Reactivity of plasmalogens: kinetics of acid-catalyzed hydrolysis
The acid-catalyzed hydrolysis of the α,β-unsaturated ether group of two plasmalogens, lysophosphatidal choline and lysophosphatidal ethanolamine, and several model compounds (isobutyl vinyl ether, 1-butenyl ethyl ether, and dihydropyran) was studied by determining the true second-order rate constant...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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Elsevier
1969-09-01
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| Series: | Journal of Lipid Research |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S002222752043041X |
| _version_ | 1819055339053514752 |
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| author | Michael F. Frosolono Maurice M. Rapport |
| author_facet | Michael F. Frosolono Maurice M. Rapport |
| author_sort | Michael F. Frosolono |
| collection | DOAJ |
| description | The acid-catalyzed hydrolysis of the α,β-unsaturated ether group of two plasmalogens, lysophosphatidal choline and lysophosphatidal ethanolamine, and several model compounds (isobutyl vinyl ether, 1-butenyl ethyl ether, and dihydropyran) was studied by determining the true second-order rate constants. The results indicate that the chemical reactivity of the substituted vinyl ether group in plasmalogens is not appreciably affected by the presence of a bulky substituent on the β-carbon. Activation energies, enthalpies, and entropies were also determined (from measurements of the rate constants at different temperatures). |
| first_indexed | 2024-12-21T13:05:56Z |
| format | Article |
| id | doaj.art-7eb7678bc11c415dba21c97fff4a32b7 |
| institution | Directory Open Access Journal |
| issn | 0022-2275 |
| language | English |
| last_indexed | 2024-12-21T13:05:56Z |
| publishDate | 1969-09-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Lipid Research |
| spelling | doaj.art-7eb7678bc11c415dba21c97fff4a32b72022-12-21T19:03:02ZengElsevierJournal of Lipid Research0022-22751969-09-01105504506Reactivity of plasmalogens: kinetics of acid-catalyzed hydrolysisMichael F. Frosolono0Maurice M. Rapport1Department of Biochemistry, Albert Einstein College of Medicine, Yeshiva University, Bronx, New York 10461Department of Biochemistry, Albert Einstein College of Medicine, Yeshiva University, Bronx, New York 10461The acid-catalyzed hydrolysis of the α,β-unsaturated ether group of two plasmalogens, lysophosphatidal choline and lysophosphatidal ethanolamine, and several model compounds (isobutyl vinyl ether, 1-butenyl ethyl ether, and dihydropyran) was studied by determining the true second-order rate constants. The results indicate that the chemical reactivity of the substituted vinyl ether group in plasmalogens is not appreciably affected by the presence of a bulky substituent on the β-carbon. Activation energies, enthalpies, and entropies were also determined (from measurements of the rate constants at different temperatures).http://www.sciencedirect.com/science/article/pii/S002222752043041Xvinyl etherlysophosphatidal cholinelysophosphatidal ethanolamineenergy of activationenthalpy of activationentropy of activation |
| spellingShingle | Michael F. Frosolono Maurice M. Rapport Reactivity of plasmalogens: kinetics of acid-catalyzed hydrolysis Journal of Lipid Research vinyl ether lysophosphatidal choline lysophosphatidal ethanolamine energy of activation enthalpy of activation entropy of activation |
| title | Reactivity of plasmalogens: kinetics of acid-catalyzed hydrolysis |
| title_full | Reactivity of plasmalogens: kinetics of acid-catalyzed hydrolysis |
| title_fullStr | Reactivity of plasmalogens: kinetics of acid-catalyzed hydrolysis |
| title_full_unstemmed | Reactivity of plasmalogens: kinetics of acid-catalyzed hydrolysis |
| title_short | Reactivity of plasmalogens: kinetics of acid-catalyzed hydrolysis |
| title_sort | reactivity of plasmalogens kinetics of acid catalyzed hydrolysis |
| topic | vinyl ether lysophosphatidal choline lysophosphatidal ethanolamine energy of activation enthalpy of activation entropy of activation |
| url | http://www.sciencedirect.com/science/article/pii/S002222752043041X |
| work_keys_str_mv | AT michaelffrosolono reactivityofplasmalogenskineticsofacidcatalyzedhydrolysis AT mauricemrapport reactivityofplasmalogenskineticsofacidcatalyzedhydrolysis |