1,2-dilauroyl-sn-glycero-3-phosphoethanolamine - ≥99% , CAS No.59752-57-7

CAS: 59752-57-7 Cat. No.: D130467 Molecular Weight: 579.746 Beilstein Registry Number: 1810614 EC Number: 261-912-4

GRADE & PURITY ≥99%

Synonyms

12:0 PE | DLPE | PE(12:0/12:0) | beta,gamma-Dilauroyl-L-alpha-phosphatidylethanolamine | UNII-D1O2S89PCE | DLPE | PE(12:0/12:0) | [(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-dodecanoyloxypropyl] dodecanoate | C29H58NO8P | 1,2-didodecanoyl-sn-glycero-3

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Application

228,229

Overview

Description
Phosphatidylethanolamine (PE) is one of the widely distributed glycerophospholipid in eukaryotic cells. 1,2-dilauroyl-sn-glycero-3-phosphoethanolamine (12:0 PE/DLPE) possess an ammonium head group (RNH3+) and has alkyl chains made of 11 carbon atoms.
Application
1,2-dilauroyl-sn-glycero-3-phosphoethanolamine (12:0 PE): has been used as a lipid standard in the optimization of the liquid chromatography−mass spectrometry (LC-MS) method conditions, may be used as a phospholipid (PL) standard to quantify phosphatidylethanolamine (PE) from plant lipids, may be used to prepare anionic liposomes, may be used to prepare binary giant unilamellar vesicles (GUVs).

Specifications

Synonyms

12:0 PE | DLPE | PE(12:0/12:0) | beta, gamma-Dilauroyl-L-alpha-phosphatidylethanolamine | UNII-D1O2S89PCE | DLPE | PE(12:0/12:0) | [(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-dodecanoyloxypropyl] dodecanoate | C29H58NO8P | 1, 2-didodecanoyl-sn-glycero-3

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Phosphatidylethanolamine (PE) plays a vital role in the structure and function of eukaryotic membranes.

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: CCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCCCCC
• IUPAC Name: [(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-dodecanoyloxypropyl] dodecanoate
• InChIKey: ZLGYVWRJIZPQMM-HHHXNRCGSA-N
• INCHI: 1S/C29H58NO8P/c1-3-5-7-9-11-13-15-17-19-21-28(31)35-25-27(26-37-39(33,34)36-24-23-30)38-29(32)22-20-18-16-14-12-10-8-6-4-2/h27H,3-26,30H2,1-2H3,(H,33,34)/t27-/m1/s1
• Isomeric SMILES: CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCCCCCC
• Molecular Weight: 579.746
• Beilstein: 1810614
• Reaxy-Rn: 1810614
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1810614&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Glycerophospholipids
      • Subclass Glycerophosphoethanolamines

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Glycerophospholipids
• Subclass: Glycerophosphoethanolamines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phosphatidylethanolamines
• Alternative Parents: Phosphoethanolamines Fatty acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Carboxylic acid esters Amino acids and derivatives Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Diacylglycero-3-phosphoethanolamine - Phosphoethanolamine - Fatty acid ester - Dialkyl phosphate - Dicarboxylic acid or derivatives - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Amino acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Amine - Primary aliphatic amine - Organic nitrogen compound - Primary amine - Carbonyl group - Organic oxide - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages.
• External Descriptors: Diacylglycerophosphoethanolamines

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: 579.700 g/mol
• XLogP3: 5.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 31
• Exact Mass: 579.39 Da
• Monoisotopic Mass: 579.39 Da
• Topological Polar Surface Area: 134.000 Ų
• Heavy Atom Count: 39
• Formal Charge: 0
• Complexity: 634.000
• 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: 1