Investigations into the decomposition of aminoacyl-substituted monosaccharide scaffolds from a drug discovery library-Reference-Cited by-同舟云学术

Investigations into the decomposition of aminoacyl-substituted monosaccharide scaffolds from a drug discovery library

Published:2015 Issue:13 Volume:13 Page:4070-4079
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

He Q. Q.¹²³⁴,Wimmer N.⁵⁶⁴,Verquin G.⁵⁶⁴,Meutermans W.⁵⁶⁴,Ferro V.¹²³⁴

Affiliation:

1. School of Chemistry and Molecular Biosciences

2. the University of Queensland

3. Brisbane

4. Australia

5. Alchemia Ltd

6. Eight Mile Plains

Abstract

Decomposition of aminoacyl-substituted d-galactoside scaffolds under acidic conditions is dependent on the length of the side chain and is accelerated by the presence of a free hydroxyl group at C-6. In the latter case, evidence is provided that the reaction occurs via an N- to O-acyl transfer.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/OB/C5OB00122F

Reference29 articles.

1. Development of an Efficient, Regio- and Stereoselective Route to Libraries Based on the β-d-Glucose Scaffold

2. K. C. Nicolaou , J. M.Salvino, K.Raynor, S.Pietranico, T.Reisine, R. M.Freidinger and R.Hirschmann, in Peptides, Chemistry, Structure and Biology: Proceedings of the 11th American Peptide Symposium, ed J. E. Rivier and G. R. Marshall, ESCOM, Leiden, 1990, pp. 881–884

3. Biological Diversity from a Structurally Diverse Library: Systematically Scanning Conformational Space Using a Pyranose Scaffold

4. Molecular diversity through sugar scaffolds

5. De novo design and synthesis of somatostatin non-peptide peptidomimetics utilizing .beta.-D-glucose as a novel scaffolding

Cited by 3 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Immunogenicity Assessment of Cell Wall Carbohydrates of Group A Streptococcus via Self-Adjuvanted Glyco-lipopeptides;ACS Infectious Diseases;2021-02-03

2. Synthesis and structural insights into the binding mode of the albomycin δ1 core and its analogues in complex with their target aminoacyl-tRNA synthetase;Bioorganic & Medicinal Chemistry;2020-09

3. Combinatorial Chemistry Online Volume 17, Issue 6, June 2015;Combinatorial Chemistry - an Online Journal;2015-06