O-Glycosyl Trichloroacetimidates Bearing Fmoc as Temporary Hydroxy Protecting Group:  A New Access to Solid-Phase Oligosaccharide Synthesis

2000 ◽  
Vol 2 (20) ◽  
pp. 3043-3046 ◽  
Author(s):  
Fabien Roussel ◽  
Laurent Knerr ◽  
Matthias Grathwohl ◽  
Richard R. Schmidt
Keyword(s):  
Solid Phase ◽  
Oligosaccharide Synthesis ◽  
Protecting Group ◽  
Group A

The tert.-Butyloxycarbonyl-(Boc) Group, a Suitable 2?-OH-Protecting Group in Oligoribonucleotide Solid-Phase Synthesis

1994 ◽  
Vol 336 (3) ◽  
pp. 233-236 ◽  
Author(s):  
G�nter Losse ◽  
Wolfgang Naumann ◽  
Andrea Winkler ◽  
Gabriele S�ptitz
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Protecting Group ◽  
Phase Synthesis ◽  
Group A

1, 1, 3, 3-Tetraisopropyl-3-(2-(triphenylmethoxy)ethoxy)disiloxane-1-yl group, a potential 5′-O-protecting group for solid-phase RNA synthesis

1998 ◽  
Vol 39 (19) ◽  
pp. 2989-2992 ◽  
Author(s):  
Ichiro Hirao ◽  
Masahiro Koizumi ◽  
Yoshiharu Ishido ◽  
Alex Andrus
Keyword(s):  
Rna Synthesis ◽  
Solid Phase ◽  
Protecting Group ◽  
Group A

Naphthaloyl group: a new selective amino protecting group for deoxynucleosides in oligonucleotide synthesis

1988 ◽  
Vol 66 (12) ◽  
pp. 2989-2994 ◽  
Author(s):  
Archana Dikshit ◽  
Manjula Chaddha ◽  
R. K. Singh ◽  
Krishna Misra
Keyword(s):  
Adverse Effect ◽  
Alkaline Phosphatase ◽  
Solid Phase ◽  
Protecting Group ◽  
Oligonucleotide Synthesis ◽  
Snake Venom Phosphodiesterase ◽  
Elemental Analyses ◽  
Group A ◽  
Cyclic Imides ◽  
As Solid Phase

The naphthaloyl group has been found to be a selective amino protecting group for deoxycytidine, deoxyadenosine, and deoxyguanosine in oligodeoxyribonucleotide synthesis. All three protected monomers obtained (78–85%), being six-membered cyclic imides, were fairly stable. These protected monomers were used successfully for the preparation of dimers (phosphodiester approach) and tetramers (phosphotriester approach) in solution as well as solid phase, respectively. The group acted as a purification tool due to its high lipophilicity. No adverse effect has been observed either on the glycosidic bond (depurination) or the internucleotidic bond during its removal. The monomeric units were characterized by UV, NMR, and elemental analyses whereas the tetramers were characterized by enzymatic hydrolyses with snake venom phosphodiesterase followed by alkaline phosphatase.

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