ChemicalBook CAS DataBase List 816-94-4

816-94-4

Name	L-ALPHA-PHOSPHATIDYLCHOLINE, DISTEAROYL
CAS	816-94-4
EINECS(EC#)	212-440-2
Molecular Formula	C44H88NO8P
MDL Number	MFCD00036905
Molecular Weight	790.15
MOL File	816-94-4.mol

Chemical Properties

Appearance	solid
Melting point	236°C(lit.)
storage temp.	−20°C
solubility	slightly sol. in Chloroform
form	powder to crystal
color	White to Almost white
Stability:	Stable. Incompatible with strong oxidizing agents.
biological source	semisynthetic
BRN	3923978
Cosmetics Ingredients Functions	SKIN CONDITIONING
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 Data

Symbol(GHS)	GHS06,GHS08
Signal word	Danger
Hazard statements	H302-H315-H319-H331-H336-H351-H361d-H372-H412
Precautionary statements	P201-P273-P301+P312+P330-P302+P352-P304+P340+P311-P308+P313
Safety Statements	22-24/25 less more
WGK Germany	3
F	10-21
HS Code	29232000
Storage Class	13 - Non Combustible Solids

Hazard Information

Chemical Properties

solid

Definition

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

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.

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

General Description

1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC,816-94-4) 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,816-94-4) 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

Spectrum Detail

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