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Isoprenoid


DATA No : IIP0001 INFORMANT : Hiroshi Sagami

NAME : 3-Methyl-3-butenyl diphosphate

COMMON NAME: Isopentenyl diphosphate
SYMBOL: IPP
FORMULA: C5H8O7P2 MOL.WT (average) : 242.060


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BIOLOGICAL ACTIVITY
The compound is an active isoprene unit commonly occurring in various organisms.
PHYSICAL AND CHEMICAL PROPERTIES
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CHROMATOGRAM DATA

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CHEMICAL SYNTHESIS
Procedures for the synthesis and purification of this compound, other 20 isoprenoid diphosphates and methanediphosphate analogues from the corresponding alcohols are found in (Ref. 0014). The synthesis of isoprenoid (phosphinylmethyl)phosphonates are described in (Ref. 0015) . Negative ion fast atom bombardment mass spectrometry (FABMS) has been used to obtain mass spectra of the naturally occurring isoprenoid metabolites including isopentenyl diphosphate, dimethylallyl diphosphate, geranyl diphosphate, and farnesyl diphosphate, presqualene diphosphate, and of several synthetic analogs including methylene-bridged diphosphates, bisphosphates, and nitrogen-containing analogs.(Ref. 0023) The study of plant polyisoprenoid alcohols including polyprenols and dolichols has been reviewed in (Ref. 0024).
METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[0014]
AUTHOR:Davisson,V. J., Woodside,A. B., Neal, T. R., Stremler, K. E., Muehlbacher, M., and Poulter, C. D.
TITLE:Phosphorylation of isoprenoid alcohols.
JOURNAL:J. Org. Chem.
VOL:51 PAGE : 4768 -4779 (1986)
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[0015]
AUTHOR:Biller, S. A. and Forster, C.
TITLE:The synthesis of isoprenoid (phosphinylmethyl)phosphonates.
JOURNAL:Tetrahedron
VOL:46 PAGE : 6645 -6658 (1990)
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[0023]
AUTHOR:Davisson, V.J., Sharp, T.R., and Poulter, C.D.
TITLE:Negative ion fast atom bombardment mass spectrometry of isoprenoid diphosphates and related analogs.
JOURNAL:Bioorganic Chem.
VOL:16 PAGE : 111 -123 (1988)
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[0024]
AUTHOR:Swiezewska, E., Sasak, W., Mankowski, T., Jankowski, W., Vogtman, T., Krajewska, I., Hertel, J., Skoczylas, E., and Chojnacki, T.
TITLE:The search for plant polyprenols PubMed ID:7856395
JOURNAL:Acta Biochim Pol.
VOL:41 PAGE : 221-260 (1994)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.