Synthesis, Acid−Base Behavior, and Binding Properties of 6-Modified myo-Inositol 1,4,5-Tris(phosphate)s
- 23 October 1999
- journal article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 42 (23) , 4824-4835
- https://doi.org/10.1021/jm991084t
Abstract
myo-Inositol 1,4,5-tris(phosphate) was modified at position 6. The analogues synthesized are reported in this publication are 6-deoxy-myo-inositol 1,4,5-tris(phosphate), 6-fluoro-6-deoxy-myo-inositol 1,4,5-tris(phosphate), epi-inositol 1,4,5-tris(phosphate), and 6-amino-6-deoxy-myo-inositol 1,4,5-tris(phosphate). These derivatives showed poor affinity for the Ins(1,4,5)P3 receptors. The inframolecular acid−base behavior and the cooperative effects between the phosphate groups could help explain the loss of affinity of these 6-modified analogues.Keywords
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