Guanophostin A: Synthesis and evaluation of a high affinity agonist of the D-myo-inositol 1,4,5-trisphosphate receptor

Guanophostin A, the guanosine counterpart of the inositol 1,4,5-trisphosphate receptor agonist adenophostin A, has been synthesized and is the first synthetic adenophostin A-like analogue to be equipotent to its parent in stimulating intracellular Ca2+ release; its nucleotide moiety is proposed to i...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2006-01 (19), p.2015-2017
Hauptverfasser: Sureshan, Kana M, Trusselle, Melanie, Tovey, Stephen C, Taylor, Colin W, Potter, Barry V L
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container_end_page 2017
container_issue 19
container_start_page 2015
container_title Chemical communications (Cambridge, England)
container_volume
creator Sureshan, Kana M
Trusselle, Melanie
Tovey, Stephen C
Taylor, Colin W
Potter, Barry V L
description Guanophostin A, the guanosine counterpart of the inositol 1,4,5-trisphosphate receptor agonist adenophostin A, has been synthesized and is the first synthetic adenophostin A-like analogue to be equipotent to its parent in stimulating intracellular Ca2+ release; its nucleotide moiety is proposed to interact with the receptor binding core by guanine base cation-pi stacking with Arg504 and hydrogen bonding with Glu505 and interaction of the ribosyl 2'-phosphate group with the helix-dipole of alpha6.
doi_str_mv 10.1039/b517911d
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source MEDLINE; Royal Society Of Chemistry Journals; Royal Society of Chemistry Journals Archive (1841-2007); Alma/SFX Local Collection
subjects Animals
Calcium - metabolism
Calcium Channel Agonists - chemistry
Calcium Channel Agonists - pharmacology
Guanine - analogs & derivatives
Guanosine - analogs & derivatives
Guanosine - chemical synthesis
Guanosine - chemistry
Guanosine - pharmacology
Hydrogen Bonding
Inositol 1,4,5-Trisphosphate Receptors - agonists
Inositol 1,4,5-Trisphosphate Receptors - metabolism
Mice
Models, Molecular
Protein Binding
Structure-Activity Relationship
title Guanophostin A: Synthesis and evaluation of a high affinity agonist of the D-myo-inositol 1,4,5-trisphosphate receptor
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