- Synthesis of a thiophene-fused isoindigo derivative: A potential building block for organic semiconductors
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Thiophene-fused isoindigo (TII) was synthesized from thieno[2,3-f]indol- 6(7H)-one in a one-pot reaction, in which the alkylation, oxidation and condensation were finished in one step. It exhibits better intramolecular charge transfer properties and higher reductive potential compared with isoindigo(II), as evidenced by its optical and electrochemical properties, which shows that it might be used as a building block for n-type or ambipolar OFET materials.
- Zhao, Na,Qiu, Li,Wang, Xiao,An, Zengjian,Wan, Xiaobo
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Read Online
- Strained heterocyclic systems. 19. 1-azatriptycene and derivatives
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The preparations of 1-azatripycene (1) and its 9-chloro, 9-deutero, and 1-oxide derivatives are reported. The basicity of 1 is compared to model compounds.
- Hodge Markgraf,Davis, Howard A.,Ernst, Peter S.,Hirsch, Kevin S.,Leonard, Kathryn J.,Morrison, Marlene E.,Myers, Christopher R.
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Read Online
- Synthesis of a thiophene-fused isoindigo derivative: A potential building block for organic semiconductors
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Thiophene-fused isoindigo (TII) was synthesized from thieno[2,3-f]indol-6(7H)-one in a one-pot reaction, in which the alkylation, oxidation and condensation were finished in one step. It exhibits better intramolecular charge transfer properties and higher reductive potential compared with isoindigo(II), as evidenced by its optical and electrochemical properties, which shows that it might be used as a building block for n-type or ambipolar OFET materials.
- Zhao, Na,Qiu, Li,Wang, Xiao,An, Zengjian,Wan, Xiaobo
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supporting information
p. 1040 - 1044
(2015/02/19)
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- Improving the stability and catalyst lifetime of the halogenase RebH by directed evolution
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We previously reported that the halogenase RebH catalyzes selective halogenation of several heterocycles and carbocycles, but product yields were limited by enzyme instability. Here, we use directed evolution to engineer an RebH variant, 3-LR, with a Topt over 5-°C higher than that of wild-type, and 3-LSR, with a Tm 18-°C higher than that of wild-type. These enzymes provided significantly improved conversion (up to fourfold) for halogenation of tryptophan and several non-natural substrates. This initial evolution of RebH not only provides improved enzymes for immediate synthetic applications, but also establishes a robust protocol for further halogenase evolution. Evolving halos: We have used directed evolution to engineer an RebH halogenase variant with a Topt more than 5-°C higher than that of wild-type RebH, and a second variant with a Tm 18-°C higher. These enzymes provided significantly improved conversion for halogenation of tryptophan and several non-natural substrates.
- Poor, Catherine B.,Andorfer, Mary C.,Lewis, Jared C.
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p. 1286 - 1289
(2014/06/24)
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- A High-Throughput Assay for Arylamine Halogenation Based on a Peroxidase-Mediated Quinone-Amine Coupling with Applications in the Screening of Enzymatic Halogenations
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Arylhalides are important building blocks in many fine chemicals, pharmaceuticals and agrochemicals, and there has been increasing interest in the development of more "green" halogenation methods based on enzyme catalysis. However, the screening and development of new enzymes for biohalogenation has been hampered by a lack of high-throughput screening methods. Described herein is the development of a colorimetric assay for detecting both chemical and enzymatic arylamine halogenation reactions in an aqueous environment. The assay is based on the unique UV/Vis spectrum created by the formation of an ortho-benzoquinone-amine adduct, which is produced by the peroxidase-catalysed benzoquinone generation, followed by Michael addition of either a halogenated or non-halogenated arylamine. This assay is sensitive, rapid and amenable to high-throughput screening platforms. We have also shown this assay to be easily coupled to a flavin-dependent halogenase, which currently lacks any convenient colorimetric assay, in a "one-pot" workflow.
