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1,2-二油酰基-sn-甘油-3-磷酸胆碱

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货号 (SKU) 包装规格 是否现货 价格 数量
D130438-25mg
25mg 现货 Stock Image
D130438-100mg
100mg 现货 Stock Image
D130438-250mg
250mg 现货 Stock Image
D130438-500mg
500mg 现货 Stock Image
D130438-1g
1g 现货 Stock Image
D130438-5g
5g 现货 Stock Image

基本描述

别名 L-β,γ-二油酰基-α-卵磷脂 | 1,2-二油酰基-sn-丙三基-3-胆碱磷酸 | 磷酸(R)-2,3-二(油酰基)丙基[2-(三甲基氨基)乙基]酯 | 1,2-二油酰基-3-sn-磷脂酰胆碱 | 1,2-二(顺式-9-油酰基)-sn-甘油-3-磷酸胆碱 | 二油酰基-L-α-磷脂酰胆碱 | 1,2-二油酰- 锡 -甘油基-3-磷酸胆碱
英文别名 1,2-Dioleoyl-L-alpha-lecithin | 1,2-Dioleoyl-sn-Glycero-3-Phosphocholine | DOPC | UNII-H026DM5V6U | 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine | (R)-2,3-Bis(oleoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate
规格或纯度 Moligand™,≥99%
英文名称 1,2-dioleoyl-sn-glycero-3-phosphocholine
生化机理 18:1 (Δ9- 顺式 )PC (DOPC) 高度耐受二甲基亚砜 (DMSO) 的毒性作用
储存温度 -20°C储存,充氩
运输条件 超低温冰袋运输
产品介绍

产品应用:

18:1 (Δ9-Cis) PC (DOPC)已用于制备荧光显微镜的平面支撑脂质双层,还可用于制备原细胞

Product Application:

18:1 (Δ9-Cis) PC (DOPC) has been used to prepare planar supporting lipid bilayer for fluorescence microscopy and can also be used to prepare protocells

纯度 ≥99%

名称和识别符

EC号 224-193-8
分子类型 小分子
IIUPAC Name [(2R)-2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl] 2-(trimethylazaniumyl)ethyl phosphate
INCHI 1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,42H,6-19,24-41H2,1-5H3/b22-20-,23-21-/t42-/m1/s1
InChi Key SNKAWJBJQDLSFF-NVKMUCNASA-N
Smiles [O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)=O
Isomeric SMILES CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\CCCCCCCC
PubChem CID 10350317
分子量 786.13
Beilstein号 3898070

化学和物理性质

敏感性 对热敏感;对空气敏感
比旋光度 5° (C=0.5,CHCl3:MeOH=4:1)
分子量 786.100 g/mol
XLogP3 13.800
氢键供体数Hydrogen Bond Donor Count 0
氢键受体数Hydrogen Bond Acceptor Count 8
可旋转键计数Rotatable Bond Count 42
精确质量Exact Mass 785.593 Da
单同位素质量Monoisotopic Mass 785.593 Da
拓扑极表面积Topological Polar Surface Area 111.000 Ų
重原子数Heavy Atom Count 54
形式电荷Formal Charge 0
复杂度Complexity 972.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 1
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 2
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 2
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性(GHS)

WGK Germany 3
个人防护装备 Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

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A2510295 分析证书 D130438
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A2510299 分析证书 D130438
H2406433 分析证书 D130438
L2327053 分析证书 D130438
H2308377 分析证书 D130438
C2407458 分析证书 D130438
C2407459 分析证书 D130438
C2407461 分析证书 D130438
J2431301 分析证书 D130438
J2431302 分析证书 D130438
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H2406421 分析证书 D130438
H2406427 分析证书 D130438
E2305641 分析证书 D130438
D2525175 分析证书 D130438
D2525177 分析证书 D130438
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D2525176 分析证书 D130438
A2510297 分析证书 D130438
A2510305 分析证书 D130438
J2431299 分析证书 D130438
A2510596 分析证书 D130438
H2406431 分析证书 D130438
H2406428 分析证书 D130438
H2406426 分析证书 D130438
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J2431300 分析证书 D130438
H2406432 分析证书 D130438
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C2429453 分析证书 D130438
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C2407464 分析证书 D130438
H2308352 分析证书 D130438
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此产品的引用文献

