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Linolenic acid
Product Number L 2376
Storage Temperature -0 ?C
Replacement for Product Code 85''601-0
Product Description
Molecular Formula: C18H30O2
Molecular Weight: 278.4
CAS Number: 463-40-1
Melting Point: -10.6 ?C1
Boiling Point: 230-232 ?C (1 mm Hg)
Synonym: ?-linolenic acid.
Linolenic acid is a component of some plant seed oils.2
Plant derived oils such as linseed oil are a source for
its isolation.3 Linolenic acid is an essential fatty acid.3
Polyunsaturated fatty acids (such as linolenic acid)
autooxidize by three competing pathways.6 After
formation of a peroxy radical'' the following can occur:
1) abstraction of hydrogen atoms to give
hydroperoxide products''
2) beta-scission of the carbon-oxygen bond to give
back carbon radicals'' including isomerized carbon
radicals''
3) cyclizing to give a cyclic peroxy radical.
A procedure for determination of the amount of
oxidation in a lipid by way of the oxidation index has
been published.4 The oxidation index is a ratio of the
absorbance at 233 nm to the absorbance at 215 nm.
The latter wavelength was chosen since there is little
contribution of the fatty acid carbonyl to the
absorbance at this wavelength'' thus allowing Beers
Law to be followed.
Lipid oxidation'' mechanisms'' products and biological
significance for fatty acids'' including linolenic acid and
oleic acid has been discussed.5''7
Precautions and Disclaimer
For Laboratory Use Only. Not for drug'' household or
other uses.
Preparation Instructions
Linolenic acid is not soluble in water. It is soluble in
ethanol'' ether'' and chloroform.8
References
1. Holman'' R. T.'' and Elmer'' O. C.'' The Rates Of
Oxidation Of Unsaturated Fatty Acids And Esters.
J. Am. Oil Chem. Soc.'' 24'' 127-129 (1947).
2. Oil Crops of the World'' Robbelen'' G.'' et al.'' eds.''
McGraw-Hill (New York'' NY: 1989)'' pp. 66-67.
3. The Merck Index'' 12th ed.'' Entry# 5530.
4. Klein'' R. A.'' The Detection Of Oxidation In
Liposome Preparations. Biochim. Biophys. Acta.''
210(3)'' 486-489 (1970).
5. Frankel'' E. N.'' Lipid Oxidation: Mechanisms''
Products and Biological Significance. J. Am. Oil
Chem. Soc.'' 61(12)'' 1908-1916 (1984).
6. Fox'' J.'' Fatty Acids' Spontaneous Oxidation
Clarified. Chemical and Engineering News'' Oct.
26'' 18-19 (1981).
7. Kim'' R. S.'' and LaBella'' F. S.'' Comparison Of
Analytical Methods For Monitoring Autooxidation
Profiles Of Authentic Lipids. J. Lipid Res.'' 28(9)''
1110-1117 (1987).
8. Data for Biochemical Research'' 3rd ed.'' Dawson''
R. M. C.'' et al.'' Oxford University Press (New
York'' NY: 1986)'' pp. 176-177.
RLG/RXR 6/03