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Biorational design of herbicides
하현준 한국농화학회 1991 Applied Biological Chemistry (Appl Biol Chem) Vol.34 No.4
To get a more potent and safe herbicide two classical methologies had been applied. These can be called $quot;blind screening$quot; method and $quot;me-too$quot; method. In addition to these a new possible approach so called $quot;biorational$quot; method was developed based on the biochemical and physiological knowledge how and where these herbicides show phytotoxicity. The tactics of this methology can be summarized as a trial to get a new novel herbicidally active compound through the biorational design of specific enzyme inhibitors in the metabolic pathway identified as a site of possible induction of proper and selective phytotoxicity. This goa 1 can be achieved by the following steps; 1) choosing the target enzyme for herbicidal action, 2) getting the enzyme, 3) understanding the enzyme and its mechanism, 4) design inhibitors, 5) inhibition test, and 6) field test. This present action includes an example relating to the enzyme, α,β-dihydroxyacid dehydratase (E.C.4.2.1.9) in the branched-chain amino acid biosynthesis. This enzyme catalyzes the transformation of 2,3-dihydroxyisovaleric acid into 2-oxoisovaleric acid with loss of water. The mechanistic detail of this reaction was studied with deuterium labeling compounds to find out an enol intermediate. Several inhibitors on the basis of this mechanistic knowledge had been designed and screened against this enzyme purified from spinach leaves. The effectiveness and mode of inhibition and field test result will be presented. Other target sites of herbicide design will be shown with a current research in my laboratory. I also would like to discuss some advantages and disadvantages of this approach, and how successful and how unsuccessful the $quot;biorational design$quot; of herbicide is.
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하현준 ( Hyeon-jun Ha ),김민주 ( Min-ju Kim ),조명진 ( Myeongjin Cho ) 한국정보처리학회 2011 한국정보처리학회 학술대회논문집 Vol.18 No.1
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2 - ( 1 - Anilinobutylidene ) - 5,5 - dimethyl - 3 - hydroxy - 2 - cyclohexen - 1 - one 의 합성과 제초활성
하현준 ( Hyun Joon Ha ) 한국응용생명화학회 1994 Applied Biological Chemistry (Appl Biol Chem) Vol.37 No.6
Fourteen 2-(1-anilinobutylidene)-5,5-dimethyl-3-hydroxy-2-cyclohexen-1-ones were prepared by condensation of 2-butanoyl-5,5-dimethyl-3-hydroxy-2-cyclohexen-1-one with various substituted anilines in good yield. These were tested for herbicidal activity against six different submerged paddy weed species. Most compounds showed significant activity against Echinochloa crus galli and Sagittaria pygmaea with excellent tolerance to rice.
나상윤,하현준 대한화학회 2019 Bulletin of the Korean Chemical Society Vol.40 No.8
A new stereoselective construction of N,O- and O,O-acetals by Pd-catalyzed addition of heteroatoms to alkoxyallen.