ChemicalBook > CAS DataBase List > DLin-MC3-DMA

DLin-MC3-DMA

Product Name
DLin-MC3-DMA
CAS No.
1224606-06-7
Chemical Name
DLin-MC3-DMA
Synonyms
D-Lin-MC3-DMA (MC3);RV28;RV 28;RV-28;DLin-M-C3-DMA;Metalaxyl Impurity 1 (Metalaxyl-M);dilinoleylmethyl 4-(dimethylamino)butanoate;D-LIN-MC3-DMA;DLINMC3DMA;D-LIN-MC-3-DMA;D-LIN-MC3-DMA;Heptatriaconta-6,9,28,31-tetraen-19-yl-4-(dimethylamino)butanoate;O-(Z,Z,Z,Z-heptatriaconta-6,9,26,29-tetraen-19-yl)-4-(N,N-dimethylamino)
CBNumber
CB73382342
Molecular Formula
C43H79NO2
Formula Weight
642.09
MOL File
1224606-06-7.mol
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DLin-MC3-DMA Property

Boiling point:
670.2±43.0 °C(Predicted)
Density 
0.886±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Soluble in Ethanol, DMSO, DMF
pka
9.37±0.28(Predicted)
form 
Liquid
color 
Colorless to light yellow
InChIKey
NRLNQCOGCKAESA-KWXKLSQISA-N
SMILES
C(OC(CCCCCCCC/C=C\C/C=C\CCCCC)CCCCCCCC/C=C\C/C=C\CCCCC)(=O)CCCN(C)C
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

BroadPharm
Product number
BP-25497
Product name
D-Lin-MC3-DMA
Purity
98%
Packaging
50mg
Price
$450
Updated
2021/12/16
BroadPharm
Product number
BP-25497
Product name
D-Lin-MC3-DMA
Purity
98%
Packaging
100mg
Price
$780
Updated
2021/12/16
DC Chemicals
Product number
DC10800
Product name
DLin-MC3-DMA
Purity
>98%
Packaging
250mg
Price
$1300
Updated
2021/12/16
Ambeed
Product number
A746322
Product name
(6Z,9Z,28Z,31Z)-Heptatriaconta-6,9,28,31-tetraen-19-yl4-(dimethylamino)butanoate
Purity
98%
Packaging
1g
Price
$1945
Updated
2021/12/16
Ambeed
Product number
A746322
Product name
(6Z,9Z,28Z,31Z)-Heptatriaconta-6,9,28,31-tetraen-19-yl4-(dimethylamino)butanoate
Purity
98%
Packaging
250mg
Price
$572
Updated
2021/12/16
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DLin-MC3-DMA Chemical Properties,Usage,Production

Description

D-Lin-MC3-DMA (MC3, DLin-MC3-DMA) is a potent and ionizable cationic lipid. D-Lin-MC3-DMA is used for delivery of siRNA in vivo. DLin-MC3-DMA, or (6Z,9Z,28Z,31Z)-heptatriacont-6,9,28,31-tetraene-19-yl 4-(dimethylamino)butanoate , is one of the most utilized cationic lipids that is used for making Lipid Nano-Particles (LNPs). These lipids, can form nanoparticles that can encapsulate and deliver siRNA, mRNA, DNA or small molecules into the cytoplasm and represent the most advanced delivery platforms for systemic administration of active molecules.

Uses

DLin-M-C3-DMA is a commonly used drug delivery vehicle for the fabrication of lipid nanoparticles (LNPs), which exert therapeutic effects by encapsulating and delivering siRNA, mRNA, DNA, or small molecules into the cytoplasm of the cell, and is a potent siRNA delivery vehicle.

Definition

(6Z,9Z,28Z,31Z)-heptatriacont-6,9,28,31-tetraene-19-yl 4-(dimethylamino)butanoate (DLin-MC3-DMA or MC3, liquid oil) was identified as one of the most promising ionizable lipids due to its high transfection efficiency and is used in the first FDA-approved drug for the treatment of amyloidosis. In 2020, Ermilova et al. derived parameters for MC3 in combination with the Slipids force field. Unfortunately, the authors did not parametrize the protonated state of the MC3 molecule. Since MC3 has an apparent pKa of about 6.44, the protonated state plays an essential role: it ensures efficient encapsulation of the nucleic acids at low pH and a high charge at endosomal pH, enabling the drug release from the LNP. At physiological pH, the MC3 lipids are neutral, enabling the circulation of largely uncharged LNPs. For the modelling, it is beneficial to parametrize both states simultaneously[1].

