678968-49-5

Basic information

• Product Name: phenyl 1-selenylsulfide-β-D-glucopyranoside
• Synonyms: phenyl 1-selenylsulfide-β-D-glucopyranoside
• CAS NO: 678968-49-5
• Molecular Weight: 351.282
• Mol File: 678968-49-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: phenyl 1-selenylsulfide-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 1-selenylsulfide-β-D-glucopyranoside(678968-49-5)
• EPA Substance Registry System: phenyl 1-selenylsulfide-β-D-glucopyranoside(678968-49-5)

Safety Data

• Hazardous Substances Data: 678968-49-5(Hazardous Substances Data)

Upstream product

• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 40591-65-9 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl isothiouronium bromide 
• 19879-84-6 tetraacetyl thioglucose 
• 22566-82-1 1-thio-β-D-glucopyranose 
• 34837-55-3 Phenylselenyl bromide 

Downstream Products

• 1028450-51-2 C₁₂H₂₁NO₈S₂ 
• 866939-87-9 N-tert-butoxycarbonyl-glycinyl-L-cysteinyl-(S-1-β-D-glucopyranosyl disulfide) methyl ester 

Relevant articles and documents

From disulfide- to thioether-linked glycoproteins

(Chemical Presented) Strengthening the bond: The introduction of a thiol tag in combination with chemoselective ligation to form a disulfide-linked bioconjugate is a selective and useful method for site-selective protein glycosylation. The phosphine-mediated desulfurization of such glycoconjugates to their reductant-resistant thioether-linked counterparts completes a convergent, site-selective synthesis of thioether-linked glycoproteins (see scheme).

Glyco-SeS: Selenenylsulfide-mediated protein glycoconjugation - A new strategy in post-translational modification

Site-selective glycosylation by Se-S-mediated ligation has led to the efficient formation of a wide variety of conjugates 1 without the need for a large excess of the carbohydrate reagent. By this convergent method it was possible to introduce a heptasaccharide glycan selectively, and to perform a multiple site-selective chemical glycosylation of protein. A chemically Cysglycosylated glycoprotein was elaborated enzymatically.