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Synthesis of 3',5'-cyclic diguanylic acid (cdiGMP) Using 1-(4-chlorophenyl)-4-ethoxypiperidin-4-yl as a Protecting Group for 2'-hydroxy Functions of Ribonucleosides
Authors:
Hongbin Yan a;
Aim
L
pez Aguilar a
Lpez Aguilar a
| Affiliation: | a Department of Chemistry, Brock University, St. Catharines, Ontario, Canada |
DOI:
10.1080/15257770601112762
Publication Frequency:
12 issues per year
Published in:
Nucleosides, Nucleotides and Nucleic Acids,
Volume
26,
Issue
2
February
2007
, pages 189
- 204
Nucleosides, Nucleotides and Nucleic Acids,
Volume
26,
Issue
2
February
2007
, pages 189
- 204
Subjects:
Drug Design & Development;
Medicinal & Pharmaceutical Chemistry;
Organic Chemistry;
Pharmaceutical Science;
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Abstract
We herein report a convenient synthesis of 3',5'-cyclic diguanylic acid via the modified H-phosphonate approach. The 1-(4-chlorophenyl)-4-ethoxypiperidin-4-yl (Cpep) group was used as protecting group for the 2'-hydroxy functions of ribonucleosides. Complete unblocking of the fully protected 3',5'-cyclic diguanylic acid gave cdiGMP as a homogeneous compound in an excellent yield.
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| Keywords: Biofilm; bacterial signaling pathway; H-phosphonate; cyclic ribonucleotide; Cpep |
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