	Organic and Biomolecular Chemistry
Volume	20
Issue number	1
DOIs	https://doi.org/10.1039/d1ob02179f
Publication status	Published - 2022

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10.1039/d1ob02179f

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title = "A flow-based transition-metal-catalysed hydrogenolysis strategy to facilitate peptide side-chain deprotection",

abstract = "Orthogonal deprotection methodologies are an invaluable tool for the construction of site-specially modified peptides. Here, we report a facile 10% Pd/CaCO3-based procedure to selectively mediate N{\^I}²-side-chain Cbz-lysis from extended peptide sequences in the presence of trityl andt-Butyl protecting groups.",

author = "M. Menti-Platten and J.R. Aldrich-Wright and C.P. Gordon",

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doi = "10.1039/d1ob02179f",

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AU - Menti-Platten, M.

AU - Aldrich-Wright, J.R.

AU - Gordon, C.P.

PY - 2022

Y1 - 2022

N2 - Orthogonal deprotection methodologies are an invaluable tool for the construction of site-specially modified peptides. Here, we report a facile 10% Pd/CaCO3-based procedure to selectively mediate NÎ²-side-chain Cbz-lysis from extended peptide sequences in the presence of trityl andt-Butyl protecting groups.

AB - Orthogonal deprotection methodologies are an invaluable tool for the construction of site-specially modified peptides. Here, we report a facile 10% Pd/CaCO3-based procedure to selectively mediate NÎ²-side-chain Cbz-lysis from extended peptide sequences in the presence of trityl andt-Butyl protecting groups.

UR - https://hdl.handle.net/1959.7/uws:66700

U2 - 10.1039/d1ob02179f

DO - 10.1039/d1ob02179f

M3 - Article

SN - 1477-0520

VL - 20

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EP - 112

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 1

ER -

A flow-based transition-metal-catalysed hydrogenolysis strategy to facilitate peptide side-chain deprotection

Abstract

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