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Dioleoyl phosphoethanolamine structure, CAS 4004-05-1

Dioleoyl phosphoethanolamine

CAS Number4004-05-1

SynonymsDOPE; Dioleoyl phosphoethanolamine; L-A-phosphatidylethanolamine dioleoyl; 1,2-dioleoyl-sn-glycero-3-phosphatidylethanolamine; 1,2-dioleoyl-sn-glycerol-3-phosphoethanolamine; 3-SN-PHOSPHATIDYLETHANOLAMINE,1,2-DIDEOYL; MFCD00057986; 1,2-di-O-oleoyl-sn-glycero-3-phosphatidylethanolamine; 1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE); 2-Ammonioethyl (2R)-2,3-bis[(9Z)-9-octadecenoyloxy]propyl phosphate; 1,2-dioleoyl-sn-glycero-3-phosphoethanoloamine; COATSOME ME-8181 (DOPE); DIOLEOYL PHOSPHATIDYL ETHANOLAMINE; 18:1 PE

Molecular FormulaC41H78NO8P

Molecular Weight744.03

Purity>99 (TLC)%

Density1.008g/cm3

Boiling Point759.2±70.0 °C at 760 mmHg

Melting Point200 °C

Flash Point

Appearancepowder

EINECS

MSDSChineseEnglish

Symbol6.1

Signal WordWarning

Cat. No.: 2A-9030462 Purity: >99 (TLC)%
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Quality Control of [ 4004-05-1 ] Purity: >99 (TLC)% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number4004-05-1
Catalog No.2A-9030462
Chinese Name1,2-二油酰基-sn-丙三基-3-磷脂酰乙醇胺
SynonymsDOPE; Dioleoyl phosphoethanolamine; L-A-phosphatidylethanolamine dioleoyl; 1,2-dioleoyl-sn-glycero-3-phosphatidylethanolamine; 1,2-dioleoyl-sn-glycerol-3-phosphoethanolamine; 3-SN-PHOSPHATIDYLETHANOLAMINE,1,2-DIDEOYL; MFCD00057986; 1,2-di-O-oleoyl-sn-glycero-3-phosphatidylethanolamine; 1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE); 2-Ammonioethyl (2R)-2,3-bis[(9Z)-9-octadecenoyloxy]propyl phosphate; 1,2-dioleoyl-sn-glycero-3-phosphoethanoloamine; COATSOME ME-8181 (DOPE); DIOLEOYL PHOSPHATIDYL ETHANOLAMINE; 18:1 PE
Molecular FormulaC41H78NO8P
Molecular Weight744.03
Purity>99 (TLC)
Density1.008g/cm3
Boiling Point759.2±70.0 °C at 760 mmHg
Melting Point200 °C
Appearancepowder
Storage ConditionKeep away from light, in a ventilated and dry plac
Application1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) is a neutral helper lipid of cationic liposomes. It combines with cationic phospholipids to improve the transfection efficiency of naked siRNA.
HTC2931900090
MDL NumberMFCD02259123
SMILES[H][C@@](COP([O-])(OCC[NH3+])=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O
InChI1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,39H,3-16,21-38,42H2,1-2H3,(H,45,46)/b19-17-,20-18-/t39-/m1/s1
InChI KeyMWRBNPKJOOWZPW-NYVOMTAGSA-N
NACRES CodeNA.25
UNSPSC51191904
Hazard Symbols6.1
MSDSmsds/30462_1_4004_05_1.pdf
Bioactivity1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) is a neutral helper lipid for cationic liposome and combines with cationic phospholipids to improve transfection efficiency of naked siRNA[1]. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology Target IC50: helper lipid for liposome[1] In Vitro In this study, each siRNA is encapsulated in LNP (cationic lipid-A: PEG2000-DMPE: DOPE = 47.8: 5.18: 47.1 molar percent)[1]. With the neutral lipid for the LNP is DOPE, LNP exerts knock-down (KD) effecton macrophages and DCs and Liposome-containing DOPE shows fusogenicity[1]. LNP/siRNA significantly suppresses CD45 protein expression at an inhibition rate of 30% on macrophages and DCs but not on monocytes, neutrophils, plasmacytoid DCs, or B cells[1]. LNP has the potential to be an efficient siRNA delivery system not only for murine but also for human macrophages and DCs[1]. References [1]. Uemura Y, et al. The efficiency of lipid nanoparticles with an original cationic lipid as a siRNA delivery system for macrophages and dendritic cells.Pharm Dev Technol. 2019 Mar;24(3):263-268. Chemical & Physical Properties Density 1.008g/cm3 Boiling Point 759.2±70.0 °C at 760 mmHg Melting Point 200 °C Molecular Formula C41H78NO8P Molecular Weight 744.034 Flash Point 413.0±35.7 °C Exact Mass 743.546509 PSA 144.19000 LogP 14.79 Vapour Pressure 0.0±5.5 mmHg at 25°C Index of Refraction 1.484 InChIKey MWRBNPKJOOWZPW-NYVOMTAGSA-N SMILES CCCCCCCCC=CCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCC=CCCCCCCCC
Use of1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) is a neutral helper lipid for cationic liposome and combines with cationic phospholipids to improve transfection efficiency of naked siRNA[1]. Properties Articles171 Name 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine Synonym More Synonyms DOPE Biological Activity Description 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) is a neutral helper lipid for cationic liposome and combines with cationic phospholipids to improve transfection efficiency of naked siRNA[1]. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology IC50: helper lipid for liposome[1] References [1]. Uemura Y, et al. The efficiency of lipid nanoparticles with an original cationic lipid as a siRNA delivery system for macrophages and dendritic cells.Pharm Dev Technol. 2019 Mar;24(3):263-268. Chemical & Physical Properties Molecular Formula C41H78NO8P Exact Mass 743.546509 PSA 144.19000 LogP 14.79 Index of Refraction 1.484 InChIKey MWRBNPKJOOWZPW-NYVOMTAGSA-N SMILES CCCCCCCCC=CCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCC=CCCCCCCCC
Tax Rebate13.0%
SupervisionAB (Inbound cargo customs clearance form)
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available
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