1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) - ≥99%, 10 mg phospholipid per ml CHCl3,TLC , CAS No.4004-05-1

CAS: 4004-05-1 Cat. No.: D432691 Peso molecular: 744.05
Disponible para pedir
GRADE & PURITY ≥99% 10 mg phospholipid per ml CHCl3,TLC
Synonyms
GPEtn(18:1w9/18:1w9) | 1,2-Dioleoyl-sn-gl | AMY10805 | DOPE, l- | SCHEMBL25038 | Ethanol, 2-amino-, dihydrogen phosphate (ester), monoester with 1,2-diolein, L- | 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine | AS-74734 | PE(18:1/18:1) | 1,2-dioleoyl-sn-g
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
2.5ml
D432691-2.5ml
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.

166,90US$

195,90US$
Guardar 29,00 US$ (14.80%)
10ml
D432691-10ml
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.

533,90US$

626,90US$
Guardar 93,00 US$ (14.83%)
Enter a quantity for the sizes you want to add.
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Why this grade

≥99%, 10 mg phospholipid per ml CHCl3,TLC for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 18 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

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 .

Specifications

Sinónimos
GPEtn(18:1w9/18:1w9) | 1, 2-Dioleoyl-sn-gl | AMY10805 | DOPE, l- | SCHEMBL25038 | Ethanol, 2-amino-, dihydrogen phosphate (ester), monoester with 1, 2-diolein, L- | 1, 2-Dioleoyl-sn-glycero-3-phosphoethanolamine | AS-74734 | PE(18:1/18:1) | 1, 2-dioleoyl-sn-g
Especificaciones y pureza
≥99%, 10 mg phospholipid per ml CHCl3, TLC
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.
Pureza
≥99%
Nombres e identificadores
Sonrisas canónicasCCCCCCCCC=CCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCC=CCCCCCCCC
IUPAC Name[(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-[(Z)-octadec-9-enoyl]oxypropyl] (Z)-octadec-9-enoate
InChIKeyMWRBNPKJOOWZPW-NYVOMTAGSA-N
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
Isómeros SMILES CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCC/C=C\CCCCCCCC
Peso molecular 744.05
Reaxy-Rn 2343401
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2343401&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClaseGlycerophospholipids
SubclassGlycerophosphoethanolamines
Intermediate Tree Nodes Not available
Direct ParentPhosphatidylethanolamines
Alternative Parents Phosphoethanolamines  Fatty acid esters  Dialkyl phosphates  Dicarboxylic acids and derivatives  Carboxylic acid esters  Amino acids and derivatives  Organopnictogen compounds  Organic oxides  Monoalkylamines  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAliphatic acyclic compounds
Substituents Diacylglycero-3-phosphoethanolamine - Phosphoethanolamine - Fatty acid ester - Dialkyl phosphate - Dicarboxylic acid or derivatives - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Amino acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Amine - Primary aliphatic amine - Organic nitrogen compound - Primary amine - Carbonyl group - Organic oxide - Hydrocarbon derivative - Aliphatic acyclic compound
DescripciónThis compound belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages.
External Descriptors Diacylglycerophosphoethanolamines
Estructura 3D
Modelo de Estructura Química Interactiva





Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propiedades químicas y físicas
Rotación específica [α]+5.0 to +7.0 deg(C=2, CHCl3)
Punto de fusión (°C)200°C(lit.)
Peso molecular744.000 g/mol
XLogP310.600
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count41
Exact Mass743.547 Da
Monoisotopic Mass743.547 Da
Topological Polar Surface Area134.000 Ų
Heavy Atom Count51
Formal Charge0
Complexity897.000
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds2
Covalently-Bonded Unit Count1
Preguntas frecuentes y artículos
Citations of This Product
Referencias
1. Hui-Zhen Yang, Yue Hu, Jia-Jia Chen, Rui-Mo Zhao, Lin Pu, Xiao-Qi Yu, Ji Zhang.  (2023)  Nitric oxide/PDT combination therapy by the fluorescent self-reporting Co-delivery platforms.  JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.jddst.2023.105296]
2. Di Chuan, Rangrang Fan, Bo Chen, Yangmei Ren, Min Mu, Haifeng Chen, Bingwen Zou, Haohao Dong, Aiping Tong, Gang Guo.  (2023)  Lipid–Polymer Hybrid Nanoparticles with Both PD-L1 Knockdown and Mild Photothermal Effect for Tumor Photothermal Immunotherapy.  ACS Applied Materials & Interfaces,      [PMID:37605506] [10.1021/acsami.3c07648]
3. Run Han, Zhuyifan Ye, Yunsen Zhang, Yaxin Cheng, Ying Zheng, Defang Ouyang.  (2023)  Predicting liposome formulations by the integrated machine learning and molecular modeling approaches.  Asian Journal of Pharmaceutical Sciences,      [PMID:37274923] [10.1016/j.ajps.2023.100811]
4. Xiu Han, Yan Lu, Zhaoluo Xu, Yanan Chu, Xueping Ma, Haiping Wu, Bingjie Zou, Guohua Zhou.  (2023)  Anionic liposomes prepared without organic solvents for effective siRNA delivery.  IET Nanobiotechnology,      [PMID:36786285] [10.1049/nbt2.12117]
5. Hui-Zhen Yang, Jia-Jia Chen, Lan Zhang, Xiao-Li Tian, Rong Wang, Lin Pu, Xiao-Qi Yu, Ji Zhang.  (2024)  A dual responsive nitric oxide / β-lapachone co-delivery platform for redox imbalance-enhanced tumor therapy.  EUROPEAN JOURNAL OF PHARMACEUTICS AND BIOPHARMACEUTICS,      [PMID:38844097] [10.1016/j.ejpb.2024.114348]
6. Rong Wang, Jin Li, Jia-Jia Chen, Yu Guo, Yue Hu, Xiao-Qi Yu, Ji Zhang.  (2024)  Cationic lipids via multi-component Passerini reaction for non-viral gene delivery.  NEW JOURNAL OF CHEMISTRY,  48  (9): (4175-4183).  [PMID:] [10.1039/D3NJ05949A]
7. Chuanye Tang, Lei Feng, Pinghua Ling, Qiuting Wang, Wenwen Xu, Danjie Song, Yalong Qiao, Feng Gao.  (2025)  DNA Logic Gate-Triggered Membrane Fusion for Accurately Detecting and Killing Cancer Cells.  ACS Applied Materials & Interfaces,      [PMID:39907089] [10.1021/acsami.4c20737]
8. Wu Yuanlin, Zhang Jiandong, Zhao Junjun, Wang Bin.  (2024)  Folate-modified liposomes mediate the co-delivery of cisplatin with miR-219a-5p for the targeted treatment of cisplatin-resistant lung cancer.  BMC Pulmonary Medicine,  24  (1): (1-14).  [PMID:38561695] [10.1186/s12890-024-02938-6]
9. Pan Ran, Wenxiong Cao, Huan Zheng, Shuang Xie, Guiyuan Zhang, Yuan Liu, Xiaohong Li.  (2024)  Intrabacterial Nitroreductase-Activated Imaging and Persistently Illuminated Photodynamic Therapy for Intracellular Infection Theranostics.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202402731]
10. Yalong Qiao, Linyu Wang, Wenwen Xu, Pei Yang, Chuanye Tang, Danjie Song, Pinghua Ling, Feng Gao.  (2024)  Reversible Modulation of Cell–Cell Interactions Using Electrochemistry.  ACS Applied Materials & Interfaces,      [PMID:39103300] [10.1021/acsami.4c08619]
11. Dongliang Cheng, Zhiwei Wen, Hui Chen, Shiyuan Lin, Wei Zhang, Xin Tang, Wei Wu.  (2022)  Hepatocyte-targeting and tumor microenvironment-responsive liposomes for enhanced anti-hepatocarcinoma efficacy.  DRUG DELIVERY,      [PMID:36104946] [10.1080/10717544.2022.2122635]
12. Zhao Ye, He Jinchen, Liu Yuxi, Soummane Hassna, Ran Pan, Yang Qian, Gao Xiaofang, Cao Wenxiong, Zhao Long.  (2025)  Ultrasound-actuated platelet mimetic nanomotors enable targeted piezocatalytic ROS storm for precision thrombolysis.  JOURNAL OF NANOBIOTECHNOLOGY,  23  (1): (1-19).  [PMID:40855291] [10.1186/s12951-025-03675-6]
13. Feng Tao, Chenkai Sun, Yingze Li, Yingying Wang, Peng Ning, Xiaolei Chen, Donglei Yang, Rui Gao, Yuan Li, Chang Xu, Zihan Guo, Haotian Chen, Xing Fan, Li Peng, Cheng Lv, Xinjian Fan, Chang Chen, Yu Cheng.  (2025)  Rotational-bouncing nanomotors with atomic edges for lysosomal mechanoporation.  Matter,      [PMID:] [10.1016/j.matt.2025.102491]
14. Lan Zhang, Ping Chen, Xiao-Li Tian, Yue Hu, Rong Wang, Ji Zhang.  (2025)  Cyclen-based lipidoids for mRNA delivery and immunotherapy.  Biomaterials Science,      [PMID:40223782] [10.1039/D5BM00317B]
15. Jiyuan Chen, Luyao Gong, Simeng Cao, Guanshan Song, Yeheng Peng, Yuanyuan Wang, Yan-Ru Lou, Teemu J Murtola, Yao Wu, Ganjun Yu, Yuan Gao.  (2025)  PTEN restoration and CXCR2 depletion synergistically enhance the effect of enzalutamide and inhibit bone metastatic CRPC.  Theranostics,  15  (16): (8488).  [PMID:40860155] [10.7150/thno.114534]
16. Wei Liu, Meihui Zhang, Huiyuan Lv, Chuanxu Yang.  (2025)  Formulation-Driven Optimization of PEG-Lipid Content in Lipid Nanoparticles for Enhanced mRNA Delivery In Vitro and In Vivo.  Pharmaceutics,  17  (8): (950).  [PMID:40870973] [10.3390/pharmaceutics17080950]
17. Wang Rong, Tian Xiao-Li, Li Jin, Chen Jia-Jia, Hu Yue, Zhang Ji.  (2026)  Ferrocene-contained cationic lipids via Ugi reaction for gene delivery and tumor cell ferroptosis.  JOURNAL OF MATERIALS SCIENCE,      [PMID:] [10.1007/s10853-026-12175-3]
18. Yanan Meng, Yi Lin, Zijin Luo, Xiaoqiong Tan, Xiaolu Yu, Hongyu Ren, Qiang Cheng, Chuan Fang, Tuo Wei.  (2026)  Fusion Peptide-Incorporated Lipid Nanoparticles Boost Endosomal Escape and Enhance Cytosolic mRNA Delivery.  ADVANCED MATERIALS,      [PMID:41715267] [10.1002/adma.202515130]
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