1,2-Distearoyl-sn-glycero-3-phosphocholine

Names

[ CAS No. ]:
816-94-4

[ Name ]:
1,2-Distearoyl-sn-glycero-3-phosphocholine

[Synonym ]:
EINECS 212-440-2
MFCD00036905
(2R)-2,3-Bis(stearoyloxy)propyl 2-(trimethylammonio)ethyl phosphate
1,2-Distearoyl-sn-glycero-3-phosphocholine
Ethanaminium, 2-[[[(2R)-2,3-bis[(1-oxooctadecyl)oxy]propoxy]hydroxyphosphinyl]oxy]-N,N,N-trimethyl-, inner salt
(2R)-2,3-bis(octadecanoyloxy)propyl 2-(trimethylammonio)ethyl phosphate
L-α-PHOSPHATIDYLCHOLINE, DISTEAROYL

Biological Activity

[Description]:

1,2-Distearoyl-sn-glycero-3-phosphorylcholine (1,2-Distearoyl-sn-glycero-3-PC; DSPC) is a cylindrical-shaped lipid. 1,2-Distearoyl-sn-glycero-3-phosphorylcholine is used to synthesize liposomes, and is the lipid component in the lipid nanoparticle (LNP) system[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[In Vitro]

In empty lipid nanoparticle (LNP) systems that do not contain siRNA, DSPC-cholesterol resides in outer layers, whereas in loaded systems a portion of the DSPC-cholesterol is internalised together with siRNA[2].

[References]

[1]. Andrew D Miller. Delivery of RNAi therapeutics: work in progress. Expert Rev Med Devices. 2013 Nov;10(6):781-811.

[2]. Jayesh A Kulkarni, et al. On the role of helper lipids in lipid nanoparticle formulations of siRNA. Nanoscale. 2019 Nov 21;11(45):21733-21739.

Chemical & Physical Properties

[ Melting Point ]:
236 °C

[ Molecular Formula ]:
C₄₄H₈₈NO₈P

[ Molecular Weight ]:
790.145

[ Exact Mass ]:
789.624756

[ PSA ]:
121.00000

[ LogP ]:
13.00

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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Ultrasonics 63 , 31-8, (2015)

When ultrasound contrast agent microbubbles are nested within a liposome, damage to the liposome membrane caused by both stable and inertial cavitation of the microbubble allows for release of the aqu...