dioleoylglycerol pyrophosphate (ammonium salt) - ≥99% , CAS No.474943-14-1

CAS: 474943-14-1 Cat. No.: D130295 Molecular Weight: 815.01 PubChem CID: 24978513

GRADE & PURITY ≥99%

Synonyms

Dioleoylglycerol pyrophosphate ammonium salt|474943-14-1|UNII-VSK5Q66IWS|VSK5Q66IWS|1,2-Dioleoyl-sn-glycero-pyrophosphate (ammonium salt)|9-Octadecenoic acid (9Z)-, (1R)-1-(3,5,5-trihydroxy-3,5-dioxido-2,4-dioxa-3,5-diphosphapent-1-yl)-1,2-ethanediyl este

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Product Description
Diacylglycerol pyrophosphate (DGPP), involved in a novel signaling pathway, has been found in plants, Saccharomyces cerevisiae, and Escherichia coli and macrophage-activating factor, and suggests a potential role for this compound in triggering homeostatic cellular responses.Biological Applications: Short chain DGPP (DiC8) DiC8 DGPP is added to a test tube as a chloroform solution and the solvent is removed. Add water or buffer to the dry lipid residue followed by sonication. The solution is added to cells directly. The short chain DGPP is taken up by mammalian cells and by yeast. Long chain DGPP (DiC18:1) DiC18:1 DGPP is added to a test tube as a chloroform solution and the solvent is removed. Add 0.5% Tergitol (detergent) solution and add this to cells.Notes:Biological Application — "I am not sure how well the long chain DGPP is taken up in yeast cells, that is why we synthesized the DiC8 compound. We only use the long chain compound as a standard for TLC, HPLC and for DGPP phosphatase assays".Storage Conditions — "Store concentrated, ~25mg/ml in chloroform. Concentrations below 10mg/ml are not as stable".Personal communication, George M. Carman, Sept. 1999 Dioleoylglycerophosphate (DGPP) is mainly present in plants and yeast. It carries two phosphate groups in its headgroup. DGPP 18:1 (dioleoylglycerol pyrophosphate) has two oleyl chains and is a bioactive lipid. Product Application DGPP 18:1 (dioleoylglycerol pyrophosphate) may be used in biochemical assays to study its effects on transient receptor potential 1 (TRPV1) function. It may also be used in liposome binding studies.

Specifications

Synonyms

Dioleoylglycerol pyrophosphate ammonium salt | 474943-14-1 | UNII-VSK5Q66IWS | VSK5Q66IWS | 1, 2-Dioleoyl-sn-glycero-pyrophosphate (ammonium salt) | 9-Octadecenoic acid (9Z)-, (1R)-1-(3, 5, 5-trihydroxy-3, 5-dioxido-2, 4-dioxa-3, 5-diphosphapent-1-yl)-1, 2-ethanediyl este

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Dioleoylglycerophosphate (DGPP) is capable of stimulating stress-related responses in plants. It may also play a role in abscisic acid (ABA) signaling.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CCCCCCCCC=CCCCCCCCC(=O)OCC(COP(=O)([O-])OP(=O)(O)[O-])OC(=O)CCCCCCCC=CCCCCCCCC.[NH4+].[NH4+]
• IUPAC Name: diazanium;[[(2R)-2,3-bis[[(Z)-octadec-9-enoyl]oxy]propoxy]-oxidophosphoryl] hydrogen phosphate
• InChIKey: SIWIEYLZDXPRIY-AXQFFRRZSA-N
• INCHI: 1S/C39H74O11P2.2H3N/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)47-35-37(36-48-52(45,46)50-51(42,43)44)49-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;;/h17-20,37H,3-16,21-36H2,1-2H3,(H,45,46)(H2,42,43,44);2*1H3/b19-17-,20-18-;;/t37-;;/m1../s1
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OP(=O)(O)[O-])OC(=O)CCCCCCC/C=C\CCCCCCCC.[NH4+].[NH4+]
• PubChem CID: 24978513
• Molecular Weight: 815.01