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Computational studies on the Carboni-Lindsey reaction

Klingler, Simon; Holland, Jason P (2021). Computational studies on the Carboni-Lindsey reaction. Computational and Theoretical Chemistry, 1197:113161.

Abstract

The Carboni-Lindsey reaction between tetrazines and strained unsaturated hydrocarbons has in recent years become a useful tool in bioorthogonal chemistry for labelling biomolecules in vitro and in vivo. Here, we report computational studies on the mechanism of the Diels-Alder/Retro-Diels-Alder reaction between a commercially available tetrazine and norbornene. Isomerism of the reaction with a norbornene-amide relevant for applications in bioconjugation chemistry, as well as the role of protonation in the mechanism, is assessed.

Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Life Sciences > Biochemistry
Physical Sciences > Condensed Matter Physics
Physical Sciences > Physical and Theoretical Chemistry
Uncontrolled Keywords:Physical and Theoretical Chemistry, Condensed Matter Physics, Biochemistry
Language:English
Date:1 March 2021
Deposited On:21 Jan 2022 06:04
Last Modified:27 Oct 2024 02:35
Publisher:Elsevier
ISSN:2210-271X
OA Status:Green
Publisher DOI:https://doi.org/10.1016/j.comptc.2021.113161
Project Information:
  • Funder: Krebsliga Schweiz
  • Grant ID: KLS-4257-08-2017
  • Project Title:
  • Funder: SNSF
  • Grant ID: PP00P2_163683
  • Project Title: Advanced radiochemical methods for multi-modal imaging with nanomedicines
  • Funder: SNSF
  • Grant ID: PP00P2_190093
  • Project Title: Radiochemistry in a Flash: Advanced methods for the synthesis of multi-modal imaging agents
  • Funder: H2020
  • Grant ID: 676904
  • Project Title: Developing multi-modality nanomedicines for targeted annotation of oncogenic signaling pathways
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  • Licence: Creative Commons: Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)

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