Literature DB >> 12375895

Development of co- and post-translational synthetic strategies to C-neoglycopeptides.

Glenn J McGarvey1, Tyler E Benedum, Frank W Schmidtmann.   

Abstract

[reaction: see text] The synthesis of stable, C-linked analogues of glycopeptides is being investigated with two complementary synthetic strategies, co-translational and post-translational glycopeptide synthesis. The key feature of the present approach lies in an effective olefin cross-metathesis reaction that allows formation of both glycoamino acids and glycopeptides.

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Year:  2002        PMID: 12375895     DOI: 10.1021/ol0264861

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


  9 in total

1.  Novel furanoid alpha-substitued alpha-amino acid as a potent turn mimic in peptide synthesis.

Authors:  Miroslava Martinková; Jozef Gonda; Jana Raschmanová
Journal:  Molecules       Date:  2006-07-26       Impact factor: 4.411

2.  Synthesis of a Homologous Series of Side Chain Extended Orthogonally-Protected Aminooxy-Containing Amino Acids.

Authors:  Fa Liu; Joshua Thomas; Terrence R Burke
Journal:  Synthesis (Stuttg)       Date:  2008       Impact factor: 3.157

3.  Asymmetric Petasis Borono-Mannich Allylation Reactions Catalyzed by Chiral Biphenols.

Authors:  Yao Jiang; Scott E Schaus
Journal:  Angew Chem Int Ed Engl       Date:  2017-01-04       Impact factor: 15.336

4.  A convenient synthesis of the C-1-phosphonate analogue of UDP-GlcNAc and its evaluation as an inhibitor of O-linked GlcNAc transferase (OGT).

Authors:  Jan Hajduch; Ghilsoo Nam; Eun Ju Kim; Roland Fröhlich; John A Hanover; Kenneth L Kirk
Journal:  Carbohydr Res       Date:  2007-11-01       Impact factor: 2.104

5.  Synthesis of β-C-GlcNAc Ser from β-C-Glc Ser.

Authors:  Ernest G Nolen; Leyan Li; Kristopher V Waynant
Journal:  J Org Chem       Date:  2013-06-17       Impact factor: 4.354

6.  Efficient carbon-Ferrier rearrangement on glycals mediated by ceric ammonium nitrate: Application to the synthesis of 2-deoxy-2-amino-C-glycoside.

Authors:  Alafia A Ansari; Y Suman Reddy; Yashwant D Vankar
Journal:  Beilstein J Org Chem       Date:  2014-01-30       Impact factor: 2.883

Review 7.  Synthesis of glycopeptides and glycopeptide conjugates.

Authors:  Ward Doelman; Sander I van Kasteren
Journal:  Org Biomol Chem       Date:  2022-08-24       Impact factor: 3.890

8.  A novel synthetic approach to C-glycosyl-D- and L-alanines.

Authors:  Miroslava Martinková; Jozef Gonda; Jana Raschmanová; Alexandra Novodomská; Jozef Kozísek; Lucia Perasinová
Journal:  Molecules       Date:  2008-12-15       Impact factor: 4.411

9.  Aziridine Ring Opening as Regio- and Stereoselective Access to C-Glycosyl-Aminoethyl Sulfide Derivatives.

Authors:  Aleksandra Tracz; Martyna Malinowska; Stanisław Leśniak; Anna Zawisza
Journal:  Molecules       Date:  2022-03-08       Impact factor: 4.411

  9 in total

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