Convenient access to β-substituted cysteines and β- and γ-mercapto prolines

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Standard

Convenient access to β-substituted cysteines and β- and γ-mercapto prolines. / Hansen, Jacob C.; Rabuffetti, Marco; Bunch, Lennart.

I: Canadian Journal of Chemistry, Bind 101, Nr. 5, 2023, s. 326-333.

Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt

Harvard

Hansen, JC, Rabuffetti, M & Bunch, L 2023, 'Convenient access to β-substituted cysteines and β- and γ-mercapto prolines', Canadian Journal of Chemistry, bind 101, nr. 5, s. 326-333. https://doi.org/10.1139/cjc-2022-0161

APA

Hansen, J. C., Rabuffetti, M., & Bunch, L. (2023). Convenient access to β-substituted cysteines and β- and γ-mercapto prolines. Canadian Journal of Chemistry, 101(5), 326-333. https://doi.org/10.1139/cjc-2022-0161

Vancouver

Hansen JC, Rabuffetti M, Bunch L. Convenient access to β-substituted cysteines and β- and γ-mercapto prolines. Canadian Journal of Chemistry. 2023;101(5):326-333. https://doi.org/10.1139/cjc-2022-0161

Author

Hansen, Jacob C. ; Rabuffetti, Marco ; Bunch, Lennart. / Convenient access to β-substituted cysteines and β- and γ-mercapto prolines. I: Canadian Journal of Chemistry. 2023 ; Bind 101, Nr. 5. s. 326-333.

Bibtex

@article{c97b45cefee54300bb4db69a49075ebf,
title = "Convenient access to β-substituted cysteines and β- and γ-mercapto prolines",
abstract = "Herein we describe a convenient method for the synthesis of the ,8-substituted Cys analogs 1a, b and trans-,8-mercapto proline 1c, from their corresponding a ,,8-unsaturated-a-amino esters using p-methoxybenzyl mercaptan as the sulfur source. The intermediate ,8-thioethers are stable toward chromatographic purification, and after global deprotection the ,8-mercapto amino acids 1a-c are obtained in good to high yields (64%-99%).",
keywords = "cysteine analogs, proline analogs, SITE-SPECIFIC INCORPORATION, UNNATURAL AMINO-ACIDS, PEPTIDOMIMETICS, ANALOGS, DESIGN, TOOL",
author = "Hansen, {Jacob C.} and Marco Rabuffetti and Lennart Bunch",
year = "2023",
doi = "10.1139/cjc-2022-0161",
language = "English",
volume = "101",
pages = "326--333",
journal = "Canadian Journal of Chemistry",
issn = "0008-4042",
publisher = "NRC Research Press",
number = "5",

}

RIS

TY - JOUR

T1 - Convenient access to β-substituted cysteines and β- and γ-mercapto prolines

AU - Hansen, Jacob C.

AU - Rabuffetti, Marco

AU - Bunch, Lennart

PY - 2023

Y1 - 2023

N2 - Herein we describe a convenient method for the synthesis of the ,8-substituted Cys analogs 1a, b and trans-,8-mercapto proline 1c, from their corresponding a ,,8-unsaturated-a-amino esters using p-methoxybenzyl mercaptan as the sulfur source. The intermediate ,8-thioethers are stable toward chromatographic purification, and after global deprotection the ,8-mercapto amino acids 1a-c are obtained in good to high yields (64%-99%).

AB - Herein we describe a convenient method for the synthesis of the ,8-substituted Cys analogs 1a, b and trans-,8-mercapto proline 1c, from their corresponding a ,,8-unsaturated-a-amino esters using p-methoxybenzyl mercaptan as the sulfur source. The intermediate ,8-thioethers are stable toward chromatographic purification, and after global deprotection the ,8-mercapto amino acids 1a-c are obtained in good to high yields (64%-99%).

KW - cysteine analogs

KW - proline analogs

KW - SITE-SPECIFIC INCORPORATION

KW - UNNATURAL AMINO-ACIDS

KW - PEPTIDOMIMETICS

KW - ANALOGS

KW - DESIGN

KW - TOOL

U2 - 10.1139/cjc-2022-0161

DO - 10.1139/cjc-2022-0161

M3 - Journal article

VL - 101

SP - 326

EP - 333

JO - Canadian Journal of Chemistry

JF - Canadian Journal of Chemistry

SN - 0008-4042

IS - 5

ER -

ID: 341260058