Juvenile hormone esterase

A Homology-Based Model of Juvenile Hormone Esterase from the Crop Pest, Heliothis virescens ... 

Juvenile Hormone Esterase from Heliolhis virescens 657... 

Juvenile Hormone Esterase from Heliothis virescens... 

Herbert Oberlander coordinated the section that features chapters on sac-specific selection using chimeric genes potential applications of neuroendocrine research to insect control insect cuticle structure and metabolism molecular aspects of immune mechanisms in insects molecular genetics of nerve insensitivity resistance to insecticides and inhibition of juvenile hormone esterase by transition-state analogs. 

Inhibition of Juvenile Hormone Esterase by Transition-State Analogs... 

A new series of compounds, a,a -alkanebis-thiotrifluoro-propanones was synthesized and showed excellent in vitro and moderate in vivo inhibition of the insect juvenile hormone esterase from the fifth instar larvae of Trichoplusia ni (cabbage looper). The potency of the above series was also screened for its ability to inhibit other esterases of toxicological and pharmacological significance. Trifluoroketones are discussed as an example of the importance of chemistry in biotechnology approaches. 

Our target has been an insect enzyme of developmental and reproductional importance, juvenile hormone esterase (4-12). The development of those extremely potent inhibitors served several aims in addition to providing "traditional inhibitors that can... 

Our laboratory is concerned with targeting potential insecticides that disrupt normal development and metamorphosis in insects. Juvenile hormones (JHs), acting in concert with the steroid hormone ecdysone, are believed to control the timing of the larval-larval molts, larval-pupal and pupal-adult transformations of the insects. It has been demonstrated that the events leading to pupation are initiated by reduction of the JH titer in the hemolymph. In addition to a cessation of biosynthesis, this reduction in JH titer is controlled by degradative metabolism (16,17). Hydrolysis of the epoxide and ester functionalities present in active JH are two routes of degradation and subsequent inactivation of JH (18). The primary route of JH metabolism in the hemolymph of last stadium lepidopterous larvae is ester hydrolysis, and it is catalyzed by the enzyme juvenile hormone esterase (JHE). JHE has been shown to... 

Ethyl-4-[2-(t-butylcarbonyloxy)butoxy] benzoate (ETB, ZR-2646, 71) occupies an intermediate position between the juvenile hormone mimics and the antijuvenile hormones to be discussed later. It acts as an anti-JH at low doses and as a JH mimic at high doses. The nature of this JH agonist/antagonist action is not understood, yet its interference with the induction of juvenile hormone esterase seems to elucidate at least partly its action on insects (Staal, 1977 Sparks et al., 1979). 

Methods have been published that allow the classification of two types of esterases, the carboxylic ester hydrolases (CEHs) and the phosphoric triester hydrolases (PTEHs) (Anspaugh and Roe, 2004). The CEHs contain the B-esterases, which are inhibited by organophosphates. B-esierases include many other esterases, such as CarbE, acetylcholinesterase (AChE), cholinesterases (ChE), aryleslerases, sterol esterases, insect juvenile hormone esterases, aixl others. The determination of A-esterases uses a protocol for the detection of PTEHs. The PTEH assay allows for the identification of two subclasses of esterases, the A-esterase (known as aiyldialkylphos-phatase) and ditsopropyl fluorophosphatase. Both these enzymes metabolize OP compounds. 

In Vitro Inhibitors of Insect Juvenile Hormone Esterase... 

The in vitro inhibitory activity of 41 aryl substituted 3-phenyl-l,1,l-trifluoro-2-propanones against insect juvenile hormone esterase has been related to various electronic, hydrophobic and steric parameters using linear stepwise regression analysis. 

Trifluoromethyl ketones (TFKs) have been found to inhibit various hydrolytic enzymes (1-6 ). Series of aliphatic and aromatic trifluoromethyl ketone sulfides (7-10 ) proved to be exceptionally powerful inhibitors of insect juvenile hormone esterase (JHE), an enzyme of key importance in insect metamorphosis. The trifluoroketone moiety is believed to behave as a transition state mimic (11,12) of juvenile hormones (JHs), substrates of the enzyme. The /3 sulfur atom is anticipated to mimic the a-/3 double bond present in all natural JH substrates. In earlier structure-activity relationship (SAR) studies (7,11) clear correlation was found among the molar I50 values of these compounds against JHE and the calculated molar refractivlty of the inhibitors. 

Table I. Inhibition of Insect juvenile hormone esterase by arylthio-trlfluoropropanones of structure A...

Anti-juvenile hormone activity, and the resulting cessation of feeding, has long been considered by the agricultural chemical industry as a means for insect control. Juvenile hormone esterase (JHE) contributes to the decline in JH titer at certain times during larval development. 

---