PHYSIOLOGICAL-ACTIVITY OF WARBURGANAL AND ITS REACTIVITY WITH SULFHYDRYL-GROUPS

PHYSIOLOGICAL-ACTIVITY OF WARBURGANAL AND ITS REACTIVITY WITH SULFHYDRYL-GROUPS
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DOI:
10.1093/oxfordjournals.jbchem.a134323
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发表时间:
1983-01-01
影响因子:
2.7
通讯作者:
KUBO, I
KUBO, I
中科院分区:
生物学4区
文献类型:
--
作者:
TANIGUCHI, M;ADACHI, T;KUBO, I

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Warburganal是从东非Warburgia属植物中分离得到的一种独特的二醛类倍半萜,具有很强的抗真菌活性。L-半胱氨酸可逆转酿酒酵母中的这种生长抑制。Warburganal抑制S.酿酒酵母; L-半胱氨酸逆转这种抑制。当乙醇脱氢酶,SH酶,温育与warburganal,酶活性随时间而下降。在碱性pH值的下降更迅速。L-半胱氨酸防止这种酶抑制warburganal,但不能恢复酶的活性已经失去了由于warburganal。在L-半胱氨酸存在下,Warburganal失去其特征UV吸收光谱。吸光度的变化在碱性pH下是有利的,表明L-半胱氨酸向warburganal的Michael反应类型加成。因此,由于warburganal的各种生理活动似乎是由于其与SH基团的不可逆反应性。
Warburganal, a unique dialdehyde sesquiterpene isolated from East African Warburgia plants, showed a strong antifungal activity. This growth inhibition in Saccharomyces cerevisiae was reversed with L-cysteine. Warburganal inhibited the alcoholic fermentation of S. cerevisiae; L-cysteine reversed this inhibition. When alcohol dehydrogenase, a SH enzyme, was incubated with warburganal, the enzyme activity decreased with time. The decrease was more rapid at alkaline pH. L-Cysteine prevented this enzyme inhibition by warburganal but could not restore the enzyme activity lost already due to warburganal. Warburganal lost its characteristic UV absorption spectrum in the presence of L-cysteine. The change in absorbance was favored at alkaline pH, indicating Michael reaction type addition of L-cysteine to warburganal. Thus, a variety of physiological activities due to warburganal appear to result from its irreversible reactivity with SH groups.