Glycerophospholipid

DATA No : PGP2015 INFORMANT : Masahiro Nishijima

NAME : 1,2-dipalmitoyl-sn-glycero-3-phosphocholine/1,2-dipalmitoyl phosphotidylcholine

COMMON NAME	:	dipalmitoyl lecithin
SYMBOL	:	DPPC
FORMULA	:	C₄₀H₈₀NO₈P MOL.WT (average) : 734.039

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BIOLOGICAL ACTIVITY

Dipalmitoyl PC lowers surface tension of water to 0.5 dynes/cm; this phospholipid maintains alveolar structural integrity and lung function(Ref. 2028).

PHYSICAL AND CHEMICAL PROPERTIES

MELTING POINT	:	[Table 0001](Ref. 2026)

BOILING POINT	:

REFRACTIVE INDEX	:

OPTICAL ROTATION	:

DENSITY	:

SOLUBILITY	:

SPECTRAL DATA

UV SPECTRA	:

IR SPECTRA	:	[Spectrum 0001](Ref. 2027)

NMR SPECTRA	:

MASS SPECTRA	:

OTHER SPECTRA	:

CHROMATOGRAM DATA

SOURCE

About 40% of pulmonary surfactant is canstituted of dipalmitoyl PC(Ref. 2028).

CHEMICAL SYNTHESIS

Synthesized by acylation of glycerophoryl choline-CdCl₂ with palmitic anhydride in the presence of tetraethylammonium palmitate(Ref. 2027).

METABOLISM

There are at least two major mechanisms by which dipalmitoyl-PC could be synthesized in the lung: (a) The initial acylations of sn-glycerol-3-P may be highly nonrandom, thereby producing large amounts of dipalmitoyl-PA whose acyl distribution pattern would be maintained through subsequent steps to the PC level. Dipalmitoyl-PC would, then, be produced as a consequece of the substrate and positional specificity of sn-glycerol-3-P acyltransferases. (b)The initial acylations of sn-glycerol-3-P may produce PA and, subsequently, PC species with varying degrees of randomness and asymmetry. The nonspecific fatty acid distribution pattern of these de novo produced PC species would then be modified to give dipalmitoyl-PC through the interaction of other enzymatic reacylation systems(Ref. 2028).

GENETIC INFORMATION

NOTE

REFERENCES

[2026]

AUTHOR	:	Blume,A.
TITLE	:	Apparent Molar Heat Capacities of Phospholipids in Aqueous Dispersion. Effects of Chain Length and Head Group Structure.
JOURNAL	:	Biochem.
VOL	:	22 PAGE : 5436 -5442 (1983)

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[2027]

AUTHOR	:	Cubero Robles, E., and van den Berg, D.
TITLE	:	Synthesis of lecithins by acylation of O-(sn-glycero-3-phosphoryl) choline with fatty acid anhydrides PubMed ID:5362514
JOURNAL	:	Biochim Biophys Acta.
VOL	:	187 PAGE : 520-526 (1969)

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[2028]

AUTHOR	:	Frosolono,M.F. (1977) Lung, inLipid metabolism in mammals:2, Monographs in Lipid Research (Snyder,F., ed), pp1-31, Plenum Press, New York and London
TITLE	:
JOURNAL	:
VOL	:	PAGE : 1 -31 ()

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