1,2-dimyristoyl-sn-glycero-3-phosphate (sodium salt) - ≥98% , CAS No.80724-31-8

CAS: 80724-31-8 Cat. No.: D130303 Molecular Weight: 614.77

GRADE & PURITY ≥98%

Synonyms

DMPA | DTXSID60677131 | Tetradecanoic acid, 1,1'-((1R)-1-((phosphonooxy)methyl)-1,2-ethanediyl) ester, sodium salt (1:1) | Sodium (2R)-2,3-bis(tetradecanoyloxy)propyl hydrogen phosphate | TETRADECANOIC ACID, (1R)-1-((PHOSPHONOOXY)METHYL)-1,2-ETHANEDIYL ES

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Application

228,229

Overview

product description：

Phosphatidic acid is obtained from glycerophospholipid with the help of phospholipase D. 14:0 PA/a negatively charged 1,2-dimyristoyl-sn-glycero-3-phosphate (DMPA) carries a phosphoric acid head group.

application：

14:0 PA may be used to prepare liposomes. It may also be used as a phospholipid (PL) standard to quantify phosphatidic acid (PA).

Specifications

Synonyms

DMPA | DTXSID60677131 | Tetradecanoic acid, 1, 1'-((1R)-1-((phosphonooxy)methyl)-1, 2-ethanediyl) ester, sodium salt (1:1) | Sodium (2R)-2, 3-bis(tetradecanoyloxy)propyl hydrogen phosphate | TETRADECANOIC ACID, (1R)-1-((PHOSPHONOOXY)METHYL)-1, 2-ETHANEDIYL ES

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Phosphatidic acid containing myristoyl groups. For use in lipid bilayer studies and biological systems.

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.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504770843
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504770843
• Canonical Smiles: CCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)[O-])OC(=O)CCCCCCCCCCCCC.[Na+]
• IUPAC Name: sodium;[(2R)-2,3-di(tetradecanoyloxy)propyl] hydrogen phosphate
• InChIKey: UBSPGYHFNIKQIP-XXIQNXCHSA-M
• INCHI: 1S/C31H61O8P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(32)37-27-29(28-38-40(34,35)36)39-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2;/h29H,3-28H2,1-2H3,(H2,34,35,36);/q;+1/p-1/t29-;/m1./s1
• Isomeric SMILES: CCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)[O-])OC(=O)CCCCCCCCCCCCC.[Na+]
• WGK Germany: 3
• Molecular Weight: 614.77
• Reaxy-Rn: 6679510
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6679510&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Glycerophospholipids
      • Subclass Glycerophosphates
        • Level5 Diacylglycerophosphates
          • Level6 1,2-diacylglycerol-3-phosphates

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Glycerophospholipids
• Subclass: Glycerophosphates
• Intermediate Tree Nodes: Diacylglycerophosphates
• Direct Parent: 1,2-diacylglycerol-3-phosphates
• Alternative Parents: Fatty acid esters Dicarboxylic acids and derivatives Alkyl phosphates Carboxylic acid esters Organic sodium salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Organic cations
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: 1,2-diacylglycerol-3-phosphate - Fatty acid ester - Dicarboxylic acid or derivatives - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Carboxylic acid ester - Carboxylic acid derivative - Organic alkali metal salt - Carbonyl group - Organooxygen compound - Organic oxide - Organic oxygen compound - Organic salt - Organic sodium salt - Hydrocarbon derivative - Organic cation - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as 1,2-diacylglycerol-3-phosphates. These are glycerol-3-phosphates in which the glycerol moiety is bonded to two aliphatic chains through ester linkages.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Molecular Weight: 614.800 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 32
• Exact Mass: 614.392 Da
• Monoisotopic Mass: 614.392 Da
• Topological Polar Surface Area: 122.000 Ų
• Heavy Atom Count: 41
• Formal Charge: 0
• Complexity: 650.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3