Fast cleavage and deprotection of oligonucleotides

Fast Deprotection of Synthetic Oligodeoxyribonucleotides Using Standard Reagents under Microwave Irradiation

“…This contrasts with the fully labile N-protective strategy (dA PAC , dC ibu , dG PAC ) when using 1 M NaOH demonstrated by Kumar Gupta (1997, 1999a, 1999b or the use of dC Ac by Reddy et al (1994Reddy et al ( , 1995Reddy et al ( , 1997 making our procedure more attractive for library production. Interestingly, Guerrero-Sanchez et al (2006) have demonstrated the stability of CPG support material under more intense microwave irradiation (800 W).…”

“…Alternative methods utilizing more labile and, consequently, less stable and more expensive N-protective groups have been described (McBride et al, 1986;Schulof et al, 1987;Uzanski et al, 1989;Vu et al, 1990;Vinayak et al, 1992;Sinha et al, 1993;Theisen et al, 1993;Reddy et al, 1994;Chen et al, 2000;Ferreira et al, 2004;Ferreira and Morvan, 2005). Even with these, deprotection can still necessitate lengthy exposure to 29% aqueous ammonia solution, the standard hydrolytic reagent (Schulhof et al, 1987;Vu et al, 1990;Vinayak et al, 1992;Boal et al, 1996).…”

“…These include variations on the theme of ammonia gas or ammonia solutions in ethanol or methylamine (Vinayak et al, 1992;Reddy et al, 1994Reddy et al, , 1995Boal et al, 1996;Iyer et al, 1997), alkali metal hydroxide-based reagents (Köster et al, 1981;Surzhikov et al, 2000;Kumar et al, 2002;Kumar and Gupta, 2003), or even more complex mixtures, such as hydrazine:ethanolamine:methanol (Polushin et al, 1994). However, many biological and biomedical applications are compromised by the presence of metal ions, which some of these reagents would incur.…”

Linking the 3′ Ends of Oligonucleotide Duplexes with Cystine Disulfide Bridges

“…[10] As in the case of ammonia treatments, cleavage of the nucleopeptide-resin bond occurs mostly by β-elimination [5] to yield the nucleopeptide acid (COOH). However, some aminolysis of the ester bond, which renders the C terminal N-methyl amide (CONHMe) of the nucleopeptide, can also occur.…”

“…The unreacted homoserine amine groups, as well as the N terminal of the peptide at the end of the synthesis, were acetylated by reaction with 3 equiv. acetic acid and DCC, (10 …”