717920-85-9

Basic information

• Product Name: ((R)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethylsulfanyl)-acetic acid benzyl ester
• Synonyms: ((R)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethylsulfanyl)-acetic acid benzyl ester
• CAS NO: 717920-85-9
• Molecular Weight: 296.387
• Mol File: 717920-85-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ((R)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethylsulfanyl)-acetic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: ((R)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethylsulfanyl)-acetic acid benzyl ester(717920-85-9)
• EPA Substance Registry System: ((R)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethylsulfanyl)-acetic acid benzyl ester(717920-85-9)

Safety Data

• Hazardous Substances Data: 717920-85-9(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 7383-63-3 mercaptoacetic acid benzyl ester 
• 57044-24-3 (R)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane 

Downstream Products

• 717920-92-8 (2R)-[3-(bis(benzyloxy)phosphoryloxy)-2-(tetrahydropyran-2-yloxy)propane-1-sulfinyl]acetic acid benzyl ester 
• 717920-90-6 [(R)-2-Acetoxy-3-(bis-benzyloxy-phosphoryloxy)-propane-1-sulfinyl]-acetic acid benzyl ester 
• 717920-89-3 [(R)-3-(Bis-benzyloxy-phosphoryloxy)-2-hydroxy-propane-1-sulfinyl]-acetic acid benzyl ester 
• 717920-87-1 [(R)-3-(Bis-benzyloxy-phosphoryloxy)-2-hydroxy-propylsulfanyl]-acetic acid benzyl ester 
• 717920-86-0 ((R)-2,3-Dihydroxy-propylsulfanyl)-acetic acid benzyl ester 

Relevant articles and documents

Selective inhibition of Trypanosoma brucei 6-phosphogluconate dehydrogenase by high-energy intermediate and transition-state analogues

Two series of compounds were designed to mimic the transition state and high-energy intermediates (HEI) of the enzymatic reaction of 6-phosphogluconate dehydrogenase (6PGDH). Sulfoxide analogues (7-11) were designed to mimic the transition state during the oxidation of the substrate to 3-keto-6-phosphogluconate, an enzyme-bound intermediate of the enzyme. Hydroxamate and amide derivatives of D-erythronic acid were designed to mimic the 1,2-cis-enediol HEI of the 6PGDH reaction. These two series of compounds were assayed as competitive inhibitors of the Trypanosoma brucei and sheep liver enzymes, and their selectivity value (ratio sheep/parasite) was calculated. The sulfoxide transition-state analogues showed weak and selective inhibition of the T. brucei enzyme. The hydroxamic derivatives showed potent and selective inhibition of the T. brucei 6PGDH with a Ki in the nanomolar range.