DOI: 10.1007/bf02532998. Determination of the specific positions of<i>cis</i> and<i>trans</i> double bonds in polyenes

Determination of the specific positions ofcis andtrans double bonds in polyenes

10.1007/bf02532998

Crossref journal-article

Wiley

Lipids (311)

Abstract

AbstractA method is described for the determination of the positions and geometric configurations of double bonds in polyunsaturated fatty acids. The procedure consists of three steps: Partial reduction of the double bonds with hydrazine under conditions which give high yields of monoenes. Isolation of thecis‐ and thetrans‐monoene fractions by thin‐layer chromatography (TLC) directly or in the form of their ozonide derivatives. In the former technique, selective argentation is employed, in the latter, silicic acid adsorption. Determination of the structure of the monoenes via reductive ozonolysis. The position of the double bonds is determined from the structures of the monoenes. Since thecis‐monoenes are separated from thetrans‐monoenes the geometric configuration of each double bond is determined.The method also provides a direct determination of the spacings of the internal double bonds and it may be employed for the determination of the structures of mixtures of fatty acids in conjunction with direct ozonolysis procedures. The various ramifications of the method are demonstrated on pure fatty acids and model mixtures thereof.

Bibliography

Privett, O. S., & Nickell, E. C. (1966). Determination of the specific positions ofcis andtrans double bonds in polyenes. Lipids, 1(2), 98â103. Portico.

Authors 2

O. S. Privett (first)
E. C. Nickell (additional)

References 25 Referenced 75

Official and Tentative Methods of the AOCS Chicago(1962).
10.1007/BF02633702
{'key': 'e_1_2_1_4_1', 'first-page': '43', 'volume': '42', 'author': 'Mikolajczak K. L.', 'year': '1965', 'journal-title': 'Ibid.'} / Ibid. by Mikolajczak K. L. (1965)
10.1002/jctb.5010060603
{'key': 'e_1_2_1_6_1', 'first-page': '137', 'volume': '7', 'author': 'Aylward F.', 'year': '1957', 'journal-title': 'Ibid.'} / Ibid. by Aylward F. (1957)
10.1021/bi00910a015
10.1007/BF02633234
{'key': 'e_1_2_1_9_1', 'first-page': '660', 'volume': '41', 'author': 'Takagi T.', 'year': '1964', 'journal-title': 'Ibid.'} / Ibid. by Takagi T. (1964)
10.1002/lipi.19610630503
10.1007/BF02631605
{'key': 'e_1_2_1_12_1', 'first-page': '130', 'volume': '42', 'author': 'Frankel E. N.', 'year': '1965', 'journal-title': 'Ibid.'} / Ibid. by Frankel E. N. (1965)
{'key': 'e_1_2_1_13_1', 'first-page': '392', 'volume': '41', 'author': 'Frankel E. N.', 'year': '1964', 'journal-title': 'Ibid.'} / Ibid. by Frankel E. N. (1964)
{'key': 'e_1_2_1_14_1', 'first-page': '150', 'volume': '41', 'author': 'Subbaram M. R.', 'year': '1964', 'journal-title': 'Ibid.'} / Ibid. by Subbaram M. R. (1964)
{'key': 'e_1_2_1_15_1', 'first-page': '322', 'volume': '41', 'author': 'Tullock A. P.', 'year': '1964', 'journal-title': 'Ibid.'} / Ibid. by Tullock A. P. (1964)
{'key': 'e_1_2_1_16_1', 'first-page': '121', 'volume': '42', 'author': 'Jones E. P.', 'year': '1965', 'journal-title': 'Ibid.'} / Ibid. by Jones E. P. (1965)
A.Scholfield C.R. O.ButterfieldandH. S.Dutton Abstract No. 5 Division of Ag. and Food Chem. ACS Meeting Chicago 1964.
Hopkins E. Y. andM. J.Chisholm J. Chem. Soc.907(1965). (10.1039/jr9650000907)
Stearns E. M. andF. W.Quackenbush Radioactivity of Individual Carbon Atoms in Chains of Unsaturated Acids from Soybean. Paper No. 37 38th Meeting of the AOCS Chicago 1964.
10.1007/BF02822471
{'key': 'e_1_2_1_21_1', 'first-page': '414', 'volume': '39', 'author': 'Privett O. S.', 'year': '1962', 'journal-title': 'Ibid.'} / Ibid. by Privett O. S. (1962)
10.1002/hlca.19520350205
10.1016/S0022-2275(20)40299-8
10.1007/BF02645651
{'key': 'e_1_2_1_25_1', 'first-page': '5', 'volume': '42', 'author': 'Body D. R.', 'year': '1965', 'journal-title': 'Ibid.'} / Ibid. by Body D. R. (1965)
{'key': 'e_1_2_1_26_1', 'first-page': '377', 'volume': '41', 'author': 'Ackman R. G.', 'year': '1964', 'journal-title': 'Ibid.'} / Ibid. by Ackman R. G. (1964)

Dates

Type	When
Created	18 years, 9 months ago (Nov. 22, 2006, 12:39 a.m.)
Deposited	1 year, 11 months ago (Sept. 28, 2023, 6:16 p.m.)
Indexed	2 weeks ago (Aug. 23, 2025, 1:02 a.m.)
Issued	59 years, 6 months ago (March 1, 1966)
Published	59 years, 6 months ago (March 1, 1966)
Published Online	59 years, 6 months ago (March 1, 1966)
Published Print	59 years, 6 months ago (March 1, 1966)

Funders 0

None

BibTeX

@article{Privett_1966, title={Determination of the specific positions ofcis andtrans double bonds in polyenes}, volume={1}, ISSN={1558-9307}, url={http://dx.doi.org/10.1007/bf02532998}, DOI={10.1007/bf02532998}, number={2}, journal={Lipids}, publisher={Wiley}, author={Privett, O. S. and Nickell, E. C.}, year={1966}, month=mar, pages={98–103} }

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