Synthesis and characterization of C8 analogs of c-di-GMP

Elizabeth Veliath, Seho Kim, Barbara L. Gaffney, Roger A. Jones

Research output: Contribution to journalArticlepeer-review

5 Scopus citations


We have synthesized five analogs of c-di-GMP with different substituents at the guanine C8 position, to study their effects on the metal-dependent polymorphism we had previously demonstrated for the parent compound. Of these, only the K + salt of c-di-Br-GMP, 2, forms higher order complexes, predominantly two different syn octamolecular ones. Its Na + salt, as well as both the K + and Na + salts of c-di-thio-GMP, 3, c-di-methylthio-GMP, 4, c-di-phenyl-GMP, 5, and c-di-acetylphenyl-GMP, 6, all form primarily a syn bimolecular structure.

Original languageEnglish (US)
Pages (from-to)961-978
Number of pages18
JournalNucleosides, Nucleotides and Nucleic Acids
Issue number11
StatePublished - 2011

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Genetics


  • Polymorphism
  • c-di-GMP
  • c-di-GMP C8 analogs


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