Bio-organic Chemical Studies on the Floral Scent Formation and Flower Induction

花香形成和花诱导的生物有机化学研究

• 批准号: 12045230
• 负责人: WATANABE Naoharu
• 金额: $ 9.34万
• 依托单位: Shizuoka University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research on Priority Areas
• 财政年份: 2000
• 资助国家: 日本
• 起止时间: 2000 至 2002
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-12045230/
• 关键词: flower opening; floral scent formation; rose flowers; 2-phenylethanol; biogenesis; flower induction; Pharbitis nil; KODA; 2-phehylethanol; β-glucosidase; methyltransferase; 2-phenylethanol; FIF; 香気発散; ローフェニルエタノール; C_<13>-ノルイソプレノイド

1.Diurnal Floral Scent Emission form flowrs of Rosa damascena, R.'Hoh-Jun' Rhythmic cycles in the emission of 2-phenyletanol (1) are observed in Rosa damascena quatra saison and R.'Hoh-Jun', although R.damascena Mill.transiently emits 1.2.Role of glucosidase inhibitor in 2-phenylethanol emission During the day-time after the feeding of β-glucosidase-inhibitor commenced, the level of 2-phenylethyl β-D-glucopyranoside (2) remained fairly constant in the fed group, but decreased in feeding commenced in the control group, but the concentration was almost constant during the unfurling process in the fed group One β-glucosidase clone was obtained from the petals of Rose damascena Mill.although its function is not clarified yet.3.Biogenesis of 1 and 2 [^2H_8]-1 and [^2H_8]-2 must be biosynthesized from [^2H_8] L-phenylalanine with a retention of the deuterium atom at α-position of [^2H_8] L-phenylalanine.We fed deuterium-labeled intermediates into R.'Hoh-Jun' flowers.A high incorporation of phenylacetaldoxime was confirmed.We have proposed a plausible biosynthetic pathway for 1 and 2.4.Cloning of O-methyltransferases involved in the biosynthesis of floral scent compounds. New OMT, POMT, was purified from flower petals, and characterized the partial sequences by MALDI-TOFMS.We also confirmed the presence of carotenoid cleavage enzymes in rose flowers.5.KODA, a compound involved in flower-induction of Pharbitis nil.Violet (collaborative reseearch with Dr.Yokoyama, Shiseido Co. Ltd) α-Ketol linolenic acid (KODA) was identified for the first time in seedlings of Pharbitis grown under a flower-inductive condition (16-h dark exposure), by means of LC-SIM and LC-MS/MS analyses.One of the metabolites of KODA has been characterized by LC-MS-MS and NMR.

1.月季花的昼夜香味释放。在四季蔷薇（Rosa quatra saison）和四季蔷薇（R. 1.2.葡萄糖苷酶抑制剂在2-苯基乙醇释放中的作用在开始喂食β-葡萄糖苷酶抑制剂后的白天，2-苯基乙基β-D-吡喃葡萄糖苷（2）的水平在喂食组中保持相当稳定，但在对照组中在喂食开始时下降，从玫瑰花瓣中分离到一个β-葡萄糖苷酶克隆，其功能尚不清楚[^2H_8]-2必须由[^2H_8] L-苯丙氨酸生物合成，氘原子保留在[^2H_8] L-苯丙氨酸的α-位上。4.克隆与花香化合物生物合成有关的O-甲基转移酶。从玫瑰花瓣中分离纯化了一个新的类胡萝卜素降解酶（OMT），并利用MALDI-TOFMS对其部分序列进行了分析，证实了玫瑰花中存在类胡萝卜素降解酶。5. KODA，一种与牵牛花诱导有关的化合物。（与横山博士合作研究，资生堂株式会社）首次从牵牛属植物诱导成花的幼苗中鉴定出α-酮醇亚麻酸（KODA通过LC-SIM和LC-MS/MS分析，对KODA的一种代谢产物进行了LC-MS-MS和NMR表征。

项目成果

Masayuki Suzuki et al.(12名, 12番): "Identification of (3S,9R)- and (3S,9S)-megastigma-6,7-dien-3,5,9-triol 9-O-β-D-glucopyranosides as damascenone progenitors in the flowers of Rosa damascena Mill."Biosci.Biotech.Biochem.. 66. 2692-2697 (2002)

Masayuki Suzuki 等人（12 人，第 12 名）：“(3S,9R)- 和 (3S,9S)-megastigma-6,7-dien-3,5,9-triol 9-O-β- 的鉴定D-吡喃葡萄糖苷作为大马士革玫瑰花中的大马士革酮祖细胞。“Biosci.Biotech.Biochem.. 66. 2692-2697 (2002)

Peter Fleischmann, et al., (4名, 4番): "Carotenoid cleavage enzymes in animals and plants. P.76-88 in "Carotenoid-Derived Aroma Compounds, ACS Symposium Series 802"American Chemical Society, Washington, DC. (2001)

Peter Fleischmann 等人（4 人，第 4 号）：“动物和植物中的类胡萝卜素裂解酶。类胡萝卜素衍生芳香化合物，ACS 研讨会系列 802”中的 P.76-88，美国化学会，华盛顿特区。 (2001)

Masayuki Ssuzuki: "Identification of (3S, 9R)-and (3S, 9S)-megastigma-6, 7-dien-3, 5, 9-triol 9-O-β-D-glucopyranosides as damascenone progenitors in the flowers of Rosa damascena Mill."Biosci. Biotech. Biochem.. 66. 2692-2697 (2002)

Masayuki Susuzuki：“将 (3S, 9R)-和 (3S, 9S)-megastigma-6, 7-dien-3, 5, 9-三醇 9-O-β-D-吡喃葡萄糖苷鉴定为花中的大马士酮祖细胞Rosa damascena Mill.“Biosci. Biotech. Biochem.. 66. 2692-2697 (2002)

Masayuki Suzuki: "Identification of β-damscenone progenitors and their biogenesis in rose flowers (Rosa damascena Mill.)."Carotenoid-Derived Aroma Compounds, ACS Symposium Series 802, American Chemical Society, Washington, DC. 89-101 (2001)

Masayuki Suzuki：“玫瑰花（Rosa damascena Mill）中 β-damscenone 祖细胞的鉴定及其生物发生。”类胡萝卜素衍生的芳香化合物，ACS 研讨会系列 802，美国化学会，华盛顿特区 89-101（2001 年）。

Shuiqin Wu: "Two O-methyltransferases isolated from flower petals of Rosa chinensis var.spontanea involved in scent biosynthesis"J. Biosci. Bioeng. 96. 119-128 (2003)

吴水勤：“从蔷薇花瓣中分离出的两种参与香味生物合成的O-甲基转移酶”。