Studies of peptide antibiotics. XXXIX. Syntheses of gramicidin S analogs containing L-histidine in place of L-ornithine.
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概要
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Two analogs of gramicidin S, [2-L-histidine]-gramicidin S (<B>14</B>) and [2,2′-di-L-histidine]-gramicidin S (<B>19</B>), were synthesized to compare the biological role of δ-amino groups in L-ornithine residues in the antibiotic with that of weakly basic imidazolyl groups in L-histidine residues. Compound <B>14</B> exhibited identical activity to that of gramicidin S, but <B>19</B> was only 1/8 as active. The optical rotatory dispersions of these analogs and gramicidin S were nearly the same: molecular conformation of these peptides must be very similar. Compounds <B>14</B> and <B>19</B> showed esterolytic activity against <I>p</I>-nitrophenyl acetate. The activity of <B>14</B> was higher than that of imidazole, <B>14</B> being more active than <B>19</B>.
- 公益社団法人 日本化学会の論文
著者
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Izumiya Nobuo
Laboratory Of Biochemistry Faculty Of Engineering Kyushu Sangyo University
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KATO Tetsuo
Laboratory of Biochemistry, Faculty of Science, Kyushu University
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Sato Kazuki
Laboratory of Biochemistry, Faculty of Science 33, Kyushu University
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Terada Shigeyuki
Laboratory of Biochemistry, Faculty of Science Kyushu University 33,
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Nonaka Kazuhiko
Laboratory of Biochemistry, Faculty of Science 33, Kyushu University
関連論文
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