Saltar al contenido
Merck

00297

Sigma-Aldrich

Isopentenyl pyrophosphate trilithium salt

≥95.0% (TLC)

Sinónimos:

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

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización


About This Item

Fórmula empírica (notación de Hill):
C5H9Li3O7P2
Número de CAS:
Peso molecular:
263.89
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.25

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

¿Está buscando productos similares? Visita Guía de comparación de productos

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.

pictograms

Exclamation mark

signalword

Warning

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Venkatadurga Jonnalagadda et al.
Journal of the American Chemical Society, 134(15), 6568-6570 (2012-04-05)
The E. coli isopentenyl diphosphate isomerase (IDI) catalyzed reaction of isopentenyl diphosphate (IPP) in D(2)O gives a 66% yield of dimethylallyl diphosphate labeled with deuterium at the (E)-methyl group (d-DMAPP) and a 34% yield of IPP labeled with 1 mol
New aspects of rubber biosynthesis.
Archer B L and Audrey B G
Botanical Journal of the Linnean Society, 94, 181-196 (1987)
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
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)

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico