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Merck

890890C

Avanti

18:1 TAP (DOTAP)

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-dioleoyl-3-trimethylammonium-propane (chloride salt)

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About This Item

Empirical Formula (Hill Notation):
C42H80NO4Cl
CAS Number:
132172-61-3
Molecular Weight:
698.54
MDL number:
MFCD01310872
UNSPSC Code:
12352211
NACRES:
NA.25

Product Name

18:1 TAP (DOTAP), Avanti Research™ - A Croda Brand

SMILES string

[H]C(C[N+](C)(C)C)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O.[Cl-]

InChI

1S/C42H80NO4.ClH/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-41(44)46-39-40(38-43(3,4)5)47-42(45)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2;/h20-23,40H,6-19,24-39H2,1-5H3;1H/q+1;/p-1/b22-20-,23-21-;

InChI key

KSXTUUUQYQYKCR-LQDDAWAPSA-M

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (890890C-25mg)
pkg of 2 × 20 mL (890890C-1g)
pkg of 2 × 4 mL (890890C-200mg)
pkg of 5 × 4 mL (890890C-500mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

concentration

10 mg/mL (890890C-25mg)
25 mg/mL (890890C-1g)
25 mg/mL (890890C-200mg)
25 mg/mL (890890C-500mg)

application(s)

advanced drug delivery

lipid type

cationic lipids
transfection

shipped in

dry ice

storage temp.

−20°C

Application

18:1 TAP (DOTAP) has been used in the preparation of liposome-supported bilayers.

Biochem/physiol Actions

18:1 TAP (DOTAP) is a cationic lipid structure, used for in vitro and in vivo nucleic acid and protein delivery. The lipid composition and cell type affects the transfection potential of DOTAP(1,2-dioleoyl-3-trimethylammonium-propane). 18:1 TAP (DOTAP) mediates gene knockdown technique in hematopoietic stem cells (HSCs).

Packaging

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (890890C-1g)
5 mL Clear Glass Sealed Ampule (890890C-200mg)
5 mL Clear Glass Sealed Ampule (890890C-25mg)
5 mL Clear Glass Sealed Ampule (890890C-500mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system, Liver,Kidney

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Mesoporous silica-supported lipid bilayers (protocells) for DNA cargo delivery to the spinal cord
Dengler EC, et al.
J. Controlled Release, 168(2), 209-224 (2013)
DOTAP (and other cationic lipids): chemistry, biophysics, and transfection
Simberg D, et al.
Critical Reviews in Therapeutic Drug Carrier Systems, 21(4) (2004)
Efficient siRNA delivery by the cationic liposome DOTAP in human hematopoietic stem cells differentiating into dendritic cells
Martino S, et al.
BioMed Research International, 2009 (2009)
Wen Xiao et al.
Molecular pharmaceutics, 17(1), 229-238 (2019-11-26)
Eukaryotic translation initiation factors 3i (eIF3i) is a proto-oncogene that is overexpressed in various tumors, reducing its expression by eIF3i shRNA is a promising strategy to inhibit tumor growth or metastasis. Tumor cell is the target of eIF3i shRNA so
Xuejuan Ma et al.
Langmuir : the ACS journal of surfaces and colloids, 35(49), 16304-16311 (2019-11-09)
Aggregation-induced emission (AIE) is a powerful method to produce fluorescence for a diverse range of applications. While most previous work induced aggregation by change of solvent, ionic strength, pH, or self-assembly, we herein explored adsorption-induced aggregation using 4,4'-(hydrazine-1,2-diylidene bis(methanylylidene)) bis(3-hydroxybenzoic
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