Skip to Content
Merck
CN

Key Documents

View All Documentation

850166P

Avanti

18:0-20:4 PI(3,4,5)P3

Avanti Research™ - A Croda Brand

Synonym(s):

1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-[phosphoinositol-3,4,5-trisphosphate] (ammonium salt); PIP3[3′,4′,5′](18:0/20:4(5Z,8Z,11Z,14Z))

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C47H98N4O22P4
CAS Number:
799268-60-3
Molecular Weight:
1195.19
UNSPSC Code:
51191904
NACRES:
NA.25
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

18:0-20:4 PI(3,4,5)P3, 1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-(1′-myo-inositol-3′,4′,5′-trisphosphate) (ammonium salt), powder

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 μg (with stopper and crimp cap (850166P-100ug)), pkg of 1 × 500 μg (with stopper and crimp cap (850166P-500ug))

manufacturer/tradename

Avanti Research™ - A Croda Brand 850166P

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP(O[C@H]1[C@H](O)[C@@H](OP([O-])(O)=O)[C@H](OP(O)([O-])=O)[C@@H](OP(O)([O-])=O)[C@H]1O)([O-])=O)(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O.[NH4+].[NH4+].[NH4+].[NH4+]

InChI

1S/C47H86O22P4.4H3N/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)65-39(37-63-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-64-73(61,62)69-44-42(50)45(66-70(52,53)54)47(68-72(58,59)60)46(43(44)51)67-71(55,56)57;;;;/h11,13,17,19,22,2

InChI key

HIQNCTCJCORHBS-KVPNKVSCSA-N

General description

Inositol phospholipid species are membrane-bound signaling molecules that have been implicated in almost all aspects of cellular physiology, including cellular growth, metabolism, proliferation, and survival.

Application

18:0-20:4 PI(3,4,5)P3 or 1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-(1′-myo-inositol-3′,4′,5′-trisphosphate) (ammonium salt) has been used in:
  • liposomes for liposome-pelleting assay to identify the binding preference of FCH and double SH3 domains protein (FCHSD2) for specific phosphoinositide
  • liposomes to study specific protein-lipid interactions
  • host 1-O-1-(Z)-octadecenyl-2-arachidonoyl-sn-glycero-3-phosphocholine (plasmenyl-SAPC) small unilamellar vesicles (SUVs) in the presence of H2O2 to activate cyt c plasmalogenase activity

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (850166P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850166P-500ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Christopher M Jenkins et al.
The Journal of biological chemistry, 293(22), 8693-8709 (2018-03-14)
Plasmalogens are phospholipids critical for cell function and signaling that contain a vinyl ether linkage at the sn-1 position and are highly enriched in arachidonic acid (AA) at the sn-2 position. However, the enzyme(s) responsible for the cleavage of the
Nicola De Franceschi et al.
Journal of cell science, 132(4) (2018-08-04)
Integrin transmembrane receptors control a wide range of biological interactions by triggering the assembly of large multiprotein complexes at their cytoplasmic interface. Diverse methods have been used to investigate interactions between integrins and intracellular proteins, and predominantly include peptide-based pulldowns
Leonardo Almeida-Souza et al.
Cell, 174(2), 325-337 (2018-06-12)
Multiple proteins act co-operatively in mammalian clathrin-mediated endocytosis (CME) to generate endocytic vesicles from the plasma membrane. The principles controlling the activation and organization of the actin cytoskeleton during mammalian CME are, however, not fully understood. Here, we show that

Global Trade Item Number

SKUGTIN
850166P-100UG04061835227181
850166P-500UG04061835227198