A novel membrane-permeant cADPR antagonist modified in the pyrophosphate bridge

Chem Commun (Camb). 2011 Sep 7;47(33):9462-4. doi: 10.1039/c1cc13062e. Epub 2011 Jul 22.

Abstract

A concise method for the formation of cyclopyrophosphate of cIDPRE as well as sulfur and selenium-substituted pyrophosphate cIDPRE analogues (P(1)(S)-cIDPRE, P(1)(Se)-cIDPRE, P(2)(S)-cIDPRE and P(2)(Se)-cIDPRE) was reported and one of the P(S)-diastereoisomers, P(1)(S)-cIDPRE-1, is a novel membrane-permeant cADPR antagonist.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Calcium Channel Blockers / chemical synthesis
  • Calcium Channel Blockers / chemistry
  • Cyclic ADP-Ribose / analogs & derivatives*
  • Diphosphates / chemistry*
  • Inosine Monophosphate / analogs & derivatives
  • Inosine Monophosphate / chemical synthesis
  • Inosine Monophosphate / chemistry
  • Molecular Conformation
  • Ryanodine Receptor Calcium Release Channel / chemistry
  • Ryanodine Receptor Calcium Release Channel / metabolism
  • Selenium / chemistry
  • Stereoisomerism
  • Sulfur / chemistry

Substances

  • Calcium Channel Blockers
  • Diphosphates
  • N(1)-((5''-O-phosphorylethoxy)methyl)-5'-O-phosphorylinosine 5',5''-cyclic pyrophosphate
  • Ryanodine Receptor Calcium Release Channel
  • Cyclic ADP-Ribose
  • Inosine Monophosphate
  • Sulfur
  • Selenium