130999-19-8Relevant articles and documents
Unimolecular Depurination of Protonated Deoxyribonucleosides in the Gas Phase: a Fast Atom Bombardment Tandem Mass Spectrometric Investigation
Liguori, Angelo,Greco, Francesco,Sindona, Giovanni,Uccella, Nicola
, p. 459 - 464 (1990)
The spontaneous or collision-induced dissociations of base-protonated 2'-deoxyribonucleosides afford, in the gas phase and in the absence of solvent, high yields of protonated nucleobases.The release of neutral bases corresponds to a high-energy reaction
Synthesis and biochemical activity of new oligonucleotide analogs
McCuen, Heather Brummel,Noe, Mary S.,Olesiak, Magdalena,Sierzchala, Agnieszka B.,Caruthers, Marvin H.,Higson, Adrian P.
experimental part, p. 349 - 363 (2009/04/07)
Borane phosphonate deoxyoligonucleotides are synthesized from 5′-O-benzhydroxybis(trimethylsilyloxy)silyl-2′-deoxynucleoside- 3′-phosphoramidites. The exocyclic amines of adenine and cytosine are protected with dimethoxytrityl and trimethoxytrityl, respec
Solid-Phase Oligodeoxynucleotide Synthesis: A Two-Step Cycle Using Peroxy Anion Deprotection
Sierzchala, Agnieszka B.,Dellinger, Douglas J.,Betley, Jason R.,Wyrzykiewicz, Tadeusz K.,Yamada, Christina M.,Caruthers, Marvin H.
, p. 13427 - 13441 (2007/10/03)
A novel solid-phase phosphoramidite based oligodeoxynucleotide two-step synthesis method has been developed. Keys to this method are replacement of the 5′-dimethoxytrityl blocking group with an aryloxycarbonyl and the use of N-dimethoxytrityl protection for the exocyclic amines of adenine and cytosine. With these modifications, coupling of each 2′-deoxynucleoside 3′-phosphoramidite to the growing oligodeoxynucleotide on the solid support can be followed by treatment with an aqueous mixture of peroxy anions buffered at pH 9.6. This reagent effectively removes the carbonate protecting group and simultaneously oxidizes the phosphite internucleotide linkage. As a consequence a new two-step synthesis cycle is possible. Oligodeoxynucleotides synthesized using this approach are identical to authentic samples when tested by a variety of analytical techniques.