GAS CHROMATOGRAPHY-MASS SPECTROMETRY OF CHEMICALLY MODIFIED AMINO ACIDS IN SILK FIBERS TREATED WITH ALKYL GLYCIDYL ETHERS
| Autor: | Munenori Sakamoto, Munehiro Wakabayashi, Natsuko Kohara |
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| Rok vydání: | 1985 |
| Předmět: | |
| Zdroj: | Sen'i Gakkaishi. 41:T156-T163 |
| ISSN: | 1884-2259 0037-9875 |
| DOI: | 10.2115/fiber.41.4_t156 |
| Popis: | In order to identify the reaction products of protein fibers with alkyl glycidyl ethers, amino acids in the hydrolyzates of the silk fibers treated with methyl, ethyl, isopropyl and allyl glycidyl ethers (MGE, EGE, IPRGE and AGE, respectively) and of the wool fibers treated with MGE were analyzed by gas chromatography-mass spectrometry on an OV-17 column, after converted to their butyl esters of N(O)-trifluoroacetyl derivatives. The ether linkages of the adducts of alkyl glycidyl ethers with tyrosine residues were cleaved easily in 6 N HCl, and O-(dihydroxypropyl) tyrosine and O-(chlorohydroxypropyl) tyrosine were resulted. These two were the only identified products when hydrolysis was carried out at 110°C for 24hr. The adducts of MGE, EGE and IPRGE with tyrosine were identified in the hydrolyzates of the corresponding samples when hydrolysis was carried out at 100°C for a shorter time. However, the adduct of AGE with tyrosine was not detected even when hydrolysis was carried out under such milder conditions. Ne-(Dihydroxypropyl)-Ne-(hydroxymethoxypropyl) lysine, an intermediate for conversion of Ne, Ne-bis(hydroxymethoxypropyl) lysine [(MGE)2-Lys] into Ne, Ne-bis (dihydroxypropyl) lysine (G2-Lys) during hydrolysis, was identified in the hydrolyzate of MGE-treated wool, which was obtained under mild conditions, in addition to (MGE)2-Lys, G2-Lys and Ne-(hydroxymethoxypropyl) lysine. |
| Databáze: | OpenAIRE |
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