(2-aminoethoxy)[(2R)-2,3-bis(octadec-9-enoyloxy)propoxy]phosphinic acid

• ChemBase编号: 154493
• 分子式: C41H78NO8P
• 平均质量: 744.033681
• 单一同位素质量: 743.54650509
• SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCC/C=C/CCCCCCCC
• Canonical SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC/C=C/CCCCCCCC)COP(=O)(OCCN)O
• InChI: InChI=1S/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)/t39-/m1/s1
• InChIKey: MWRBNPKJOOWZPW-LDLOPFEMSA-N

名称和登记号

名称

• IUPAC标准名: (2-aminoethoxy)[(2R)-2,3-bis(octadec-9-enoyloxy)propoxy]phosphinic acid; (2-aminoethoxy)[(2R)-2,3-bis[(9E)-octadec-9-enoyloxy]propoxy]phosphinic acid
• IUPAC传统名: 2-aminoethoxy(2R)-2,3-bis(octadec-9-enoyloxy)propoxyphosphinic acid; 1,2-dielaidoyl-sn-gl
• 别名: 1,2-二油酰-sn-甘油-3-磷酸乙醇胺; 二油酰基 L-α-磷脂酰乙醇胺; 1,2-二油酰-sn-甘油-3-磷酸乙醇胺; 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine; L-α-Phosphatidylethanolamine, dioleoyl; (9Z)-9-Octadecenoic acid (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester; 1,2-Di(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine; 3-sn-Phosphatidylethanolamine, 1,2-dideoyl; L-β,γ-Dioleoyl-α-cephalin; DOPE; Dioleoyl phosphatidylethanolamine; PE(18:1(9Z)/18:1(9Z)); 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine

登记号

• CAS号: 4004-05-1
• EC号: 200-663-8
• MDL号: MFCD00057986
• Beilstein号: 1718431
• PubChem SID: 24898174; 162248632; 24866597; 24878438
• PubChem CID: 9546744

理论计算性质

• Acid pKa: 1.8688003
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 11.505306
• LogD (pH = 7.4): 11.504376
• Log P: 11.505346
• 摩尔折射率: 211.6411 cm^3
• 极化性: 83.91477 Å^3
• 极化表面积: 134.38 Å^2
• 可自由旋转的化学键: 41
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: lyophilized powder

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1888
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 22-38-40-48/20/22
• 安全公开号: 36/37
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Warning
• GHS危险声明: H302-H315-H351-H373
• GHS警示性声明: P281
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US); Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 1888 6.1/PG 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥97.0% (TLC); ≥98% (TLC); ≥98.0% (TLC); ≥99% (GC); ≥99.0% (10 mg phospholipid per ml CHCl3, TLC)
• 生物来源: from synthetic
• Empirical Formula (Hill Notation): C41H78NO8P
• 分类: Genuine Natural Compounds

详细说明

Sigma Aldrich - 54008

Application
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) forms heterogenous liposomes with N-[1-(2,3-dioleoyloxy)propyl]-N,N,N-trimethylammonium methylsulfate (DOTAP), which are used as delivery vehicles for therapeutic agents 1.

Sigma Aldrich - P1223

Application
与 DC-胆固醇（可用于有效转染几种哺乳动物细胞系）形成脂质体。
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) forms heterogenous liposomes with N-[1-(2,3-dioleoyloxy)propyl]-N,N,N-trimethylammonium methylsulfate (DOTAP), which are used as delivery vehicles for therapeutic agents 1.
包装
在氩气下包装。

Sigma Aldrich - 42490

Application
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) forms heterogenous liposomes with N-[1-(2,3-dioleoyloxy)propyl]-N,N,N-trimethylammonium methylsulfate (DOTAP), which are used as delivery vehicles for therapeutic agents 1.

Sigma Aldrich - 76548

Application
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) forms heterogenous liposomes with N-[1-(2,3-dioleoyloxy)propyl]-N,N,N-trimethylammonium methylsulfate (DOTAP), which are used as delivery vehicles for therapeutic agents 1.
Biochem/physiol Actions
DOPE in mixed membranes have been found to decrease fluorescence lifetime and increase acyl-chain order.2 DOPE is an essential component of cationic liposomes designed to deliver DNA into gliosarcoma3 and kidney4 cell lines (gene therapy).