NOVEL SOLID-PHASE SYNTHESIS SUPPORTS FOR THE PREPARATION OF OLIGONUCLEOTIDES CONTAINING S3'-ALKYL AMINES

Citation
Dl. Mcminn et Mm. Greenberg, NOVEL SOLID-PHASE SYNTHESIS SUPPORTS FOR THE PREPARATION OF OLIGONUCLEOTIDES CONTAINING S3'-ALKYL AMINES, Tetrahedron, 52(11), 1996, pp. 3827-3840
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
52
Issue
11
Year of publication
1996
Pages
3827 - 3840
Database
ISI
SICI code
0040-4020(1996)52:11<3827:NSSSFT>2.0.ZU;2-L
Abstract
?he synthesis and application of photolabile supports for solid phase oligonucleotide synthesis that release oligonucleotides containing 3'- alkyl amines is described. The alkyl amine functionality can be reveal ed without removing any other protecting groups throughout the biopoly mer. The solid phase synthesis supports do not contain a nucleoside, m aking it possible to use a single support for the synthesis of oligonu cleotides independent of their sequence. Individual solid phase synthe sis supports differ according to the length of the alkyl tether betwee n the 4,4'-dimethoxytrityl group which serves as the initiation site f or oligonucleotide synthesis and the latent alkyl amine. Eicosameric o ligonucleotides are obtained in yields ranging from 70-98% under photo lysis conditions that are known to produce less than 3% thymidine thym idine photodimers. Longer oligonucleotides (30 and 40 nucleotides in l ength) are cleaved from these solid phase synthesis supports in lower yields.