Backbone-Fluorinated 1,2,3-Triazole-Containing Dipeptide Surrogates

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

Standard

Backbone-Fluorinated 1,2,3-Triazole-Containing Dipeptide Surrogates. / Engel-Andreasen, Jens; Wellhöfer, Isabelle; Wich, Kathrine; Olsen, Christian A.

In: Journal of Organic Chemistry, Vol. 82, No. 21, 16.10.2017, p. 11613-11619.

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

Harvard

Engel-Andreasen, J, Wellhöfer, I, Wich, K & Olsen, CA 2017, 'Backbone-Fluorinated 1,2,3-Triazole-Containing Dipeptide Surrogates', Journal of Organic Chemistry, vol. 82, no. 21, pp. 11613-11619. https://doi.org/10.1021/acs.joc.7b01744

APA

Engel-Andreasen, J., Wellhöfer, I., Wich, K., & Olsen, C. A. (2017). Backbone-Fluorinated 1,2,3-Triazole-Containing Dipeptide Surrogates. Journal of Organic Chemistry, 82(21), 11613-11619. https://doi.org/10.1021/acs.joc.7b01744

Vancouver

Engel-Andreasen J, Wellhöfer I, Wich K, Olsen CA. Backbone-Fluorinated 1,2,3-Triazole-Containing Dipeptide Surrogates. Journal of Organic Chemistry. 2017 Oct 16;82(21):11613-11619. https://doi.org/10.1021/acs.joc.7b01744

Author

Engel-Andreasen, Jens ; Wellhöfer, Isabelle ; Wich, Kathrine ; Olsen, Christian A. / Backbone-Fluorinated 1,2,3-Triazole-Containing Dipeptide Surrogates. In: Journal of Organic Chemistry. 2017 ; Vol. 82, No. 21. pp. 11613-11619.

Bibtex

@article{a85c69c4eaa94b7cb052ca33e97a4377,
title = "Backbone-Fluorinated 1,2,3-Triazole-Containing Dipeptide Surrogates",
abstract = "The 1,2,3-triazole moiety can be incorporated as a peptide bond bioisostere to provide protease resistance in peptidomimetics. Herein, we report the synthesis of peptidomimetic building blocks containing backbone-fluorinated 1,4-disubstituted 1,2,3-triazole moieties. Synthetic protocols for the preparation of various Xaa-Gly dipeptide surrogates in the form of Xaa-ψ[triazole]-F2Gly building blocks were established, and selected examples were introduced into the endogenous peptide opioid receptor ligand Leu-enkephalin as a model compound.",
keywords = "Journal Article",
author = "Jens Engel-Andreasen and Isabelle Wellh{\"o}fer and Kathrine Wich and Olsen, {Christian A}",
year = "2017",
month = oct,
day = "16",
doi = "10.1021/acs.joc.7b01744",
language = "English",
volume = "82",
pages = "11613--11619",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "21",

}

RIS

TY - JOUR

T1 - Backbone-Fluorinated 1,2,3-Triazole-Containing Dipeptide Surrogates

AU - Engel-Andreasen, Jens

AU - Wellhöfer, Isabelle

AU - Wich, Kathrine

AU - Olsen, Christian A

PY - 2017/10/16

Y1 - 2017/10/16

N2 - The 1,2,3-triazole moiety can be incorporated as a peptide bond bioisostere to provide protease resistance in peptidomimetics. Herein, we report the synthesis of peptidomimetic building blocks containing backbone-fluorinated 1,4-disubstituted 1,2,3-triazole moieties. Synthetic protocols for the preparation of various Xaa-Gly dipeptide surrogates in the form of Xaa-ψ[triazole]-F2Gly building blocks were established, and selected examples were introduced into the endogenous peptide opioid receptor ligand Leu-enkephalin as a model compound.

AB - The 1,2,3-triazole moiety can be incorporated as a peptide bond bioisostere to provide protease resistance in peptidomimetics. Herein, we report the synthesis of peptidomimetic building blocks containing backbone-fluorinated 1,4-disubstituted 1,2,3-triazole moieties. Synthetic protocols for the preparation of various Xaa-Gly dipeptide surrogates in the form of Xaa-ψ[triazole]-F2Gly building blocks were established, and selected examples were introduced into the endogenous peptide opioid receptor ligand Leu-enkephalin as a model compound.

KW - Journal Article

U2 - 10.1021/acs.joc.7b01744

DO - 10.1021/acs.joc.7b01744

M3 - Journal article

C2 - 28985056

VL - 82

SP - 11613

EP - 11619

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 21

ER -

ID: 184573364