Literature DB >> 30695126

Dissociative Bioorthogonal Reactions.

Julian Tu1, Minghao Xu1, Raphael M Franzini1.   

Abstract

Bioorthogonal reactions that proceed readily under physiological conditions without interference from biomolecules have found widespread application in the life sciences. Complementary to the bioorthogonal reactions that ligate two molecules, reactions that release a molecule or cleave a linker are increasingly attracting interest. Such dissociative bioorthogonal reactions have a broad spectrum of uses, for example, in controlling bio-macromolecule activity, in drug delivery, and in diagnostic assays. This review article summarizes the developed bioorthogonal reactions linked to a release step, outlines representative areas of the applications of such reactions, and discusses aspects that require further improvement.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords:  bioorthogonal chemistry; cleavage reactions; cycloaddition; drug delivery; protecting groups

Mesh:

Substances:

Year:  2019        PMID: 30695126     DOI: 10.1002/cbic.201800810

Source DB:  PubMed          Journal:  Chembiochem        ISSN: 1439-4227            Impact factor:   3.164


  18 in total

1.  Divergent Synthesis of Monosubstituted and Unsymmetrical 3,6-Disubstituted Tetrazines from Carboxylic Ester Precursors.

Authors:  Yixin Xie; Yinzhi Fang; Zhen Huang; Amanda M Tallon; Christopher W Am Ende; Joseph M Fox
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-07       Impact factor: 15.336

2.  Bioorthogonal chemistry.

Authors:  Samuel L Scinto; Didier A Bilodeau; Robert Hincapie; Wankyu Lee; Sean S Nguyen; Minghao Xu; Christopher W Am Ende; M G Finn; Kathrin Lang; Qing Lin; John Paul Pezacki; Jennifer A Prescher; Marc S Robillard; Joseph M Fox
Journal:  Nat Rev Methods Primers       Date:  2021-04-15

3.  Bioorthogonal Click and Release: A General, Rapid, Chemically Revertible Bioconjugation Strategy Employing Enamine N-oxides.

Authors:  Dahye Kang; Sanghyeon Lee; Justin Kim
Journal:  Chem       Date:  2022-06-15       Impact factor: 25.832

4.  Intracellular Activation of Anticancer Therapeutics Using Polymeric Bioorthogonal Nanocatalysts.

Authors:  Xianzhi Zhang; Ryan F Landis; Puspam Keshri; Roberto Cao-Milán; David C Luther; Sanjana Gopalakrishnan; Yuanchang Liu; Rui Huang; Gengtan Li; Morgane Malassiné; Imad Uddin; Brayan Rondon; Vincent M Rotello
Journal:  Adv Healthc Mater       Date:  2020-12-13       Impact factor: 9.933

5.  Control of RNA with quinone methide reversible acylating reagents.

Authors:  Hyun Shin Park; Biswarup Jash; Lu Xiao; Yong Woong Jun; Eric T Kool
Journal:  Org Biomol Chem       Date:  2021-10-06       Impact factor: 3.890

6.  Stable, Reactive, and Orthogonal Tetrazines: Dispersion Forces Promote the Cycloaddition with Isonitriles.

Authors:  Julian Tu; Dennis Svatunek; Saba Parvez; Albert C Liu; Brian J Levandowski; Hannah J Eckvahl; Randall T Peterson; Kendall N Houk; Raphael M Franzini
Journal:  Angew Chem Int Ed Engl       Date:  2019-06-06       Impact factor: 16.823

7.  Bioorthogonal release of anticancer drugs via gold-triggered 2-alkynylbenzamide cyclization.

Authors:  Kenward Vong; Tomoya Yamamoto; Tsung-Che Chang; Katsunori Tanaka
Journal:  Chem Sci       Date:  2020-09-02       Impact factor: 9.825

8.  Synthetic methodology towards allylic trans-cyclooctene-ethers enables modification of carbohydrates: bioorthogonal manipulation of the lac repressor.

Authors:  Mark A R de Geus; G J Mirjam Groenewold; Elmer Maurits; Can Araman; Sander I van Kasteren
Journal:  Chem Sci       Date:  2020-09-08       Impact factor: 9.825

9.  "Close-to-Release": Spontaneous Bioorthogonal Uncaging Resulting from Ring-Closing Metathesis.

Authors:  Valerio Sabatino; Johannes G Rebelein; Thomas R Ward
Journal:  J Am Chem Soc       Date:  2019-09-19       Impact factor: 15.419

10.  Isonitrile-responsive and bioorthogonally removable tetrazine protecting groups.

Authors:  Julian Tu; Dennis Svatunek; Saba Parvez; Hannah J Eckvahl; Minghao Xu; Randall T Peterson; K N Houk; Raphael M Franzini
Journal:  Chem Sci       Date:  2019-11-05       Impact factor: 9.825

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