scholarly journals Structure Determination of a Natural Juvenile Hormone Isolated from a Heteropteran Insect

2012 ◽  
Vol 2012 ◽  
pp. 1-7 ◽  
Author(s):  
Toyomi Kotaki ◽  
Tetsuro Shinada ◽  
Hideharu Numata

Juvenile hormone (JH), which occurs in several forms in different insects, is one of the most important insect hormones. The structure of JH in Heteroptera has not been elucidated until recently, although insects in this suborder have long been used as experimental animals for JH research. Here we review the structure determination of a novel JH in a stink bug,Plautia stali, which was named juvenile hormone III skipped bisepoxide [JHSB3: methyl (2R,3S,10R)-2,3;10,11-bisepoxyfarnesoate], based on the arrangement of two epoxides at C2,3 and C10,11 with a skipped double bond at C6,7.

2011 ◽  
Vol 57 (1) ◽  
pp. 147-152 ◽  
Author(s):  
Toyomi Kotaki ◽  
Tetsuro Shinada ◽  
Kanako Kaihara ◽  
Yasufumi Ohfune ◽  
Hideharu Numata

2010 ◽  
Vol 5 (5) ◽  
pp. 1934578X1000500
Author(s):  
Jixun Zhan ◽  
E. M. Kithsiri Wijeratne ◽  
A. A. Leslie Gunatilaka

Biotransformation of monocillin I (1) by Beauveria bassiana ATCC 7159 was investigated. Two new derivatives 2 and 3 were isolated and identified on the basis of the spectroscopic data. Compounds 2 and 3 are synthesized by hydration at 10,11-double bond and hydrolysis of 14,15-epoxide, respectively. The R configuration of 11-OH in 2 was established by the modified 2-methoxy-2-trifluoromethylphenylacetic acid (MTPA) method. The conversion of 1 to 2 and 3 was reconstituted in an acid solution, indicating that the formation of 2 and 3 is an acid-catalyzed instead of an enzymatic process.


2020 ◽  
Vol 49 (5) ◽  
pp. 538-541
Author(s):  
Keiji Matsumoto ◽  
Yoko Yasuno ◽  
Kohei Yasuda ◽  
Tsuyoshi Hayashi ◽  
Shin G. Goto ◽  
...  

2009 ◽  
Vol 11 (22) ◽  
pp. 5234-5237 ◽  
Author(s):  
Toyomi Kotaki ◽  
Tetsuro Shinada ◽  
Kanako Kaihara ◽  
Yasufumi Ohfune ◽  
Hideharu Numata

1984 ◽  
Vol 57 (2) ◽  
pp. 265-274 ◽  
Author(s):  
J. H. M. van den Berg ◽  
J. W. Beulen ◽  
E. F. J. Duynstee ◽  
H. L. Nelissen

Abstract Vulcanization of ENBH (C9H14), a model for ENB containing EPDM rubber, with a system consisting of zinc oxide, stearic acid, sulfur, TMTD, and MBT at 140°C for 1 h yields slightly more than 30 different crosslinked products C9H13-Sn-C9H13 where n=2,3,4, and 5. In all of the products, the original ENBH structure is maintained (no shift of the double bond) and attachment of the sulfur bridge occurs only at the two allylic positions 3 and 9. Monosulfides (n=1) are probably also formed but no structures could be determined. Only small amounts of the MBT-Sn-C9H13 coupling products and noncrosslinked cyclic sulfides are formed.


Tetrahedron ◽  
2012 ◽  
Vol 68 (1) ◽  
pp. 106-113 ◽  
Author(s):  
Kanako Kaihara ◽  
Toyomi Kotaki ◽  
Hideharu Numata ◽  
Yasufumi Ohfune ◽  
Tetsuro Shinada

Author(s):  
K. Chowdhury ◽  
S. Ghosh ◽  
M. Mukherjee

AbstractThe direct method program SAYTAN has been applied successfully to redetermine the structure of cytochrome c


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