1,2-dipalmitoyl-sn-glycero-3-phospho-(1'-rac-glycerol) (sodium salt)(DPPG) - ≥99% , CAS No.200880-41-7

CAS: 200880-41-7 Cat. No.: D130350 Molecular Weight: 744.952

GRADE & PURITY ≥99%

Synonyms

DPPG | PG(16:0/16:0) | AKOS037646929 | DPPG-Na | EN300-19735887 | sodium 1,2-dipalmitoyl-sn-glycero-3-phospho-(1'-rac-glycerol) | MG-6060LS | R-DPPG-Na | Sodium (R)-2,3-bis(palmitoyloxy)propyl (2,3-dihydroxypropyl) phosphate | DPPG | BP-26314 | DPPG-NA, R

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Application

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

Overview

Phosphoglyceride (PG) are also referred as glycerophospholipid. It is an important component of membrane bilayers. It has three-carbon backbone of glycerol, two long-chain fatty acids, esterified to hydroxyl groups on carbons 1 and 2 of the glycerol and phosphoric acid esterified to the C3 hydroxyl group of glycerol. It is found at high levels in the membranes of all cells and at low levels in fat stores

16:0 PG has been used as a component in internal lipid standard mixture for matrix-assisted laser desorption/ionization (MALDI)- fourier-transform ion cyclotron resonance (FTICR)- mass spectrometry (MS) analysis. It is also suitable to use in liposome flotation assay to study the specificity of protein-lipid interaction

Specifications

Synonyms

DPPG | PG(16:0/16:0) | AKOS037646929 | DPPG-Na | EN300-19735887 | sodium 1, 2-dipalmitoyl-sn-glycero-3-phospho-(1'-rac-glycerol) | MG-6060LS | R-DPPG-Na | Sodium (R)-2, 3-bis(palmitoyloxy)propyl (2, 3-dihydroxypropyl) phosphate | DPPG | BP-26314 | DPPG-NA, R

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Phosphoglycerides (PG)/glycerophospholipids play a key role in cell signaling systems. It also serves as an anchor for proteins in cell membranes.Phosphorylglycerol acylated with palmitic acid. For use in lipid bilayer studies and biological systems. See

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

≥99%

Names and Identifiers

• Pubchem Sid: 504770841
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504770841
• Canonical Smiles: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC(CO)O)OC(=O)CCCCCCCCCCCCCCC.[Na+]
• IUPAC Name: sodium;[(2R)-2,3-di(hexadecanoyloxy)propyl] 2,3-dihydroxypropyl phosphate
• InChIKey: LDWIWSHBGAIIMV-ODZMYOIVSA-M
• INCHI: 1S/C38H75O10P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)45-33-36(34-47-49(43,44)46-32-35(40)31-39)48-38(42)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h35-36,39-40H,3-34H2,1-2H3,(H,43,44);/q;+1/p-1/t35?,36-;/m1./s1
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC(CO)O)OC(=O)CCCCCCCCCCCCCCC.[Na+]
• Molecular Weight: 744.952
• Reaxy-Rn: 9249367
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9249367&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Glycerophospholipids
• Subclass: Glycerophosphoglycerols
• Intermediate Tree Nodes: Not available
• Direct Parent: Phosphatidylglycerols
• Alternative Parents: Fatty acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Secondary alcohols Carboxylic acid esters 1,2-diols Primary alcohols Organic sodium salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Organic cations
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: 1,2-diacylglycerophosphoglycerol - Fatty acid ester - Dialkyl phosphate - Dicarboxylic acid or derivatives - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Secondary alcohol - 1,2-diol - Carboxylic acid ester - Carboxylic acid derivative - Organic alkali metal salt - Hydrocarbon derivative - Carbonyl group - Primary alcohol - Organic oxide - Organooxygen compound - Alcohol - Organic oxygen compound - Organic salt - Organic sodium salt - Organic cation - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as phosphatidylglycerols. These are glycerophosphoglycerols in which two fatty acids are bonded to the 1-glycerol moiety 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: 745.000 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 40
• Exact Mass: 744.492 Da
• Monoisotopic Mass: 744.492 Da
• Topological Polar Surface Area: 152.000 Ų
• Heavy Atom Count: 50
• Formal Charge: 0
• Complexity: 804.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

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2. Chu Wang, Chenxi Hou, Jiayou Pu, Siyu Li, Shiao Luo, Xiaofeng Han, Xiaolin Lu.  (2023)  Differentiating Two Adsorption Modes of Membrane-Bound Antimicrobial Peptides via Sum Frequency Generation.  LANGMUIR,      [PMID:37417367] [10.1021/acs.langmuir.3c01117]

3. Ruicheng Xu, Jing Tang, Roja Hadianamrei, Suyu Liu, Songwei Lv, Rongrong You, Fang Pan, Peng Zhang, Nan Wang, Zhiqiang Cai, Xiubo Zhao.  (2023)  Antifungal activity of designed α-helical antimicrobial peptides.  Biomaterials Science,  11  (8): (2845-2859).  [PMID:36857655] [10.1039/D2BM01797K]

4. Fang Pan, Yueping Li, Yujie Ding, Songwei Lv, Rongrong You, Roja Hadianamrei, Mhd Anas Tomeh, Xiubo Zhao.  (2022)  Anticancer effect of rationally designed α-helical amphiphilic peptides.  COLLOIDS AND SURFACES B-BIOINTERFACES,      [PMID:36174494] [10.1016/j.colsurfb.2022.112841]

5. Songwei Lv, Jingfang Wang, Rongrong You, Suyu Liu, Yujie Ding, Roja Hadianamrei, Mhd Anas Tomeh, Fang Pan, Zhiqiang Cai, Xiubo Zhao.  (2022)  Highly selective performance of rationally designed antimicrobial peptides based on ponericin-W1.  Biomaterials Science,  10  (17): (4848-4865).  [PMID:35861280] [10.1039/D2BM00744D]

6. Lechuan Wang, Lisha Li, Nuo Xu, Weiqing Sun, Baomiao Ding, Wei Xu, Zhenshun Li.  (2019)  Effect of carboxymethylcellulose on the affinity between lysozyme and liposome monolayers:evidence for its bacteriostatic mechanism.  FOOD HYDROCOLLOIDS,      [PMID:] [10.1016/j.foodhyd.2019.105263]

7. Bo Zhang, Xinyu Xu, Wei Zhou, Xiubo Zhao.  (2025)  Effect of Terminal Modifications on the Antimicrobial Activity of the Designed G3 Peptide.  LANGMUIR,      [PMID:41121613] [10.1021/acs.langmuir.5c03844]