Aqueous solubility and acidity constants of cholic, deoxycholic, chenodeoxycholic, and ursodeoxycholic acids.
Cholic acid, deoxycholic acid, chenodeoxycholic acid, and ursodeoxycholic acid were purified by a foam fractionation method. Using thermogravimetric analysis, the attached water molecule was found to be completely removed from solids of the latter three at 100 degrees C, while cholic acid still had...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
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Elsevier
1992-01-01
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| Series: | Journal of Lipid Research |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S0022227520418826 |
| _version_ | 1819075995518369792 |
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| author | Y Moroi M Kitagawa H Itoh |
| author_facet | Y Moroi M Kitagawa H Itoh |
| author_sort | Y Moroi |
| collection | DOAJ |
| description | Cholic acid, deoxycholic acid, chenodeoxycholic acid, and ursodeoxycholic acid were purified by a foam fractionation method. Using thermogravimetric analysis, the attached water molecule was found to be completely removed from solids of the latter three at 100 degrees C, while cholic acid still had one water molecule of crystallization per two cholic acid molecules at that temperature. The acidity constants of the acids were accurately determined from aqueous solubility measurements at different pH values and at 15, 25, 35, and 45 degrees C. The enthalpy change of dissolution from temperature dependence of solubility as undissociated acid monomer was much less than those of common ionic surfactants. This results from a smaller entropy increase on dissolution due to the hardly flexible hydrophobic structure of these bile acids. |
| first_indexed | 2024-12-21T18:34:16Z |
| format | Article |
| id | doaj.art-11e5e31239fb4abf97dba915c95f0fef |
| institution | Directory Open Access Journal |
| issn | 0022-2275 |
| language | English |
| last_indexed | 2024-12-21T18:34:16Z |
| publishDate | 1992-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Lipid Research |
| spelling | doaj.art-11e5e31239fb4abf97dba915c95f0fef2022-12-21T18:54:11ZengElsevierJournal of Lipid Research0022-22751992-01-013314953Aqueous solubility and acidity constants of cholic, deoxycholic, chenodeoxycholic, and ursodeoxycholic acids.Y Moroi0M Kitagawa1H Itoh2Department of Chemistry, Faculty of Science, Kyushu University, Fukuoka, Japan.Department of Chemistry, Faculty of Science, Kyushu University, Fukuoka, Japan.Department of Chemistry, Faculty of Science, Kyushu University, Fukuoka, Japan.Cholic acid, deoxycholic acid, chenodeoxycholic acid, and ursodeoxycholic acid were purified by a foam fractionation method. Using thermogravimetric analysis, the attached water molecule was found to be completely removed from solids of the latter three at 100 degrees C, while cholic acid still had one water molecule of crystallization per two cholic acid molecules at that temperature. The acidity constants of the acids were accurately determined from aqueous solubility measurements at different pH values and at 15, 25, 35, and 45 degrees C. The enthalpy change of dissolution from temperature dependence of solubility as undissociated acid monomer was much less than those of common ionic surfactants. This results from a smaller entropy increase on dissolution due to the hardly flexible hydrophobic structure of these bile acids.http://www.sciencedirect.com/science/article/pii/S0022227520418826 |
| spellingShingle | Y Moroi M Kitagawa H Itoh Aqueous solubility and acidity constants of cholic, deoxycholic, chenodeoxycholic, and ursodeoxycholic acids. Journal of Lipid Research |
| title | Aqueous solubility and acidity constants of cholic, deoxycholic, chenodeoxycholic, and ursodeoxycholic acids. |
| title_full | Aqueous solubility and acidity constants of cholic, deoxycholic, chenodeoxycholic, and ursodeoxycholic acids. |
| title_fullStr | Aqueous solubility and acidity constants of cholic, deoxycholic, chenodeoxycholic, and ursodeoxycholic acids. |
| title_full_unstemmed | Aqueous solubility and acidity constants of cholic, deoxycholic, chenodeoxycholic, and ursodeoxycholic acids. |
| title_short | Aqueous solubility and acidity constants of cholic, deoxycholic, chenodeoxycholic, and ursodeoxycholic acids. |
| title_sort | aqueous solubility and acidity constants of cholic deoxycholic chenodeoxycholic and ursodeoxycholic acids |
| url | http://www.sciencedirect.com/science/article/pii/S0022227520418826 |
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