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Merck
CN

53467

2,3-Dioleyloxy-1-(dimethylamino)propane

≥98.0% (TLC)

Synonym(s):

1,2-Dioleyloxy-3-(dimethylamino)propane, N,N-Dimethyl-2,3-bis[(9Z)-9-octadecen-1-yloxy]-1-propanamine, DODMA

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About This Item

Empirical Formula (Hill Notation):
C41H81NO2
CAS Number:
104162-47-2
Molecular Weight:
620.09
Beilstein:
10139013
MDL number:
MFCD22200991
UNSPSC Code:
12352211
PubChem Substance ID:
329757947
NACRES:
NA.85

Key Documents

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biological source

synthetic

Quality Level

100

Assay

≥98.0% (TLC)

form

liquid

functional group

amine
ether

lipid type

cationic lipids

storage temp.

−20°C

SMILES string

CCCCCCCC\C=C/CCCCCCCCOCC(CN(C)C)OCCCCCCCC\C=C/CCCCCCCC

InChI

1S/C41H81NO2/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-43-40-41(39-42(3)4)44-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h19-22,41H,5-18,23-40H2,1-4H3/b21-19-,22-20-

InChI key

GLGLUQVVDHRLQK-WRBBJXAJSA-N

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Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9485
BCCL3328
BCCJ7359
BCCK4521
BCCJ1206

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Lloyd B Jeffs et al.
Pharmaceutical research, 22(3), 362-372 (2005-04-20)
A fully scalable and extrusion-free method was developed to prepare rapidly and reproducibly stabilized plasmid lipid particles (SPLP) for nonviral, systemic gene therapy. Liposomes encapsulating plasmid DNA were formed instantaneously by mixing lipids dissolved in ethanol with an aqueous solution
Cationic lipid saturation influences intracellular delivery of encapsulated nucleic acids.
Heyes, J., et al.
J. Controlled Release, 107, 276-287 (2005)
Adam Judge et al.
Molecular therapy : the journal of the American Society of Gene Therapy, 13(2), 328-337 (2005-11-09)
The systemic application of nucleic acid drugs requires delivery systems that overcome the poor pharmacokinetics, limited biodistribution, and inefficient uptake of nucleic acids. PEGylated liposomes show considerable promise because of their intrinsic ability to accumulate at disease sites and facilitate
Yujing Li et al.
Nanomedicine : nanotechnology, biology, and medicine, 13(2), 371-381 (2016-10-18)
Microfluidic systems can accelerate clinical translation of nanoparticles due to their ability to generate nanoparticles in a well-controlled and reproducible manner. In this study, a single-step process based on microfluidic focusing (MF) was employed to synthesize transferrin-conjugated lipid nanoparticles (Tf-LNPs)
Siddharth Patel et al.
Nature communications, 11(1), 983-983 (2020-02-23)
Endosomal sequestration of lipid-based nanoparticles (LNPs) remains a formidable barrier to delivery. Herein, structure-activity analysis of cholesterol analogues reveals that incorporation of C-24 alkyl phytosterols into LNPs (eLNPs) enhances gene transfection and the length of alkyl tail, flexibility of sterol ring
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