2-Benzamidoethyl Group − A Novel Type of Phosphate Protecting Group for Oligonucleotide Synthesis

2001 ◽  
Vol 123 (5) ◽  
pp. 783-793 ◽  
Author(s):  
Andrei P. Guzaev ◽  
Muthiah Manoharan
Keyword(s):  
Protecting Group ◽  
Oligonucleotide Synthesis ◽  
Group A

4-Cyano-2-butenyl Group: A New Type of Protecting Group in Oligonucleotide Synthesis via Phosphoramidite Approach

1997 ◽  
Vol 16 (7-9) ◽  
pp. 1709-1712 ◽  
Author(s):  
Vasulinga T. Ravikumar ◽  
Zacharia S. Cheruvallath ◽  
Douglas L. Cole
Keyword(s):  
Protecting Group ◽  
Oligonucleotide Synthesis ◽  
Group A ◽  
New Type

Phthaloyl group : a new amino protecting group of deoxyadenosine in oligonucleotide synthesis

1982 ◽  
Vol 23 (42) ◽  
pp. 4365-4368 ◽  
Author(s):  
Akiko Kume ◽  
Mitsuo Sekine ◽  
Tsujiaki Hata
Keyword(s):  
Protecting Group ◽  
Oligonucleotide Synthesis ◽  
Group A

4-Cyano-2-butenyl group: A new type of protecting group in oligonucleotide synthesis via phosphoramidite approach

1996 ◽  
Vol 37 (37) ◽  
pp. 6643-6646 ◽  
Author(s):  
Vasulinga T. Ravikumar ◽  
Zacharia S. Cheruvallath ◽  
Douglas L. Cole
Keyword(s):  
Protecting Group ◽  
Oligonucleotide Synthesis ◽  
Group A ◽  
New Type

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.

Sign in / Sign up

Export Citation Format

Share Document