STUDIES ON MODE OF ACTION OF TOMATINE AS A FUNGITOXIC AGENT

STUDIES ON MODE OF ACTION OF TOMATINE AS A FUNGITOXIC AGENT
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DOI:
10.1104/pp.43.5.683
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发表时间:
1968-01-01
期刊:
影响因子:
7.4
通讯作者:
DURBIN, RD
DURBIN, RD
中科院分区:
生物学1区
文献类型:
--
作者:
ARNESON, PA;DURBIN, RD

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从α-番茄碱分子中去除1个或多个糖残基显着降低了其真菌毒性。虽然α-番茄碱的部分水解并没有极大地影响其表面活性剂性质,但它确实破坏了这种生物碱与胆固醇形成复合物的能力。只有未质子化的α-番茄碱才能结合胆固醇;质子化形式则不然。由于α-番茄碱在高pH值下比在低pH值下毒性大得多,这表明未质子化的生物碱是活性形式并且它通过与真菌甾醇络合而发挥作用。
Removal of 1 or more sugar residues from the [alpha]-tomatine molecule markedly decreased its fungitoxicity. While partial hydrolysis of [alpha]-tomatine did not greatly affect its surfactant properties, it did destroy the ability of this alkaloid to form a complex with cholesterol. Only unprotonated [alpha]-tomatine was capable of binding cholesterol; the protonated form did not. Since [alpha]-tomatine was far more toxic at a high pH than at a low pH, this suggests that the unprotonated alkaloid is the active form and that it acts by complexing with fungal sterols.