Modified Phosphoramidites , class Other modifications
||Storage at -18°C
The cyanoethyl group is commonly used as P(III) protecting group and is cleaved during oligonucleotide synthesis by beta-elimination under alkaline conditions affording acrylonitrile. Acrylonitrile acts as alkylating agent and partially adds to N3 of dT. As a result, a full length oligonucleotide is obtained in which thymine is partially replaced by an N3-cyanoethylthymine residue. We offer the phosphoramidite building block CBT-P-110 as a standard to elucidate side product formation during oligonucleotide synthesis.
||D. C. Capaldi, H. Gaus, A. H. Krotz, J. Arnold, R. L. Carty, M. N. Moore, A. N. Scozzari, K. Lowery, D. L. Cole, V. T. Ravikumar, Org. Process Res. Dev. 2003, 7, 832.
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