UMass Chan Affiliations
Department of Biochemistry and Molecular BiologyGraduate School of Biomedical Sciences
Program in Molecular Medicine
Document Type
Journal ArticlePublication Date
2002-10-12
Metadata
Show full item recordAbstract
[reaction: see text] The trinucleotide cytidylyl(3'-->5'phosphoryl)cytidylyl(3'-->5'phosphoryl)-3'-deoxy-3'-(L-ph enylalanyl) amido adenosine (CpCpA-NH-Phe) was synthesized by phosphoramidite chemistry from 3'-amino-3'-deoxyadenosine as the ribosomal substrate. The 3'-amino-3'-deoxyadenosine was first converted to 3'-(N-tert-butyloxycarbonyl-L-phenylalanine)amido-3'-deoxy-6-N,6-N,2'-O-tr ibenzoyl-adenosine and then coupled with cytidine phosphoramidite to produce the fully protected CpCpA-NH-Phe-Boc. The title product was obtained after removing all protection groups and then radiolabeled with (32)P to yield pCpCpA-NH-Phe, which demonstrated high activity for the peptidyl transferase reaction in the ribosome.Source
Org Lett. 2002 Oct 17;4(21):3615-8.
DOI
10.1021/ol026560fPermanent Link to this Item
http://hdl.handle.net/20.500.14038/34075PubMed ID
12375901Related Resources
ae974a485f413a2113503eed53cd6c53
10.1021/ol026560f