紫外線照射によるサイロキシンの光分解に関する研究 : ガスクロマトグラフィー-マススペクトロメーターによる分解生成物の同定

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Identification of photodegraded products of L-thyroxine (T_4) suffering ultraviolet-(UV)-light irradiation (sterilization lamp 20 W, λ_<max> 253.7 nm, radiation distance 40 cm) was carried out by gas chromatograph-mass spectrometer (GC-MS). N, O-Bis (trifluoroacetyl) methyl ester derivatives of authentic T_4 and its related compounds and UV-light irradiated T_4 samples were analyzed by GC-MS (JEOL JMS-D300 GC-MS and JEOL JMA-2000 Data Analysis System). Gas chromatography was carried out with a 1 m×2 mm column packed with 3% OV-17 and the temperature was programed from 100℃ to 300℃ with 10℃/MIN. Mass spectrometry was performed by electron impact ionization method at 70 eV. M^+ was found to be measured in all compounds except L-tyrosine (Tyr) and the base peaks were shown at (M-113)^+ for T_4,L-3,5,3'-triiodothyronine (T_3), L-diiodotyrosine (DIT), L-monoiodotyrosine (MIT), and at (M-184)^+ for L-3,3', 5'-triiodothyronine (3,3', 5'-T_3), L-3,5-diiodothyronine (T_2), L-3,3'-diiodothyronine (3,3'-T_2), L-3', 5'-diiodothyronine (3', 5'-T_2), L-3-monoiodothyronine HCl・H_2O (3-T_1), L-3'-monoiodothyronine (3'-T_1), L-thyronine (T), Tyr. Individual derivatives gave single symmetrical peaks without tailing on their mass chromatograms. From the results of authentic compounds and of UV-light irradiated samples in mass spectra and mass chromatogram, T_3,3,3', 5'-T_3,T_2,3,3'-T_2,3', 5'-T_2,3-T_1,3'-T_1,T, DIT, MIT, and Tyr were identified as photodegraded compounds of UV irradiated thyroxine. We confirmed the degradated processes of thyroxine caused by UV-light irradiation. That is, the photodegradation liberated iodine at the first step and then cleaved the ether bond in the molecule, and finaly caused the liberation of α-phenyl ring on our experiment.
公益社団法人日本薬学会の論文
1982-10-25

紫外線照射によるサイロキシンの光分解に関する研究 : ガスクロマトグラフィー-マススペクトロメーターによる分解生成物の同定

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