934811-69-5

Basic information

• Product Name: 3'-O-[p-chlorobenzoyl]-5'-O-trityl-2'-deoxyadenosine
• CAS NO: 934811-69-5
• Molecular Weight: 632.118
• Mol File: 934811-69-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3'-O-[p-chlorobenzoyl]-5'-O-trityl-2'-deoxyadenosine(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-O-[p-chlorobenzoyl]-5'-O-trityl-2'-deoxyadenosine(934811-69-5)
• EPA Substance Registry System: 3'-O-[p-chlorobenzoyl]-5'-O-trityl-2'-deoxyadenosine(934811-69-5)

Safety Data

• Hazardous Substances Data: 934811-69-5(Hazardous Substances Data)

Upstream product

• 80253-66-3 cyanomethyl 4-chlorobenzoate 
• 66503-49-9 5'-O-trityl-2'-deoxyadenosine 

Relevant articles and documents

Linear free energy relationships and kinetic isotope effects reveal the chemistry of the Ado 2′-OH group

Using kinetic isotope effects (KIE) and Hammett correlations, we show that the main role of the adenosine 2′-OH group on deprotonation by the non nucleophilic base DBU during external acyl group transfer is to generate enhanced electron density on the attacking nucleophile through ionization. The small primary KIEs (1.2 and 1.6) and the large Hammett reaction constants (+2.25 and +3.19) obtained for the ethanolysis of 2′/3′-O-p-substituted benzoyl 5′-O-trityl adenosines and 2′-deoxyadenosines are consistent with an AN + DN reaction mechanism. The implications of our results are discussed in terms of chemical contributions of the 2′-OH group in the ribosome catalysis of peptide bond formation.