Publication

Synthesis of biotinylated glycosulfopeptides by chemoselective ligation

2001
Journal Articles

Abstract

Tyrosine sulfation and O-glycosylation are two post-translational modifications playing an essential role in modulation of biol. activity, protein folding and cellular communication. Here, a novel chem. approach for the synthesis of biotinylated glycosulfopeptides is described based on a combination of acid labile protecting groups, highly acid sensitive resins and two orthogonal chemoselective ligation reactions. [on SciFinder (R)]

Official source

Graph Chat

Chat with Graph Search

Ask any question about EPFL courses, lectures, exercises, research, news, etc. or try the example questions below.

DISCLAIMER: The Graph Chatbot is not programmed to provide explicit or categorical answers to your questions. Rather, it transforms your questions into API requests that are distributed across the various IT services officially administered by EPFL. Its purpose is solely to collect and recommend relevant references to content that you can explore to help you answer your questions.

2001
Journal Articles

Abstract

Official source

Related concepts (25)

O-linked glycosylation

O-linked glycosylation is the attachment of a sugar molecule to the oxygen atom of serine (Ser) or threonine (Thr) residues in a protein. O-glycosylation is a post-translational modification that occurs after the protein has been synthesised. In eukaryotes, it occurs in the endoplasmic reticulum, Golgi apparatus and occasionally in the cytoplasm; in prokaryotes, it occurs in the cytoplasm. Several different sugars can be added to the serine or threonine, and they affect the protein in different ways by changing protein stability and regulating protein activity.

Glycosylation

Glycosylation is the reaction in which a carbohydrate (or 'glycan'), i.e. a glycosyl donor, is attached to a hydroxyl or other functional group of another molecule (a glycosyl acceptor) in order to form a glycoconjugate. In biology (but not always in chemistry), glycosylation usually refers to an enzyme-catalysed reaction, whereas glycation (also 'non-enzymatic glycation' and 'non-enzymatic glycosylation') may refer to a non-enzymatic reaction. Glycosylation is a form of co-translational and post-translational modification.

Peptide synthesis

In organic chemistry, peptide synthesis is the production of peptides, compounds where multiple amino acids are linked via amide bonds, also known as peptide bonds. Peptides are chemically synthesized by the condensation reaction of the carboxyl group of one amino acid to the amino group of another. Protecting group strategies are usually necessary to prevent undesirable side reactions with the various amino acid side chains. Chemical peptide synthesis most commonly starts at the carboxyl end of the peptide (C-terminus), and proceeds toward the amino-terminus (N-terminus).

Related publications (7)

Synthesis of biotinylated glycosulfopeptides by chemoselective ligation

Chat with Graph Search

GroEL and CCT are catalytic unfoldases mediating out-of-cage polypeptide refolding without ATP

Stochastic noise in translation

How to obtain labeled proteins and what to do with them