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1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine

Product Name
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
CAS No.
4004-05-1
Chemical Name
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
Synonyms
DOPE;1,2-Dioleoyl-sn-glycero-3-PE;(Z)-(2R)-3-(((2-Aminoethoxy)(hydroxy)phosphoryl)oxy)propane-1,2-diyl dioleate;18:1 PE;PE(18:1(9Z)/18:1(9Z));COATSOME ME-8181 (DOPE);L-β,γ-Dioleoyl-α-cephalin;L-β,γ-Dioleoyl-α-Cephalin;18:1 (Delta9-Cis) PE (DOPE);Dioleoyl phosphoethanolamine
CBNumber
CB2477530
Molecular Formula
C41H78NO8P
Formula Weight
744.05
MOL File
4004-05-1.mol
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1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Property

Melting point:
200°C(lit.)
Boiling point:
759.2±70.0 °C(Predicted)
Density 
1.008±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO: 31.25 mg/mL (42.00 mM)
pka
1.17±0.50(Predicted)
form 
lyophilized powder
color 
White to Light yellow
BRN 
1718431
InChIKey
MWRBNPKJOOWZPW-XFBMKQTANA-N
SMILES
[C@H](COP(O)(=O)OCCN)(COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC |&1:0,r|
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Safety

Hazard Codes 
Xn
Risk Statements 
22-38-40-48/20/22-67-36/38-20-63
Safety Statements 
36/37-26
RIDADR 
UN 1888 6.1/PG 3
WGK Germany 
3
8-10-23
HS Code 
29232000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H331Toxic if inhaled

H336May cause drowsiness or dizziness

H351Suspected of causing cancer

H372Causes damage to organs through prolonged or repeated exposure

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P273Avoid release to the environment.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
42490
Product name
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
Purity
≥99.0% (10 mg phospholipid per ml CHCl3, TLC)
Packaging
2.5ml
Price
$87.6
Updated
2024/03/01
Sigma-Aldrich
Product number
42490
Product name
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
Purity
≥99.0% (10 mg phospholipid per ml CHCl3, TLC)
Packaging
10ml
Price
$327
Updated
2024/03/01
TCI Chemical
Product number
D4251
Product name
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
Purity
>98.0%(T)
Packaging
250mg
Price
$254
Updated
2024/03/01
Cayman Chemical
Product number
15091
Product name
1,2-Dioleoyl-sn-glycero-3-PE
Purity
≥98%
Packaging
100mg
Price
$81
Updated
2024/03/01
Cayman Chemical
Product number
15091
Product name
1,2-Dioleoyl-sn-glycero-3-PE
Purity
≥98%
Packaging
250mg
Price
$120
Updated
2024/03/01
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1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Chemical Properties,Usage,Production

Description

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) is a neutral phospholipid and displays sensitivity towards pH change and has been used in the preparation of liposome and giant unilamellar vesicles (GUVs).
Phosphatidylethanolamine (PE) is formed primarily in the reaction of CDP-ethanolamine and diacylglycerol. PE is one of the major components of cell membranes in bacteria and in nervous system.

Chemical Properties

Yellowish wax

Uses

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.

Uses

1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE) is a synthetic analog of naturally-occurring PE containing 18:1 fatty acids at the sn-1 and sn-2 positions. DOPE can be used as an emulsifier to facilitate DNA-liposome complex transport across membranes. It is used in combination with cationic phospholipids to increase efficiency during DNA transfection studies as a non-viral method of gene delivery.

Uses

18:1 (Δ9-Cis) PE (DOPE) has been used in the preparation of liposome for human uncoupling protein 1 (UCP1) reconstitution and for Caenorhabditis elegans autophagy related cysteine protease protein conjugation studies. It has also been used for the generation of giant unilamellar vesicles (GUVs) for septin induced deformation studies.

Definition

ChEBI: Dioleoyl phosphatidylethanolamine is a phosphatidylethanolamine in which the phosphatidyl acyl groups are both oleoyl.

General Description

1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (18:1 (Δ9-Cis) PE (DOPE)) is a neutral phospholipid and displays sensitivity towards pH change. At acidic it is an inverted hexagonal micelle and transforms to spherical micelle at alkaline pH.

Biological Activity

DOPE in mixed membranes have been found to decrease fluorescence lifetime and increase acyl-chain order. DOPE is an essential component of cationic liposomes designed to deliver DNA into gliosarcoma and kidney cell lines (gene therapy).

