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00297 Sigma-Aldrich

Isopentenyl pyrophosphate trilithium salt

≥95.0% (TLC)

Synonym: 3-Methyl-3-butenyl pyrophosphate trilithium salt, IPP

  • CAS Number 18687-43-9

  • Empirical Formula (Hill Notation) C5H9Li3O7P2

  • Molecular Weight 263.89

  •  MDL number MFCD17215950

  •  PubChem Substance ID 329747035

  •  NACRES NA.25

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Properties

Related Categories Cell Biology, Metabolic Pathways, Metabolomics, Mevalonate Pathway, Non-Mevalonate (MEP/DOXP) Pathway,
Quality Level   100
assay   ≥95.0% (TLC)
impurities   ≤10% water
storage temp.   −20°C
SMILES string   [Li+].[Li+].[Li+].CC(=C)CCOP([O-])(=O)OP([O-])([O-])=O
InChI   1S/C5H12O7P2.3Li/c1-5(2)3-4-11-14(9,10)12-13(6,7)8;;;/h1,3-4H2,2H3,(H,9,10)(H2,6,7,8);;;/q;3*+1/p-3
InChI key   ZJGSIAARCDPUSN-UHFFFAOYSA-K

Description

General description

Isopentenyl pyrophosphate trilithium salt (3-Methyl-3-butenyl pyrophosphate trilithium salt, IPP) is the lithium salt of isopentenyl pyrophosphate. It is an intermediate formed during the biosynthesis of polyisoprenoid compounds. It can be synthesized from isopentenol in a three step process. Mevalonic acid can be converted to isopentenyl pyrophosphate in an ATP-dependent process. Melavonate and isopentenyl pyrophosphate are incorporated into rubber by Hevea brasiliensis latex.

Application

Isopentenyl pyrophosphate (IPP) may be used as a substrate to study the distribution, characterization and kinetics of isopentenyl-diphosphate isomerase(s). IPP is used to study the biosynthesis of isoprenoids/terpenoids. Isopentenyl pyrophosphate may be used in rubber synthesis.

Biochem/physiol Actions

Intermediate in terpene biosynthesis

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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