Related Experiment Video
Updated: Jul 13, 2026

Targeting Cysteine Thiols for in Vitro Site-specific Glycosylation of Recombinant Proteins
Published on: October 4, 2017
Synthesis of alkylated sugar amino acids: conformationally restricted L-Xaa-L-Ser/Thr mimics
Martijn D P Risseeuw1, Jaroslaw Mazurek, Arjan van Langenvelde
1Leiden Institute of Chemistry, Department of Bioorganic Synthesis, PO box 9502, 2300 RA, Leiden, The Netherlands.
Abstract:
Two synthetic strategies for the generation of delta-substituted pyranoid sugar amino acids (SAAs) are evaluated. The first employs chiral nonracemic tert-butane sulfinamides as key reagents. Regardless of the stereochemistry of the applied sulfinamide, the product formed has a stereochemistry resembling that of a d amino acid at C7. Direct Grignard reaction on formyl-tetra-O-benzyl-beta-D-C-glucopyranoside in the second strategy and subsequent Mitsunobu inversion, yields the l,l-dipeptide isosters.
More Related Videos
05:57Synthesizing Amino Acids Modified with Reactive Carbonyls in Silico to Assess Structural Effects Using Molecular Dynamics Simulations
Published on: April 26, 2024
13:53Homogeneous Glycoconjugate Produced by Combined Unnatural Amino Acid Incorporation and Click-Chemistry for Vaccine Purposes
Published on: December 19, 2020
Related Concept Videos
Protein Glycosylation
Glycosylation occurs in...
Oligosaccharide Assembly
Multiple sugar molecules that may or may...
Amino acids
Protein Folding Quality Check in the RER
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Proteoglycans