145424-99-3

Basic information

• Product Name: (2R,3R,4S,5S,6R)-2-[2-(3-Methyl-3H-diazirin-3-yl)-ethylsulfanyl]-6-trityloxymethyl-tetrahydro-pyran-3,4,5-triol
• CAS NO: 145424-99-3
• Molecular Weight: 520.649
• Mol File: 145424-99-3.mol

Chemical Properties

• CAS DataBase Reference: (2R,3R,4S,5S,6R)-2-[2-(3-Methyl-3H-diazirin-3-yl)-ethylsulfanyl]-6-trityloxymethyl-tetrahydro-pyran-3,4,5-triol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4S,5S,6R)-2-[2-(3-Methyl-3H-diazirin-3-yl)-ethylsulfanyl]-6-trityloxymethyl-tetrahydro-pyran-3,4,5-triol(145424-99-3)
• EPA Substance Registry System: (2R,3R,4S,5S,6R)-2-[2-(3-Methyl-3H-diazirin-3-yl)-ethylsulfanyl]-6-trityloxymethyl-tetrahydro-pyran-3,4,5-triol(145424-99-3)

Safety Data

• Hazardous Substances Data: 145424-99-3(Hazardous Substances Data)

Upstream product

• 76-83-5 trityl chloride 
• 139953-06-3 3-azibutyl 1-thio α-D-glucopyranoside 
• 144152-07-8 Acetic acid (2S,3S,4S,5R,6R)-3,5-diacetoxy-2-formyl-6-[2-(3-methyl-3H-diazirin-3-yl)-ethylsulfanyl]-tetrahydro-pyran-4-yl ester 
• 144152-06-7 3-azibutyl 2,3,4-tri-O-acetyl-1-thio-α-D-glucopyranoside 
• 144152-05-6 3-azibutyl 2,3,4-tri-O-acetyl-1-thio-6-O-triphenylmethyl-α-D-glucopyranoside 
• 144152-08-9 (2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-[2-(3-methyl-3H-diazirin-3-yl)-ethylsulfanyl]-tetrahydro-pyran-2-carbaldehyde 

Downstream Products

• 144152-05-6 3-azibutyl 2,3,4-tri-O-acetyl-1-thio-6-O-triphenylmethyl-α-D-glucopyranoside 

Relevant articles and documents

Studies of the interaction of the maltose-binding protein of Escherichia coli, a closed-groove binder, with 4,6-O-ethylidenemalto-oligosaccharides (dp 2-5) and its regioselective labelling with 3-azibutyl 1-thio-α-(6-3H)maltoside

Four malto-oligosaccharides (dp 2-5), each with 4,6-O-ethylidene group on the glucosyl unit at the non-reducing terminus, were synthesised and used to prove that the maltose-binding protein (MBP) of E. coli is a closed-groove binder, α-D-Glucosylation of 3-azibutyl 1-thio-α-D-(6-3H)glucopyranoside yielded a 3H-labelled, photolabile 1-thiomaltoside derivative that was used to chemically modify the binding site of MBP. The 3H-labelled peptide containing 83% of the total radioactivity, which was isolated after tryptic cleavage of the modified MBP and sequenced, is part of the closed end of the MBP groove. Four malto-oligosaccharides (dp 2-5), each with a 4,6-O-ethylidene group on the glucosyl unit at the non-reducing terminus, were synthesised and used to prove that the maltose-binding protein (MBP) of E. coli is a closed-groove binder, α-D-Glucosylation of 3-azibutyl 1-thio-α-D-(6-3H)glucopyranoside yielded a 3H-labelled, photolabile 1-thiomaltoside derivative that was used to chemically modify the binding site of MBP. The 3H-labelled peptide containing 83% of the total radioactivity, which was isolated after tryptic cleavage of the modified MBP and sequenced, is part of the closed end of the MBP groove.