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SMB00507

Sigma-Aldrich

1-Stearoyl-2-myristoyl-sn-glycero-3-phosphocholine

Synonym(s):

1-octadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphocholine, PC(18:0/14:0), SMPC

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About This Item

Empirical Formula (Hill Notation):
C40H80NO8P
CAS Number:
20664-02-2
Molecular Weight:
734.04
UNSPSC Code:
12352211
PubChem Substance ID:
329825034

biological source

synthetic (organic)

Assay

≥99%

form

powder

functional group

phospholipid

storage temp.

2-8°C

SMILES string

C[N+](C)(C)CCOP(OC[C@H](OC(CCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O)([O-])=O

InChI

1S/C40H80NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-22-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1

InChI key

MZWGYEJOZNRLQE-KXQOOQHDSA-N

General description

1-Stearoyl-2-myristoyl-sn-glycero-3-phosphocholine (SMPC) is a phospholipid having a dipolar head group and hydrocarbon chain. Phase transition temperature for SMPC for the change from the gel to the liquid crystalline phase has been reported to be 30°C.

Application

1-Stearoyl-2-myristoyl-sn-glycero-3-phosphocholine (SMPC), a chemically defined phosphatidylcholine, may be used to compose the phospholipid bilayers of liposomes. The binding of hematoporphyrin (HP) to these liposomes has been investigated at different temperatures.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
SLBP7579V

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The effect of lipid composition, bilayer phase and temperature on the uptake of hematoporphyrin by liposomal membranes.
Minnes R, et al.
Journal of Porphyrins and Phthalocyanines, 11(8), 577-585 (2007)
Photocatalytic water oxidation at soft interfaces.
Hansen M, et al.
Chemical Science, 5(7), 2683-2687 (2014)
Yoeseph Cho et al.
Drug testing and analysis, 11(8), 1231-1237 (2019-04-06)
The erythrocyte membrane is composed of a phospholipid bilayer, which is known to undergo physicochemical changes during storage at low temperatures. This study was conducted to identify marker phospholipids that indicate alteration during deep-frozen storage and to determine the amount

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