- Hosford, Joseph,Shepherd, Sarah A.,Micklefield, Jason,Wong, Lu Shin
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supporting information
p. 16759 - 16763
(2016/02/12)
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- Regioselective arene halogenation using the FAD-dependent halogenase RebH
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Together we're strong: Co-expression of the halogenase RebH with GroEL/ES and fusion of the flavin reductase RebF to MBP enabled production of both enzymes on scales sufficient for preparative regioselective oxidative halogenation of arenes. The activity and selectivity of RebH contrasts with those reported for the structurally homologous halogenase PrnA, which only enabled halogenation of nonnatural substrates at their most electronically activated positions. Copyright
- Payne, James T.,Andorfer, Mary C.,Lewis, Jared C.
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supporting information
p. 5271 - 5274
(2013/06/26)
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- CuCl2 and FeCl3 as a new and efficient catalyst for the oxidative coupling of aryl amines into 1,1′-binaphthalene-2,2 /-diamines in the ionic liquid media
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A practical synthesis of 1,1′-binaphthalene-1,1′-diamines (BINAM) from a-naphthylamine is described here. The facile purification procedure of the method makes it amenable to gram scale synthesis of 1,1′-binaphthalene-1,1′-diamines with fairly high optical purity and yield of product.
- Montazeri, Naser,Tavana, Mahdie,Yousefian, Soghra,Firooz, Farzane Taj
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scheme or table
p. 840 - 842
(2012/07/31)
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- INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION
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Compounds of formula (I): wherein R4, R6 and R7 are defined herein, are useful as inhibitors of HIV replication.
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Page/Page column 79
(2009/06/27)
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- INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION
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Compounds of formula (I): wherein c, X, Y, R2, R4 and R5 are defined herein, are useful as inhibitors of HIV replication.
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Page/Page column 88-89
(2009/06/27)
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- INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION
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The present invention relates to compounds of formula (I) wherein c, X, Y, R2, R3, R4 and R6 are as defined herein, compositions and uses thereof for treating human immunodeficiency virus (HIV) infection. In particular, the present invention provides novel inhibitors of HIV integrase, pharmaceutical compositions containing such compounds and methods for using these compounds in the treatment of HIV infection
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Page/Page column 85-86
(2009/06/27)
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- INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION
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Compounds of formula I : wherein c, R2, R3, R4, R5, R6, R7 and R8 are defined herein, are useful as inhibitors of HIV replication.
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Page/Page column 92
(2009/06/27)
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- MODULATORS OF THE GLUCOCORTICOID RECEPTOR, AP-1, AND/OR NF-KB ACTIVITY AND USE THEREOF
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A class of novel non-steroidal compounds are provided which are useful in treating diseases associated with modulation of the glucocorticoid receptor, AP-1, and/or NF-?B activity including obesity, diabetes, inflammatory and immune diseases, and have the structure of formula (I) its stereoisomers thereof, or a solvate thereof, or a prodrug thereof, or a pharmaceutically acceptable salt thereof, where Z is CONR1R2 or CH2NR1R2 and where at least one of X1 - X8 is N, and R, Ra, Rb, Rc and Rd are defined herein. Also provided are pharmaceutical compositions and methods of treating obesity, diabetes and inflammatory or immune associated diseases comprising said compounds.
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Page/Page column 63; 66; 67
(2008/06/13)
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- SUBSTITUTED AMINO PHENYLACETIC ACIDS, DERIVATIVES THEREOF, THEIR PREPARATION AND THEIR USE AS CYCLOOXYGENASE 2 (COX-2) INHIBITORS
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Compounds of formula (I) wherein R is hydrogen, lower alkyl, (C3-C8)cycloalkyl, hydroxy, halo, lower alkoxy, trifluoromethoxy, trifluoromethyl or cyano; and A is biaryl, optionally substituted β-naphthyl, bicyclic heterocyclic aryl, (C3-C6)cycloalkylmonocyclic carbocyclic aryl, or (C5 or C6)cycloalkane fused-monocyclic carbocyclic aryl; pharmaceutically acceptable salts thereof, and pharmaceutically acceptable esters thereof; which are useful for the treatment of COX-2 dependent disorders.
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