1,2-dimyristoyl-sn-glycero-3-phospho-(1'-rac-glycerol) （DMPG）(sodium salt) - ≥99% , CAS No.200880-40-6

CAS: 200880-40-6 Cat. No.: D130348 Peso molecular: 688.845

GRADE & PURITY ≥99%

Synonyms

14:0 PG | sodium 1,2-dimyristoyl-sn-glycero-3-(phospho-rac-(1-glycerol)) | 1,2-Dimyristoyl-sn-glycero-3-phosphorylglycerol | J-003477 | 1,2-Dimyristoyl-sn-glycero-3-(phospho-rac-(1-glycerol)), sodium salt | l-Dimyristoylphosphatidylglycerol (sodium salt)

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Application

228,229

Descripción general

Product description：

1,2-Dimyristoyl-sn-glycero-3-phospho-rac-(1-glycerol) sodium salt (DMPG) is a 14C atoms containing anionic saturated phospholipid. It is predominantly present in the gram-positive bacterial membranes and comprises two chains. To mimic bacterial membranes, DMPG is combined with zwitterionic phospholipids. At low salt, DMPG forms leaky vesicles in gel and fluid phases. It displays gel−fluid transition at high salt. DMPG is used as a model system for peptide−lipid interaction studies and in temperature based membrane structural studies.

Application：

1, 2-dimyristoyl-Sn-glycerol-3-phosphate -RAC - (1-glycerol) sodium salt was used as the internal standard for reversed-phase high performance liquid chromatography (RP-HPLC). [3] It is also used as a component of diffusion research foam films (FFs). Prototype for preparing liposomes with negatively charged hydrophilic head groups. The presence of a bivalent cation with a stoichiometric amount (1:2) strongly affects the phase transition, close packing ratio and ionic permeability

Specifications

Sinónimos

14:0 PG | sodium 1, 2-dimyristoyl-sn-glycero-3-(phospho-rac-(1-glycerol)) | 1, 2-Dimyristoyl-sn-glycero-3-phosphorylglycerol | J-003477 | 1, 2-Dimyristoyl-sn-glycero-3-(phospho-rac-(1-glycerol)), sodium salt | l-Dimyristoylphosphatidylglycerol (sodium salt)

Especificaciones y pureza

≥99%

Mecanismos bioquímicos y fisiológicos

Phosphatidylglycerol. For use in lipid bilayer studies and biological systems. See similar compounds

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Nota

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.

Pureza

≥99%

Nombres e identificadores

• Pubchem Sid: 504770840
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504770840
• Sonrisas canónicas: CCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC(CO)O)OC(=O)CCCCCCCCCCCCC.[Na+]
• IUPAC Name: sodium;2,3-dihydroxypropyl [(2R)-2,3-di(tetradecanoyloxy)propyl] phosphate
• InChIKey: QLNOOKSBAYIHQI-SKZICHJRSA-M
• INCHI: 1S/C34H67O10P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2;/h31-32,35-36H,3-30H2,1-2H3,(H,39,40);/q;+1/p-1/t31?,32-;/m1./s1
• Isómeros SMILES: CCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC(CO)O)OC(=O)CCCCCCCCCCCCC.[Na+]
• WGK Alemania: 3
• CAS alternativo: 67232-80-8
• Peso molecular: 688.845
• Reaxy-Rn: 7791007
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7791007&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: 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
• Descripción: 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

Propiedades químicas y físicas

• Sensibilidad: Heat Sensitive
• Rotación específica [α]: +8.0 to +10.0 deg(C=1,CHCl3:MeOH=1:1)
• Punto de fusión (°C): 195 °C(dec.)
• Peso molecular: 688.800 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 36
• Exact Mass: 688.429 Da
• Monoisotopic Mass: 688.429 Da
• Topological Polar Surface Area: 152.000 Ų
• Heavy Atom Count: 46
• Formal Charge: 0
• Complexity: 743.000
• 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

Referencias

1. Anjun Song, Wenjie Wang, Huan Wang, Yanjun Ji, Yanjie Zhang, Jinsong Ren, Xiaogang Qu.  (2024)  An Alkaline Nanocage Continuously Activates Inflammasomes by Disrupting Multiorganelle Homeostasis for Efficient Pyroptosis.  ACS Applied Materials & Interfaces,      [PMID:38697643] [10.1021/acsami.4c02620]

2. Hao Yu, Wenjing Liu, Kaikai Ding, Jiangjie Wu, Cheng Wang, Siyuan Wang, Lingyun Wu, Qiuying Tang, Xin Yin, Kan Jiang, Danfang Yan, Xu Wang, Si Chen, Senxiang Yan.  (2024)  Sequential Release HydroLipo System for STING Gene Epigenetic Reprogramming and Immune Activation in Glioblastoma.  Advanced Science,      [PMID:39661716] [10.1002/advs.202408323]

3. Dong Zhang, Lei Zhao, Xiaohu Cui, Xinpeng Li, Zhisong Qian, Xueyan Zhou, Zhongren Ma, Mohd Sobri Takriff, Zhiqiang Li, Ying Niu, Guilan Ma, Gongtao Ding, Zifan Wang.  (2024)  Silkworm cocoon bionic design in wound dressings: A novel hydrogel with self-healing and antimicrobial properties.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39343273] [10.1016/j.ijbiomac.2024.136114]

4. Ping Wang, Meijuan Xue, Xinhui Guan, Xiaofei Gu, Xiaoqiang Qiao.  (2026)  Preparation of styrene-maleic anhydride copolymer nanobrush chromatographic stationary phase and its application in phospholipid analysis of exosomes.  ANALYTICA CHIMICA ACTA,      [PMID:41796493] [10.1016/j.aca.2026.345260]