Isolation of 4-methylthio-3-butenyl glucosinolate from Raphanus sativus sprouts (kaiware daikon) and its redox properties

Isolation of 4-methylthio-3-butenyl glucosinolate from Raphanus sativus sprouts (kaiware daikon) and its redox properties
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DOI:
10.1021/jf051465h
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发表时间:
2005-12-28
影响因子:
6.1
通讯作者:
Iori, R
Iori, R
中科院分区:
农林科学1区
文献类型:
--
作者:
Barillari, J;Cervellati, R;Iori, R

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在芥子油苷(GL)中,最有前途的是在其糖苷配基中具有额外硫功能的那些,如葡糖苷酶(4-甲硫基-3-丁烯基GL; GRH)和萝卜葡糖苷(4-甲基亚磺酰基-3-丁烯基GL; GRE)。GRE/GRH氧化还原电对通常在萝卜的次级代谢产物中存在。并且,尽管GRE在种子中占优势,但GRH是完全生长的根中的主要GL。在R.根据欧洲联盟官方方法(ISO 9167 - 1)测定GRE和GRH含量。与种子相比,芽中的GRE含量从约90 μ mol g(-1)干重(dw)降至约12 μ mol g(-1)干重,而GRH含量增加了25倍,从约3 μ mol g(-1)dw增至76 μ mol g(-1)干重。从R. sativus(kaiware daikon)芽导致产量显着提高,高达2.2%(干重)。研究了GRH与H_2O_2和ABTS自由基阳离子的反应。而H2O2氧化GRH容易导致完全转化为GRE,ABTS(中心点+)导致GL完全衰变。尽管与其清除自由基的活性没有直接关系,但GRH的还原能力表明,R。sativus芽菜可能具有潜在的健康益处。
The most promising among glucosinolates (GLs) are those bearing in their aglycon an extra sulfur function, such as glucoraphasatin (4-methylthio-3-butenyl GL; GRH) and glucoraphenin (4-methylsulfinyl-3-butenyl GL; GRE). The GRE/GRH redox couple is typically met among secondary metabolites of Raphanus sativus L. and, whereas GRE prevails in seeds, GRH is the major GL in full-grown roots. During the 10 days of sprouting of R. sativus seeds, the GRE and GRH contents were determined according to the Eurpean Union official method (ISO 9167-1). In comparison to the seeds, the GRE content in sprouts decreased from about 90 to about 12 mu mol g(-1) of dry weight (dw), whereas a 25-fold increase-from about 3 to 76 mu mol g(-1) of dw-of the GRH content was measured. An efficient pure GRH gram-scale production process from R. sativus (kaiware daikon) sprouts resulted in significant yield improvement of up to 2.2% (dw basis). The reaction of GRH with both H2O2 and ABTS(center dot+) radical cation was investigated. Whereas H2O2 oxidation of GRH readily resulted in complete transformation into GRE, ABTS(center dot+) caused complete decay of the GL. Even though not directly related to its radical scavenging activity, the assessed reducing capacity of GRH suggests that R. sativus sprouts might possess potential for health benefits.