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

Melting point:

236°C(lit.)

storage temp. 

-20°C

solubility 

slightly sol. in Chloroform

form 

powder to crystal

color 

White to Almost white

biological source

semisynthetic

BRN 

3923978

Stability:

Stable. Incompatible with strong oxidizing agents.

InChIKey

NRJAVPSFFCBXDT-HUESYALOSA-N

SMILES

[C@H](OC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)COC(=O)CCCCCCCCCCCCCCCCC |&1:0,r|

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

F 

10-21

HS Code 

29232000

MSDS

• Language:English Provider:SigmaAldrich

1,2-Distearoyl-sn-glycero-3-phosphocholine Usage And Synthesis

Description

1,2-Distearoyl-sn-glycero-3-PC (DSPC) is a phospholipid containing the saturated long-chain (18:0) stearic acid inserted at the sn-1 and sn-2 positions. It is commonly used in the generation of micelles, liposomes, and other types of artificial membranes.

Chemical Properties

solid

Uses

18:0 PC (DSPC) has been used:

• in the microbubble monolayer preparation for biomolecule delivery studies into protoplasts
• in the preparation of liposomes for immobilization studies
• in the generation of porphyrin-phospholipid (PoP) liposomes for irinotecan (IRT) and doxorubicin delivery

Definition

ChEBI: A phosphatidylcholine 36:0 in which both phosphatidyl acyl groups are specified as stearoyl (octadecanoyl).

General Description

1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC) is a phospholtidylcholine with alkyl chain comprising 18 carbons. It has phophatidylcholine head group and its structure is similar to 1,2-dipalmitoyl-sn-glycero-3-phosphatidylcholine (DPPC).

Biochem/physiol Actions

1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC) is used in combination with other members of phosphatidylcholine for the generation of mixed bilayer system. It is majorly used in conventional and stealth liposome preparation for drug delivery studies.

References

[1] PERNILLE H?YRUP  Kent J  Ole G Mouritsen. Phospholipase A2 activity towards vesicles of DPPC and DMPC–DSPC containing small amounts of SMPC[J]. Biochimica et biophysica acta. Biomembranes, 2001, 1515 2: Pages 133-143. DOI: 10.1016/s0005-2736(01)00407-2
[2] FREDERICK A HEBERLE  Gerald W F. Phase separation in lipid membranes.[J]. Cold Spring Harbor perspectives in biology, 2011, 3 4. DOI: 10.1101/cshperspect.a004630
[3] S MABREY  J M S. Investigation of phase transitions of lipids and lipid mixtures by sensitivity differential scanning calorimetry.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1976, 73 11: 3862-3866. DOI: 10.1073/pnas.73.11.3862

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