Synthesis of Oligonucleotides Containing 3‘-Alkylcarboxylic Acids Using a Palladium Labile Oligonucleotide Solid Phase Synthesis Support
- 1 March 1997
- journal article
- research article
- Published by American Chemical Society (ACS) in Bioconjugate Chemistry
- Vol. 8 (2) , 99-102
- https://doi.org/10.1021/bc970013a
Abstract
Oligonucleotides containing a 3‘-alkylcarboxylic acid are isolated using a Pd(0)-catalyzed cleavage reaction, in yields that are in most cases within experimental error of those isolated using standard oligonucleotide cleavage conditions (concentrated NH4OH). In contrast to results obtained with photolabile solid phase synthesis supports, no reduction in isolated yields of the oligonucleotides is observed when their length is increased from 20 to 40 nucleotides. The oligonucleotides are characterized by anion exchange HPLC, electrospray mass spectrometry, and enzymatic digestion. When methyl phosphoramidites are employed in the synthesis of the biopolymers, 3 serves as an orthogonal solid phase oligonucleotide synthesis support.Keywords
This publication has 3 references indexed in Scilit:
- Solid-phase synthesis of peptide aminoalkylamides using an allyl linkerTetrahedron Letters, 1996
- Improved Utility of Photolabile Solid Phase Synthesis Supports for the Synthesis of Oligonucleotides Containing 3‘-Hydroxyl TerminiThe Journal of Organic Chemistry, 1996
- The allylic protection method in solid-phase oligonucleotide synthesis. An efficient preparation of solid-anchored DNA oligomersJournal of the American Chemical Society, 1990