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Biosyntheis of volatile C-13 norisoprenoid

Biosyntheis of volatile C-13 norisoprenoid
挥发性 C-13 去甲异戊二烯的生物合成
批准号:
13460047
负责人:
WATANABE Naoharu
金额:
$10.24万
依托单位:
依托单位国家:
日本
项目类别:
Grant-in-Aid for Scientific Research (B)
财政年份:
2001
资助国家:
日本
项目状态:
已结题
起止时间:
2001 至 2003

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中文摘要
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英文摘要
1.Damascenone progenitors in the flowers of Rosa damascena Mill.Two damascenone progenitors have been isolated from the flowers of R. damascena Mill. Their chemical structures were determined to be megastigma-6,7-dien-3,5,9-triol 9-Ο-β-D-glucolyranosides. The stereo chemistry for each compound was also determined by the direct comparison of their NMR spectra as well as chromatographic profiles on HIPLC.2.Damascenone progenitors in green te extractsDuring the course of sterilization of green tea extract for production of canned or bottled green tea drinks, damascenone was generated as off-flavor compound. The progenitors were isolated and identified to be acetylenic diol and allenic triol glucosides. Their stereo chemistries were also determined by comparison with synthetic specimens. We have also proposed the conversion routes for these compounds to damascenone.3.Carotenoid cleavage enzymes being involved in the formation of C13-norisoprenoidsC-13 Norisoprenoid volatile compounds are speculated to be generated from carotenoids such as β-caroten, neoxantin by the action of carotenoid cleavage enzymes in plant tissues, such as some fruits and flowers. We have, for the first time, characterized an enzyme from star fruit (Averrhoa carambola) and green tea leaves. Similar enzymes were characterized from animals and quince fruits by the group of Prof. Winterhlater. We have characterized not only the biochemical profiles, but also the products on the enzymatic reaction from b-carotene.
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会议论文
Seung-Jin Ma, Naoharu Watanabe, Akihito Yagi, Kanzo Sakata: "The (3R,9R)-3-hydroxy-7,8-dihydro-β-ionol disaccharide glycoside is an aroma precursor in tea leaves"Phytochemistry. 56. 819-825 (2001)
Seung-Jin Ma、Naoharu Watanabe、Akihito Yagi、Kanzo Sakata:“(3R,9R)-3-羟基-7,8-二氢-β-紫罗兰醇二糖苷是茶叶中的香气前体”植物化学 56. 819。 -825 (2001)
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通讯作者:
Peter Fleischmann, Naoharu Watanabe, Peter Winterhalter: Phytochemistry. 63. 131-137 (2003)
Peter Fleischmann、Naoharu Watanabe、Peter Winterhalter:植物化学。
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Peter Fleischmann: "Carotenoid cleavage enzymes in animals and plants"ACS Symposium series: Carotenoid-Derived Aroma. 802. 76-88 (2001)
Peter Fleischmann:“动物和植物中的类胡萝卜素裂解酶”ACS 研讨会系列:类胡萝卜素衍生香气。
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通讯作者:
Yumiko Yamano et al.(4名, 3番): "Stereocontrolled synthesis of glucosidic damascenone precursors."J.Chem.Soc.Perkin I. 2002. 2833-2844 (2002)
Yumiko Yamano 等人(4 人,第 3 期):“糖苷大马烯酮前体的立体控制合成”,J.Chem.Soc.Perkin I. 2002. 2833-2844 (2002)
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24
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