Application

DLin-MC3-DMA is an ionizable cationic lipid (apparent pKa = 6.44) that has been used in the generation of lipid nanoparticles (LNPs) encapsulating siRNA, mRNA, or plasmid DNA for use in vitro and in vivo. LNPs containing DLin-MC3-DMA accumulate in the muscle and non-draining lymph nodes after intramuscular administration and in the spleen after intravenous administration in mice. DLin-MC3-DMA-containing LNPs encapsulating siRNA targeting F7, the gene encoding Factor VII, reduce hepatic and plasma Factor VII levels in mice without increasing serum levels of alanine transaminase (ALT), aspartate aminotransferase (AST), or bile acids, which are all markers of liver toxicity. Formulations containing DLin-MC3-DMA have been used in LNPs encapsulating transthyretin-directed siRNA to treat hereditary transthyretin-mediated amyloidosis-induced polyneuropathy.

Biological Activity

DLin-MC3-DMA is an ionizable lipid used in combination with other lipids for encapsulation of RNA and DNA into lipid nanoparticles (LNPs). Administration of DLin-MC3-DMA based LNPs have delivered siRNA and reduced Factor VII levels in mice. Delivery of BCR-ABL siRNA reduced leukemic burden in a mouse model of chronic myeloid leukemia (CML).

storage

Store at -20°C

References

[1] Mohd Ibrahim. “Structural Insights on Ionizable Dlin-MC3-DMA Lipids in DOPC Layers by Combining Accurate Atomistic Force Fields, Molecular Dynamics Simulations and Neutron Reflectivity.” bioRxiv?: the preprint server for biology 56 1 (2023).

DLin-MC3-DMA Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from DLin-MC3-DMA manufacturers

XIAMEN SINOPEG BIOTECH CO., LTD.
Product
D-Lin-MC3-DMA 1224606-06-7
Price
US $0.00-0.00/g
Min. Order
1g
Purity
98%
Supply Ability
1g/bottle , 10g/bottle, 100g/bottle
Release date
2024-11-25
Hebei Mojin Biotechnology Co., Ltd
Product
D-Lin-MC3-DMA 1224606-06-7
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-09-28
Career Henan Chemical Co
Product
DLin-M-C3-DMA 1224606-06-7
Price
US $1.00/g
Min. Order
1g
Purity
99.99%
Supply Ability
200kg
Release date
2019-12-23

1224606-06-7, DLin-MC3-DMARelated Search:


  • DLin-M-C3-DMA
  • D-LIN-MC3-DMA;DLINMC3DMA;D-LIN-MC-3-DMA;D-LIN-MC3-DMA
  • (6Z,9Z,28Z,31Z)-heptatriacont-6,9,28,31-tetraene-19-yl 4-(dimethylamino)butanoate
  • (6Z,9Z,28Z,31Z)-heptatriaconta-6,9,28,31-tetraen-19-yl 4-(dimethylamino)butanoate
  • Butanoic acid, 4-(dimethylamino)-, (10Z,13Z)-1-(9Z,12Z)-9,12-octadecadien-1-yl-10,13-nonadecadien-1-yl ester
  • O-(Z,Z,Z,Z-heptatriaconta-6,9,26,29-tetraen-19-yl)-4-(N,N-dimethylamino)
  • D-Lin-MC3-DMA (MC3)
  • dilinoleylmethyl 4-(dimethylamino)butanoate
  • Heptatriaconta-6,9,28,31-tetraen-19-yl-4-(dimethylamino)butanoate
  • 4-(dimethylamino)-butanoic acid, (10Z,13Z)-1-(9Z,12Z)-9,12-octadecadien-1-yl-10,13-nonadecadien-1-yl ester
  • RV 28
  • RV28
  • RV-28
  • Metalaxyl Impurity 1 (Metalaxyl-M)
  • 1224606-06-7
  • 224606-06-7
  • C43H79NO2
  • Intermediates