title: cis,cis-cyclohexane 1,3,5-triol polyphosphates release calcium from Neurospora crassa via an unspecific Ins 1,4,5-P3 receptor.
abstract: We investigated the effects of new inositol 1,4,5-trisphosphate analogues on the release of Ca2+ from isolated vacuoles of Neurospora crassa. Tri-O-butyryl-inositol 1,4,5-trisphosphate and a set of cis,cis-cyclohexane 1,3,5-triol bis-(CHT-P2) and trisphosphates (CHT-P3) gave an increase in free Ca2+ as measured directly with fura-2, a Ca2(+)-chelator. However, inositol 1,4-bisphosphate, 6-O-palmitoyl-inositol 4,5-bisphosphate and trans-cyclohexane 1,2-diol bisphosphate (trans CHD-P2) did not induce Ca2(+)-release. These results suggest that the 1,5-bisphosphate position in inositol 1,4,5-trisphosphate (Ins 1,4,5-P3) is the only essential arrangement for receptor binding to vacuoles of Neurospora crassa. The structures of these analogues are discussed on the basis of a general concept for the design of new Ins 1,4,5-P3 analogues.
authors.affiliation: Institute of Organic Chemistry, Universität Bremen, F.R. Germany.
authors.forename: C
authors.initials: C
authors.lastname: Schultz
authors.forename: G
authors.initials: G
authors.lastname: Gebauer
authors.forename: T
authors.initials: T
authors.lastname: Metschies
authors.forename: L
authors.initials: L
authors.lastname: Rensing
authors.forename: B
authors.initials: B
authors.lastname: Jastorff
mesh_terms: D001572:Benzofurans; D000001:Calcimycin / Q000494:pharmacology; D002118:Calcium / Q000378:metabolism*; D015220:Calcium Channels; D003510:Cyclohexanes / Q000494:pharmacology; D003902:Detergents / Q000494:pharmacology; D005456:Fluorescent Dyes; D016257:Fura-2; D053496:Inositol 1,4,5-Trisphosphate Receptors; D007295:Inositol Phosphates / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology*; D007700:Kinetics; D009491:Neurospora / Q000378:metabolism*; D009492:Neurospora crassa / Q000187:drug effects / Q000378:metabolism*; D017830:Octoxynol; D011092:Polyethylene Glycols / Q000494:pharmacology; D011956:Receptors, Cell Surface / Q000187:drug effects / Q000502:physiology*; D018160:Receptors, Cytoplasmic and Nuclear; D013329:Structure-Activity Relationship
chemical_list: D001572:Benzofurans; D015220:Calcium Channels; D003510:Cyclohexanes; D003902:Detergents; D005456:Fluorescent Dyes; D053496:Inositol 1,4,5-Trisphosphate Receptors; D007295:Inositol Phosphates; D011956:Receptors, Cell Surface; D018160:Receptors, Cytoplasmic and Nuclear; D000001:Calcimycin; D011092:Polyethylene Glycols; D017830:Octoxynol; D002118:Calcium; D016257:Fura-2