引用文献

1. Yu Wei, Ting He, Qunjie Bi, Huan Yang, Xueyi Hu, Rongrong Jin, Hong Liang, Yongqun Zhu, Rongsheng Tong, Yu Nie.  (2023)  A cationic lipid with advanced membrane fusion performance for pDNA and mRNA delivery.  Journal of Materials Chemistry B,  11  (10): (2095-2107).  [PMID:36810919] [10.1039/D2TB02783F]
2. Yan Wang, Shuhui Gao, Kongying Zhu, Lixia Ren, Xiaoyan Yuan.  (2023)  Integration of Trehalose Lipids with Dissociative Trehalose Enables Cryopreservation of Human RBCs.  ACS Biomaterials Science & Engineering,  (1): (498–507).  [PMID:36577138] [10.1021/acsbiomaterials.2c01154]
3. He Zhao, Shaojie Ren, Ines Zucker, Yan Bai, Yunkun Wang.  (2022)  Antibiofouling Polyvinylidene Fluoride Membrane Functionalized by Poly(ionic liquid) Brushes via Atom Transfer Radical Polymerization.  ACS ES&T Engineering,  (7): (1239–1249).  [10.1021/acsestengg.1c00440]
4. Dingyuan Liang, Xiangrui Wang, Ying Wang, Zhaomin Dong, Xiaoli Zhao, Wenhong Fan.  (2020)  The dual effect of natural organic matter on the two-step internalization process of Au@Sio2 in freshwater.  WATER RESEARCH,  184  (116216).  [PMID:32721761] [10.1016/j.watres.2020.116216]
5. Cao Dingding, Shu Xugang, Zhu Dandan, Liang Shengli, Hasan Murtaza, Gong Sheng.  (2020)  Lipid-coated ZnO nanoparticles synthesis, characterization and cytotoxicity studies in cancer cell.  Nano Convergence,  (1): (1-18).  [PMID:32328852] [10.1186/s40580-020-00224-9]
6. Qihong Zhang, Wei Ren, Alexandr V. Dushkin, Weike Su.  (2020)  Preparation, characterization, in vitro and in vivo studies of olmesartan medoxomil in a ternary solid dispersion with N-methyl-D-glucamine and hydroxypropyl-β-cyclodextrin.  JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY,  56  (101546).  [10.1016/j.jddst.2020.101546]
7. Ehexige Ehexige, Tsogzolmaa Ganbold, Xiang Yu, Shuqin Han, Huricha Baigude.  (2019)  Design of Peptidomimetic Functionalized Cholesterol Based Lipid Nanoparticles for Efficient Delivery of Therapeutic Nucleic Acids.  MOLECULES,  24  (18): (3413).  [PMID:31546908] [10.3390/molecules24183413]
8. Zhixia Liang, Yanbin Yun, Manxiang Wang, Guicheng Liu, Peng Lu, Woochul Yang, Chunli Li.  (2019)  Performance evaluation of interfacial polymerisation-fabricated aquaporin-based biomimetic membranes in forward osmosis.  RSC Advances,  (19): (10715-10726).  [PMID:35515303] [10.1039/C9RA00787C]
9. Dong Hou, Zhaojian Liu, Xiuhua Xu, Qiao Liu, Xiyu Zhang, Beihua Kong, Jian-Jun Wei, Yaoqin Gong, Changshun Shao.  (2018)  Increased oxidative stress mediates the antitumor effect of PARP inhibition in ovarian cancer.  Redox Biology,  17  (99).  [PMID:29684820] [10.1016/j.redox.2018.03.016]
