00297
Isopentenyl pyrophosphate trilithium salt
≥95.0% (TLC)
Synonym(s):
3-Methyl-3-butenyl pyrophosphate trilithium salt, IPP
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About This Item
Empirical Formula (Hill Notation):
C5H9Li3O7P2
CAS Number:
Molecular Weight:
263.89
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.25
MDL number:
Assay:
≥95.0% (TLC)
Form:
powder
Pricing and availability is not currently available.
Quality Segment
assay
≥95.0% (TLC)
form
powder
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
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.[1] 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.[2]
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.
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This Item | |||
|---|---|---|---|
| form powder | form - | form - | form - |
| assay ≥95.0% (TLC) | assay ≥95.0% (TLC) | assay ≥95.0% (TLC) | assay ≥95% (TLC) |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 200 |
| impurities ≤10% water | impurities ≤10.0% water | impurities - | impurities - |
| storage temp. −20°C | storage temp. −20°C | storage temp. - | storage temp. −20°C |
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Kazunori Okada
Bioscience, biotechnology, and biochemistry, 75(7), 1219-1225 (2011-07-09)
Plants synthesize isopentenyl diphosphate (IPP) via the mevalonate pathway and the methylerythritol phosphate (MEP) pathway. IPP is condensed to its allylic isomer, dimethylallyl diphosphate, to yield geranylgeranyl diphosphate, a common precursor for the production of cyclic diterpenoids. Studies of subcellular
The biosynthesis of rubber. Incorporation of mevalonate and isopentenyl pyrophosphate into rubber by Hevea brasiliensis-latex fractions.
B L Archer et al.
The Biochemical journal, 89(3), 565-574 (1963-12-01)
Nagendra K Sharma et al.
Biochemistry, 49(29), 6228-6233 (2010-06-22)
Isopentenyl diphosphate isomerase (IDI) catalyzes the interconversion of isopentenyl diphosphate (IPP) and dimethylallyl diphosphate (DMAPP), the basic five-carbon building blocks of isoprenoid molecules. Two structurally unrelated classes of IDIs are known. Type I IPP isomerase (IDI-1) utilizes a divalent metal
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 00297-50MG | 04061838602602 |
| 00297-10MG | 04061838602589 |