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Synthesis, Separation, and Identification of Different Inositol Phosphates

  • Carsten Schultz
  • Anne Burmester
  • Christoph Stadler
Part of the Subcellular Biochemistry book series (SCBI, volume 26)

Abstract

This review discusses recent progress in the synthesis of inositol phosphates and their analogues. Most of the research published prior to 1992 has been extensively reviewed (Potter and Nahorski, 1992; Potter, 1990; Billington, 1989), probably most completely in the book by Billington (1993). Therefore, mainly findings published since then and some of the most important earlier results are covered by this chapter. A brief discussion of the biochemistry of intracellular inositol phosphates in respect to cell signaling is presented, followed by some of the most crucial stereochemical aspects of inositol phosphates. The synthesis of naturally occurring myo-inositol phosphates and their synthetic derivatives is covered. In particular, the efforts to find agonists and antagonists of the most prominent inositol phosphate, myo-inositol-l,4,5-trisphosphate [Ins(1,4,5)P3], are summarized, including some of their biochemical properties. Finally, some of the most widely used techniques for separation and identification of inositol phosphates are presented.

Keywords

Phytic Acid Inositol Phosphate Potent Agonist Cyclic Phosphate Inositol Polyphosphates 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Abbreviations Used in this Chapter

3-kinase

myo-inositol-1,4,5-trisphosphate 3-kinase

5-phosphatase

myo-inositol polyphosphate 5-phosphatase

AM

acetoxymethyl

bisPP-InsP4

bis-(1,4)-diphosphoinositol tetrakisphosphate

bt

butyryl

bu

butyl

[Ca2+]i

intracellular free calcium concentration

cyclic AMP

cyclic adenosine monophosphate

cyclic GMP

cyclic guanosine monophosphate

cyclic InsP

cyclic myo-inositol monophosphate

cyclic InsP3

cyclic myo-inositol trisphosphate

DIP

di-myo-inositol-1,1′ -phosphate

GC

gas chromatography

Gro

glycerol

HPLC

high performance liquid chromatography

IC50

concentration of unlabeled competitor that displaces half of specific binding

IMPase

myo-inositol monophosphatase

Ins

myo-inositol

InsP, InsP2

inositol mono-, bis-, tris-, tetrakis-, pentakis-, and hexa

InsP3, InsP4

kisphosphates, respectively, with assignment of phos

InsP5, and InsP6

phate locants where appropriate [e.g., Ins(l,4,5)P3]

Ins(1,4,5)P3S3

myo-inositol-1,4,5-trisphosphorothioate

InsP6

myo-inositol hexakisphosphate

MS

mass spectroscopy

NMR

nuclear magnetic resonance

PAR

4-(2-pyridylazo)resorcinol

PP-InsP5

1-diphosphoinositol pentakisphosphate

RBL

rat basophilic leukemia cells

Ref-52

rat embryo fibroblasts

T84

human colon epithelial cell line

TLC

thin-layer chromatography

TMS

trimethylsilyl

UV

ultraviolet

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Copyright information

© Plenum Press, New York 1996

Authors and Affiliations

  • Carsten Schultz
    • 1
  • Anne Burmester
    • 1
  • Christoph Stadler
    • 1
  1. 1.Institute for Organic Chemistry, Laboratory of Bioorganic ChemistryUniversity of BremenBremenGermany

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