10. Bangming Wang, Yan Zhao, Mingzhu Zhao, Yuke Han, Hui Zhang, Weiheng Kong, Fengli Qu.  (2025)  Al-Based Metal–Organic Nanoslice-Coupled Phospholipid Layer Enables Highly Enriched Biological External Vesicles.  ANALYTICAL CHEMISTRY,  97  (6): (3319-3327).  [PMID:39899402] [10.1021/acs.analchem.4c05089]
11. Bo Wang, Jiquan Shen, Xinggao Wang, Ruixing Hou.  (2024)  Biomimetic nanoparticles for effective Celastrol delivery to targeted treatment of rheumatoid arthritis through the ROS-NF-κB inflammasome axis.  INTERNATIONAL IMMUNOPHARMACOLOGY,  131  (111822).  [PMID:38503010] [10.1016/j.intimp.2024.111822]
12. Subbulakshmi Ganesan, Vijay J. Upadhye, Nutan Sharma, Arpit Arora, Arunachalam Chinnathambi, Sulaiman Ali Alharbi, Samer Hasan Hussein-Al-Ali, Suha Mujahed Abudoleh, Indumathi Thangavelu.  (2024)  Construction of Sorafenib Tosylate and Etoposide-loaded Liposomes: A Path to Precision Liver Cancer Therapy and its Apoptosis Induction.  ChemistrySelect,  (48): (e202404117).  [10.1002/slct.202404117]
13. Zhiqiang Zhang, Qinglong Wang, Haibo Zhang, Shengchao Wang, Xia Ma, Hui Wang.  (2024)  Golm1 facilitates the CaO2-DOPC-DSPE200-PEI -CsPbBr3 QDs -induced apoptotic death of hepatocytes through the stimulation of mitochondrial autophagy and mitochondrial reactive oxygen species production through interactions with P53/Beclin-1/Bcl-2.  CHEMICO-BIOLOGICAL INTERACTIONS,  398  (111076).  [PMID:38815669] [10.1016/j.cbi.2024.111076]
14. Qianhua Feng, Xueli Zhang, Xiaowen Zhao, Jia Liu, Qing Wang, Yuqi Yao, Huifang Xiao, Yucui Zhu, Wenwen Zhang, Lei Wang.  (2024)  Intranasal Delivery of Pure Nanodrug Loaded Liposomes for Alzheimer's Disease Treatment by Efficiently Regulating Microglial Polarization.  Small,  (2405781).  [PMID:39370581] [10.1002/smll.202405781]
15. Yang Yang, Xin Zhang, Jin Yang, Ziyan Wu, Junpeng Li, Ruilong Song, Chuang Meng, Guoqiang Zhu.  (2025)  N-(3-Oxododecanoyl)-Homoserine Lactone Induces Intestinal Barrier Damage in Piglets via the Lipid Raft-Mediated Apoptosis Pathway.  Veterinary Sciences,  12  (3): (233).  [10.3390/vetsci12030233]
16. Zongqi Yang, Xinyu Yu, Bo Huang, Jiahui Li, Xiaohai Yan, Kewei Feng, Rui Cai, Yahong Yuan, Tianli Yue, Qinglin Sheng.  (2025)  Phospholipid membrane-encapsulated perovskite quantum dots electrospun glass cellulose membrane-based fluorescence and visual two-channel detection of breath ammonia for patients infected with Helicobacter pylori.  MICROCHEMICAL JOURNAL,  212  (113263).  [10.1016/j.microc.2025.113263]
17. Weijun Wang, Wenqing Wang, Yaxin Chen, Mengling Lin, Yan-Ru Chen, Ruijin Zeng, Tenghang He, Zhifa Shen, Zai-Sheng Wu.  (2024)  Superlarge, Rigidified DNA Tetrahedron with a Y-Shaped Backbone for Organizing Biomolecules Spatially and Maintaining Their Full Bioactivity.  ACS Nano,  18  (28): (18257-18281).  [PMID:38973121] [10.1021/acsnano.3c13189]

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