The stability of 13,14-dihydro-15 keto-PGE2
Autor: | Lincoln Frank H, R. Aguirre, J.E. Pike, F.A. Fitzpatrick |
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Rok vydání: | 1980 |
Předmět: |
Chemical Phenomena
Kinetics First-order reaction Stereoisomerism Biochemistry Medicinal chemistry Dinoprostone Endocrinology Drug Stability Albumins Organic chemistry Chromatography High Pressure Liquid Aqueous solution Bicyclic molecule Chemistry Prostaglandins E Temperature Albumin Hydrogen-Ion Concentration Decomposition Cyclization lipids (amino acids peptides and proteins) Epimer |
Zdroj: | Prostaglandins. 19:917-931 |
ISSN: | 0090-6980 |
DOI: | 10.1016/0090-6980(80)90126-4 |
Popis: | 13,14-Dihydro-15 keto-PGE2 decomposes by first order reaction kinetics, dependent on pH, temperature and albumin concentration. Under common experimental conditions at or near neutrality in the absence of albumin decomposition is suspended with the formation of 13,14-dihydro-15-keto-PGA2. Cyclization into 11-deoxy-13,14-dihydro-15 keto-11,16-bicyclo-PGE2 occurs at elevated pH in purely aqueous buffers, and also at or near neutrality in the presence of albumin. Albumin accelerates, quantitatively, the decomposition of 13,14-dihydro-15 keto-PGE2 and promotes, qualitatively, the formation of the bicyclo rearrangement product. High performance liquid chromatographic analysis indicates that the cyclization product exists in at least three epimerically distinct forms. The two major epimers have been synthesized and isolated in pure form. They differ, mainly, by their optical rotation. |
Databáze: | OpenAIRE |
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