1,2-distearoyl-sn-glycero-3-phosphocholine （DSPC） - Moligand™, ≥99% , CAS No.816-94-4

CAS: 816-94-4 Cat. No.: D130429 Molecular Weight: 790.14 Beilstein Registry Number: 3923978 EC Number: 212-440-2

GRADE & PURITY Moligand™, ≥99%

Synonyms

DSPC | PC(18:0/18:0) | [(2R)-2,3-di(octadecanoyloxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate | (R)-(7-Lauroyl-4-oxido-10-oxo-3,5,9-trioxa-4-phosphaheptacosyl)trimethylammonium 4-oxide | HY-W040193 | BP-25623 | 1,2-Distearoyl-sn-glycero-3-phosphocholi

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Application

Drug Delivery, Surface Modification, PEGylation of Protein, Peptide & Oligo

Overview

Non-pyrogenic, well-defined liposomes, loaded with a molecule of choice, are formed by a single hydration step. 1,2-Distearoyl-sn-glycero-3-phosphocholine is a non-pyrogenic phospholipid that has been shown to form well-defined liposomes that are capable of being loaded with a molecule of choice. This loading and vessicle formation is reportedly accomplished simply by a single hydration step. Research has shown that this encapsulation technique has been shown to increase the uptake for 125I-labelled polyvinylpyrrolidone by four times in an intestinal sac preparation from adult rats. More recently, compounds such as 5-fluorouracil ,cyclosporin A and celecoxib have been used in this lipid encapsulation technique.
Used to produce non-pyrogenic liposome capable of caging molecules

Specifications

Synonyms

DSPC | PC(18:0/18:0) | [(2R)-2, 3-di(octadecanoyloxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate | (R)-(7-Lauroyl-4-oxido-10-oxo-3, 5, 9-trioxa-4-phosphaheptacosyl)trimethylammonium 4-oxide | HY-W040193 | BP-25623 | 1, 2-Distearoyl-sn-glycero-3-phosphocholi

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Phosphorylcholine with stearic acid. 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.

Grade

Moligand™

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

≥99%

Names and Identifiers

• Pubchem Sid: 488186814
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488186814
• Canonical Smiles: CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC
• IUPAC Name: [(2R)-2,3-di(octadecanoyloxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate
• InChIKey: NRJAVPSFFCBXDT-HUESYALOSA-N
• INCHI: 1S/C44H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h42H,6-41H2,1-5H3/t42-/m1/s1
• Isomeric SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC
• WGK Germany: 3
• Molecular Weight: 790.14
• Beilstein: 3923978
• Reaxy-Rn: 1899528
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1899528&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Glycerophospholipids
• Subclass: Glycerophosphocholines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phosphatidylcholines
• Alternative Parents: Phosphocholines Fatty acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Tetraalkylammonium salts Carboxylic acid esters Organopnictogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Amines
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Diacylglycero-3-phosphocholine - Phosphocholine - Fatty acid ester - Dialkyl phosphate - Dicarboxylic acid or derivatives - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Quaternary ammonium salt - Tetraalkylammonium salt - Carboxylic acid ester - Carboxylic acid derivative - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Amine - Organic salt - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.
• External Descriptors: Diacylglycerophosphocholines

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

• Solubility: Soluble in water.
• Sensitivity: Heat sensitive
• Specific Rotation[α]: 6° (C=2,CHCl3)
• Melt Point(°C): 236 °C
• Molecular Weight: 790.100 g/mol
• XLogP3: 15.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 44
• Exact Mass: 789.625 Da
• Monoisotopic Mass: 789.625 Da
• Topological Polar Surface Area: 111.000 Ų
• Heavy Atom Count: 54
• Formal Charge: 0
• Complexity: 888.000
• 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

References

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