Biochem/physiol Actions

DOPE in mixed membranes have been found to decrease fluorescence lifetime and increase acyl-chain order. DOPE is an essential component of cationic liposomes designed to deliver DNA into gliosarcoma and kidney cell lines (gene therapy).

storage

Store at -20°C

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Preparation Products And Raw materials

Raw materials

Preparation Products

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1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Suppliers

Suzhou Highfine Biotech Co., Ltd
Tel
0512-68311833 18306219922
Fax
0512-68417696
Email
merry@highfine.com
Country
China
ProdList
499
Advantage
75
Shochem(Shanghai)Co.,Ltd
Tel
+86-021-51783479 +86-13816874662
Fax
021-50800795
Email
info@shochem.com
Country
China
ProdList
311
Advantage
58
Shandong Huishengtang Biological Medicine Co., Ltd.
Tel
0533-8082186 18853399702
Email
1781022510@qq.com
Country
China
ProdList
20
Advantage
58
Guangzhou Weihua Biotechnology Co., Ltd
Tel
020-020-37239396 18922492046
Email
weihuasw@foxmail.com
Country
China
ProdList
2199
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58
Shochem (Shanghai) Co.,Ltd
Tel
13611745246 13816874662
Email
sales@shochem.com
Country
China
ProdList
541
Advantage
58
Chongqing Yusi medical technology cable Co., Ltd.
Tel
19923757617 18896157519
Email
18896157519@139.com
Country
China
ProdList
541
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80
TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23671
Advantage
75
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View Lastest Price from 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine 4004-05-1
Price
US $30.00-1.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
3 tons
Release date
2023-10-24
Hebei Weibang Biotechnology Co., Ltd
Product
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine 4004-05-1
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-24
XIAMEN SINOPEG BIOTECH CO., LTD.
Product
DOPE 4004-05-1
Price
US $0.00-0.00/g
Min. Order
1g
Purity
98%
Supply Ability
1g/bottle , 10g/bottle, 100g/bottle
Release date
2024-07-26

4004-05-1, 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamineRelated Search:


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  • 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE
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  • DOPE
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  • 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHO-ETHA-N OLAMINE, 10 MG/ML
  • COATSOME ME-8181 (DOPE)
  • 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE, >99%
  • 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine, DOPE
  • L-α-Phosphatidylethanolamine, dioleoyl
  • 3-sn-Phosphatidylethanolamine, 1,2-dideoyl, L-β,γ-Dioleoyl-α-cephalin, DOPE
  • (+)-1-O,2-O-Dioleoyl-L-glycerol 3-(phosphoric acid 2-aminoethyl) ester
  • 1,2-Dioleoyl-3-sn-phosphatidylethanolamine
  • O-(1-O,2-O-Dioleoyl-L-glycero-3-phospho)-2-aminoethanol
  • Phosphoric acid hydrogen (2-aminoethyl)[(2R)-2,3-bis(oleoyloxy)propyl] ester
  • Dioleoyl phosphoethanolamine
  • (9Z)-9-Octadecenoic acid (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester
  • 1,2-Di(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
  • L-β,γ-Dioleoyl-α-cephalin
  • PE(18:1(9Z)/18:1(9Z))
  • 1,2-Dioleoyl-sn-glycero-3-PE
  • L-A-PHOSPHATIDYLETHANOLAMINE, DIOLEO
  • 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine≥ 98% (HPTLC)
  • 2-Aminoethyl (R)-2,3-bis(oleoyloxy)propyl hydrogen phosphate
  • 1,2-Dioleoyl-<i>sn</i>-glycero-3-phosphoethanolamine
  • 1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE)
  • 9-Octadecenoic acid (9Z)-, 1,1'-[(1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl] ester
  • 18:1 (Delta9-Cis) PE (DOPE)
  • dioleoyl-sn-glycero-3-phosphoethanolamine(DOPE)
  • 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHATIDYLETHANOLAMINE
  • (Z)-(2R)-3-(((2-Aminoethoxy)(hydroxy)phosphoryl)oxy)propane-1,2-diyl dioleate
  • 9-Octadecenoic acid (9Z)-,(1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediylester
  • L-β,γ-Dioleoyl-α-Cephalin
  • 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamin
  • 4004-05-1
  • 4004/5/1
  • BioChemical
  • Biochemicals and Reagents
  • Glycerophosphonoethanolamines
  • Glycerides
  • Cloning and Expression
  • Lipids
  • Molecular Biology
  • Phosphoglycerides
  • Transfection &amp; Transformation