Literature DB >> 21561136

Ribosylation of adenosine: an orthogonally protected building block for the synthesis of ADP-ribosyl oligomers.

Gerbrand J van der Heden van Noort1, Herman S Overkleeft, Gijsbert A van der Marel, Dmitri V Filippov.   

Abstract

A method to ribosylate adenosine on the 2' hydroxyl function in an α-selective fashion and in good yield is presented. Protective groups chosen for the acceptor and donor used in this glycosylation not only direct α-selectivity but also allow the construction of a fully orthogonally protected building block for the future assembly of oligo-ADP-ribosylated peptides and proteins.

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Year:  2011        PMID： 21561136     DOI： 10.1021/ol200971z

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  4 in total

1.  Synthesis of dimeric ADP-ribose and its structure with human poly(ADP-ribose) glycohydrolase.

Authors:  Michael J Lambrecht; Matthew Brichacek; Eva Barkauskaite; Antonio Ariza; Ivan Ahel; Paul J Hergenrother
Journal:  J Am Chem Soc       Date:  2015-03-04       Impact factor: 15.419

Review 2.  Direct Dehydrative Glycosylation of C1-Alcohols.

Authors:  Sloane O'Neill; Jacob Rodriguez; Maciej A Walczak
Journal:  Chem Asian J       Date:  2018-10-01

Review 3.  Chemical Tools to Study Protein ADP-Ribosylation.

Authors:  Gerbrand J van der Heden van Noort
Journal:  ACS Omega       Date:  2020-01-22

4.  Synthesis of glyceryl glycosides related to A-type prymnesin toxins.

Authors:  Edward S Hems; Sergey A Nepogodiev; Martin Rejzek; Robert A Field
Journal:  Carbohydr Res       Date:  2018-04-17       Impact factor: 2.975
  4 in total

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