- A Chiral Phosphoramidite Reagent for the Synthesis of Inositol Phosphates
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There is a paucity of chiral phosphoramidite reagents or chiral catalysis methods for the synthesis of biologically relevant inositol phosphates. A new C2-symmetrical chiral phosphoramidite has been developed and successfully applied to the syn
- Durantie, Estelle,Huwiler, Samuel,Leroux, Jean-Christophe,Castagner, Bastien
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p. 3162 - 3165
(2016/07/13)
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- Flexible stereo- and regioselective synthesis of myo-inositol phosphates (part 1): Via symmetrical conduritol B derivatives
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A practical route is described for the preparation of myo-inositol polyphosphates. Optically pure myo-inositol derivatives can be prepared from p-benzoquinone in both forms by enzymatic resolution of a C2- symmetric diacetoxyconduritol B key in
- Podeschwa, Michael A. L.,Plettenburg, Oliver,Altenbach, Hans-Josef
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p. 3101 - 3115
(2007/10/03)
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- A thiophosphate analog of dimyristoylphosphatidyl-inositol-4-phosphate is a substrate for mammalian phosphoinositide-specific phospholipase C
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1,2-Dimyristoyloxypropane-3-thiophosphate(rac-1-myo-inositol-4- phosphate), a thiophosphate analog of dimyristoyl phosphatidylinositol-4- phosphate was synthesized as a substrate for mammalian phosphoinositide- specific phospholipase C. Its activity with A(1-132)-PI-PLC-δ1 (a deletion mutant with the N-terminal pleckstrin homology domain removed) was studied in sonicated dispersions, with and without added Triton X-100. It had an initial activity of about 30 μmol min-1 mg-1, which rapidly decreased due to substrate depletion in the vesicle or micelle. The slower rate of hydrolysis appeared limited by enzyme hopping or exchange of substrate between vesicles or micelles, which was more rapid in the presence of detergent.
- Hendrickson, H. Stewart,Hendrickson, Elizabeth K.
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p. 1057 - 1060
(2007/10/03)
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- myo-Inositol 1,4,5-Triphosphate and Related Compounds' Protonation Sequence: Potentiometric and 31P NMR Studies
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The protonation sequence of myo-inositol 1,4,5-triphosphate 3>, of its dehydroxylated analogue, Cyhx(1,2,4)P3, of two diphosphorylated inositol phosphates, Ins(1,4)P2 and Ins(4,5)P2 and of one inosit
- Schmitt, Laurent,Bortmann, Patrick,Schlewer, Gilbert,Spiess, B.
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p. 2257 - 2264
(2007/10/02)
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- The synthesis of homochiral inositol phosphates from myo-inositol
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A new synthetic procedure for efficient conversion of myo-inositol into homochiral inositol phosphates is presented, and is illustrated with total synthesis of myo-inositol 1-phosphate, 2-deoxy-myo-inositol 1-phosphate, myo-inositol 3-phosphate, myo-inosi
- Pietrusiewicz,Salamonczyk,Bruzik
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p. 5523 - 5542
(2007/10/02)
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- Synthesis of 5-phosphonate analogues of myo-inositol 1,4,5-trisphosphate: Possible intracellular calcium antagonists
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The racemic 5-phosphonate analogues IV and V of myo-inositol 1,4,5-trisphosphate were readily accessible by bisphosphorylation of the common precursor 6, removal of the p-methoxybenzyl group, phosphonylation and subsequent hydrogenolysis of the benzyl protecting groups. The methylphosphonate analogue IV acted as a calcium antagonist in permeabilized human platelets, whereas the (difluoromethyl)phosphonate V exhibited only very little antagonistic activity.
- Dreef,Schiebler,Van der Marel,Van Boom
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p. 6021 - 6024
(2007/10/02)
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- Expedient Synthesis of D-myo-Inositol 1,4,5-Trisphosphate and D-myo-Inositol 1,4-Bisphosphate
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Readily available selfresolving myo-inositol D-camphor 2,3-monoacetal is converted into the title inositol phosphates by the concise procedures utilizing 1,4,5-selective tris-acylation and 1,4-selective bis-silylation of the starting tetrol in the key ste
- Salamonczyk, Grzegorz M.,Pietrusiewicz, K. Michal
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p. 6167 - 6170
(2007/10/02)
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- THE TOTAL SYNTHESIS OF myo-INOSITOL POLYPHOSPHATES
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Total synthesis of the individual enentiomers of myo-inositol 4-phosphate (15), myo-inositol 1,4-biphosphate (2) and myo-inositol 1,4,5-triphosphate (1), together with syntheses of racemic myo-inositol 1,3,4-triphosphate (4) and myo-inositol 2,4,5-triphos
- Vacca, Joseph P.,deSolms, S. Jane,Huff, Joel R.,Billington, David C.,Baker, Raymond,et al.
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p. 5679 - 5702
(2007/10/02)
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