Literature DB >> 14510401

A new synthetic approach to cyclic bis(3'-->5')diguanylic acid.

Rie Kawai1, Reiko Nagata, Akiyoshi Hirata, Yoshihiro Hayakawa.   

Abstract

We developed a novel synthesis of biologically important cyclic bis(3'-->5')diguanylic acid (cGpGp). The present synthesis includes two strategies different from those employed in an existing synthesis. They are the phosphoramidite method for the preparation of a guanylyl(3'-->5')guanylic acid intermediate and allyl protection for guanine bases and internucleotide linkages. These distinctive strategies have allowed the new synthesis to provide the target compound in a higher yield than that of the existing synthesis.

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Year:  2003        PMID: 14510401     DOI: 10.1093/nass/3.1.103

Source DB:  PubMed          Journal:  Nucleic Acids Res Suppl


  7 in total

1.  Convenient synthesis of a propargylated cyclic (3'-5') diguanylic acid and its "click" conjugation to a biotinylated azide.

Authors:  Andrzej Grajkowski; Jacek Cieślak; Alexei Gapeev; Christian Schindler; Serge L Beaucage
Journal:  Bioconjug Chem       Date:  2010-10-13       Impact factor: 4.774

Review 2.  Cyclic di-GMP: the first 25 years of a universal bacterial second messenger.

Authors:  Ute Römling; Michael Y Galperin; Mark Gomelsky
Journal:  Microbiol Mol Biol Rev       Date:  2013-03       Impact factor: 11.056

3.  The Anaplasma phagocytophilum PleC histidine kinase and PleD diguanylate cyclase two-component system and role of cyclic Di-GMP in host cell infection.

Authors:  Tzung-Huei Lai; Yumi Kumagai; Mamoru Hyodo; Yoshihiro Hayakawa; Yasuko Rikihisa
Journal:  J Bacteriol       Date:  2008-10-31       Impact factor: 3.490

4.  c-di-GMP enhances protective innate immunity in a murine model of pertussis.

Authors:  Shokrollah Elahi; Jill Van Kessel; Tedele G Kiros; Stacy Strom; Yoshihiro Hayakawa; Mamoru Hyodo; Lorne A Babiuk; Volker Gerdts
Journal:  PLoS One       Date:  2014-10-15       Impact factor: 3.240

5.  Modification of a bi-functional diguanylate cyclase-phosphodiesterase to efficiently produce cyclic diguanylate monophosphate.

Authors:  Natasha M Nesbitt; Dhruv P Arora; Roger A Johnson; Elizabeth M Boon
Journal:  Biotechnol Rep (Amst)       Date:  2015-05-05

6.  A host type I interferon response is induced by cytosolic sensing of the bacterial second messenger cyclic-di-GMP.

Authors:  Sarah M McWhirter; Roman Barbalat; Kathryn M Monroe; Mary F Fontana; Mamoru Hyodo; Nathalie T Joncker; Ken J Ishii; Shizuo Akira; Marco Colonna; Zhijian J Chen; Katherine A Fitzgerald; Yoshihiro Hayakawa; Russell E Vance
Journal:  J Exp Med       Date:  2009-08-03       Impact factor: 14.307

7.  Quorum sensing controls biofilm formation in Vibrio cholerae through modulation of cyclic di-GMP levels and repression of vpsT.

Authors:  Christopher M Waters; Wenyun Lu; Joshua D Rabinowitz; Bonnie L Bassler
Journal:  J Bacteriol       Date:  2008-01-25       Impact factor: 3.490

  7 in total

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