Deuterated analogues of 4,8-dimethyldecanal, the aggregation pheromone of Tribolium castaneum:: synthesis and pheromonal activity

被引：9

作者：

Kim, J ^{[1
]}

Matsuyama, S ^{[1
]}

Suzuki, T ^{[1
]}

机构：

[1] Univ Tsukuba, Div Life Sci & Bioengn, Grad Sch Life & Environm Sci, Tsukuba, Ibaraki 3058572, Japan

来源：

JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 2004年 / 47卷 / 13期

关键词：

Tribolium castaneum; aggregation pheromone; 4,8-dimethyldecanal; deuterated 4,8-dimethyldecanals; deuterium isotope effect;

D O I：

10.1002/jlcr.881

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

To elucidate the deuterium isotope effect (DIE) in pheromonal activity and to investigate the biosynthetic pathway of 4,8-dimethyldecanal (4,8-DMD; 1), the aggregation pheromone of the red flour beetle (Tribolium castaneum), deuterated analogues of 4,8-DMDs (2, 3, 4, and 5), were synthesized and their pheromonal activities were tested using a two-hole pitfall olfactometer. Although no apparent DIE was observed in their pheromonal activities, 4,8-DMD-1-d(1) (2) was less attractive than other analogues, which suggested that the bond distance between the formyl group of I and its receptor was critical in pheromone recognition by T. castaneum. Copyright (C) 2004 John Wiley Sons, Ltd.

引用

页码：921 / 934

页数：14

共 14 条

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