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

Journal of Labelled Compounds and Radiopharmaceuticals

Volumn 47, Issue 13, 2004, Pages 921-934

  Kim, Junheon ^a   Matsuyama, Shigeru ^a   Suzuki, Takahisa ^a  

^a UNIVERSITY OF TSUKUBA   (Japan)

Author keywords

4,8 dimethyldecanal; Aggregation pheromone; Deuterated 4,8 dimethyldecanals; Deuterium isotope effect; Tribolium castaneum

Indexed keywords

DEUTERIUM;

4,8-DIMETHYLDECANAL; AGGREGATION PHEROMONE; BIOSYNTHETIC PATHWAY; BOND DISTANCE; DEUTERATED 4,8-DIMETHYLDECANAL; DEUTERATED ANALOGUE; DEUTERIUM ISOTOPE EFFECT; RED FLOUR BEETLES; SYNTHESISED; TRIBOLIA CASTANEA;

DYNAMIC MODE DECOMPOSITION;

4 TRIDEUTERIOMETHYL 8 METHYLDECANAL; 4,8 DIMETHYLDECANAL; DEUTERIUM; PHEROMONE; UNCLASSIFIED DRUG;

ARTICLE; BEETLE; NONHUMAN; OLFACTOMETER; REACTION ANALYSIS; SYNTHESIS; TRIBOLIUM; TRIBOLIUM CASTANEUM;

COLEOPTERA; TRIBOLIUM CASTANEUM;

EID: 10344258650     PISSN: 03624803     EISSN: None     Source Type: Journal    
DOI: 10.1002/jlcr.881     Document Type: Article

References (14)

1. Wade D. Chem Biol Interact 1999; 117: 191-217, DOI: 10.1016/S0009- 2797(98) 00097-0.
2. Blomquist GJ, Vogt RG. Insect Pheromone Biochemistry and Molecular Biology. Elsevier Academic Press: London, 2003.
3. Meloan CE, Wang VS, Scriven R, Kuo CK. Testing Wright's theory of olfaction with deuterated compounds. In Frontiers of Flavor, Proceedings of the 5th International Flavor Conference, Charalambous G (ed.). Elsevier: Amsterdam, 1988; 29-48.
4. Tominaga Y, Sugawara R. Appl Ent Zool 1981; 16: 279-287.
5. Bartell LS, Higginbotham HK. J Chem Phys 1965; 42: 851-856.
6. Suzuki T. Agric Biol Chem 1980; 44: 2519-2520.
7. Suzuki T, Mori K. Appl Ent Zool 1983; 18: 134-136.
8. Cahiez G, Chaboche C, Jézéquel M. Tetrahedron 2000; 56: 2733-2737, DOI: 10.1016/S0040-4020(00)00128-9.
9. Zarbin PHG, Cruz WO, Ferreira TB. J Braz Chem Soc 1998; 9: 511-513.
10. Suzuki T. Agric Biol Chem 1981; 45: 2641-2643.
11. Semmelhack MF, Stauffer RD. J Org Chem 1975; 40: 3619-3621.
12. Fuchs S, Beck T, Burkardt S, Sandvoss M, Mosandl A. J Agric Food Chem 1999; 47: 3053-3057, DOI: 10.1021/jf990132f.
13. Biernacki W, Gdula A. Synthesis 1979; 37-38.
14. Krapcho AP. Synthesis 1982; 805-822.