Literature DB >> 18376863

Racemization-free synthesis of S-alkylated cysteines via thiol-ene reaction.

Gemma Triola1, Luc Brunsveld, Herbert Waldmann.   

Abstract

Treatment of differently protected and unprotected cysteines with a variety of alkenes in the presence of a radical initiator (AIBN) afforded the corresponding S-alkylated cysteines in high yields and without racemization.

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Year:  2008        PMID: 18376863     DOI: 10.1021/jo800198s

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  8 in total

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Review 2.  Chemical Methods for Encoding and Decoding of Posttranslational Modifications.

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4.  A facile synthesis of cysteine-based diketopiperazine from thiol-protected precursor.

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Journal:  R Soc Open Sci       Date:  2018-06-20       Impact factor: 2.963

5.  How Membrane Geometry Regulates Protein Sorting Independently of Mean Curvature.

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Review 6.  Applications of Thiol-Ene Chemistry for Peptide Science.

Authors:  Mark D Nolan; Eoin M Scanlan
Journal:  Front Chem       Date:  2020-11-12       Impact factor: 5.221

7.  Bioorthogonal chemistry: fishing for selectivity in a sea of functionality.

Authors:  Ellen M Sletten; Carolyn R Bertozzi
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

8.  The photochemical thiol-ene reaction as a versatile method for the synthesis of glutathione S-conjugates targeting the bacterial potassium efflux system Kef.

Authors:  Jess Healy; Tim Rasmussen; Samantha Miller; Ian R Booth; Stuart J Conway
Journal:  Org Chem Front       Date:  2016-02-26       Impact factor: 5.281

  8 in total

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