A Novel Arylamine2 o2quinone Polymer : Synthesis and Application as a Nano2support for Immobilized Enzymes
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- Ἀρτεμίδωρος Αλεξίου
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1 , ACTA CHIMICA SINICA Vol 60, 2002 No 3, Ξ ( ) ( ), -, 4, 4 2, -,, -, -,, A Novel Arylamine2 o2quinone Polymer : Synthesis and Application as a Nano2support for Immobilized Enzymes GUO, Gang2Jun MA, Lin MAO, Xue2Pu GU, Lian2Quan Ξ ( Chemistry and Chemical Engineering School, Zhongshan University, Guanzhou ) WANG, Jun ( Department of Biochemistry, The Chinese University of Hongkong, Hongkong) Abstract Using sodium iodate as an oxidizing agent, a novel arylamine2o2quinone polymer was synthesized from 1, 22dihydroxybenzene and 4, 4 2methylene dianiline by an oxidation2michael addition surface was constructed by uniform nanoparticles and nanoholes ( about 50 nm) The polymer Owing to its aromatic backbone, amino and carbonyl groups, and its characteristic in nano2size surface structure, the polymer can be used as an ideal support for immobilized enzymes by absorption Keywords arylamine2o2quinone polymers, oxidation2michael addition, immobilized enzymes, support, nanoparticle material,,, [1,2 ],, - [3 5, ], [2 ], Ξ E2mail : edu cn Received June 7, 2001 ; revised July 19, 2001 ; accepted November 29, 2001 (Nos , ) Tsinghua Tongfang Optical Disc Co, Ltd All rights reserved
2 500 Vol 60, 2002 Scheme 1 (Scheme 1), - 50, 1 3,, [6 ], [7,8 ], Sigma 1 4, (0 05 mol/ L, ph 6 8) -, (5 mg/ ml) 0 5 g - 1 BRUKER REFLEX2III, J EOL FEM26330F 2,4, 4 2 Acros, Sigma, Fluke,, - [5 ] [ 3 5 ] g (0 02 mol) 100 ml / (7 3), 8 6 g (0 04 mol) (NaIO 3 ), 10 min, 4, g -, 30 ml 4 2 h, IR NICOLET FT2IR 50 X ( KBr - ), Shimadzu UV22501PC, (DMF ), Elementat Vario EL, Au2Ag J EOL FEM2 (MALDI2MS) 6330F ( 3,4),,, - : [4 g, 0 02 mol 100 ml /, (7 3) ] ;,,, ; 50 % -, Tsinghua Tongfang Optical Disc Co, Ltd All rights reserved
3 No 3 : Scheme 2, 4,52 21,22 -, - - 4,52N, N2 21,22 (scheme 2) - 1,22 max 419, 304 nm, - [3, 3,42N, N2 ] max 378, 296 nm, 4,52 N, N2 21,22 -, ,52N, N2 21,22 IR( 1), - DMF ( ), 4,42N, N2 DMSO( ), 21, cm - 1 N H,, cm - 1 C H,,1 640 cm - 1 ;, cm - 1, N H, ( 1) , cm - 1 C H ; cm UV ( 2) UV [3, 9 ] 4,52N, N2 2, 1 4,52N, N2 21, 22 - Figure 1 IR spectra of 4,52dianilino21, 22benzoquinone and arylamine2o2quinone polymers Tsinghua Tongfang Optical Disc Co, Ltd All rights reserved
4 502 Vol 60, UV (DMF ) Figure 2 The UV spectra of arylamine2o2quinone polymers in DMF,,,, 4 -,,,, 1 - ( C 19 H 14 N 2 O 2 ) Table 1 Elemental analysis data (calculation based on the formula for repeat unit of C 19 H 14 N 2 O 2 ) Elements Calculated Found C H N ,, 4, - Figure 4 Field emission scanning electron microgragh of urase bound to arylamine2o2quinone polymers - ( 3), - 2 3, 50 nm E spe 2 E spe, [10, ] [11 ], - 3 : Figure 3 Field emission scanning electron microgragh of arylamine2 ; o2quinone polymers, - 2 h E spe = a imm 100 % a ini - a res a imm, a ini, a res,, Tsinghua Tongfang Optical Disc Co, Ltd All rights reserved
5 No 3 : Table 2 The activity of immobilized enzymes Immobilized enzyme Polyphenol oxidase Papain Urase Peroxidase ( HR) Obtained activity/ (U g - 1 ) E spe / % ;, 4 2 h, Chem 1999, 17, % References 1 Tanaka, A ; Tosa, T ; Kaboyashi, T Industrial Application of Immobilized Biocatalysts, Marcel Dokker, New York, Faber, K Biotransformation in Organic Chemistry, 3rd Edn, Springer2Verlag, Berlin, 1997, p Zhang, X2C ; Huang, Z2S ; Gu, L2Q Chin J Org Chem 1999, 19, 200 (in Chinese) (,,,, 1999, 19, 200 ) 4 Li, M2S ; Gu, L2Q ; Huang, Z2S ; Xiao, S2H ; Ma, L Tetrahedron 1999, 55, Li, M2S ; Ma, L ; Zhang, X2C ; Gu, L2Q Chin J 6 Xu, C2F ; Li, X2P ; Cheng, J 2Y Chin Biochem J 1992, 8, 608 (in Chinese) (,,,, 1992, 8, 608) 7 Muller, G H ; Waldman, H Tetrahedron Lett 1999, 40, Buton, S G ; Duncan, J R ; Kaye, P T ; Rose, P D Biotechnol Bioeng 1993, 42, Horspool, W M ; Smith, P I ; Tedder, J M J Chem Soc ( C) 1971, Bautista, F M ; Bravo, M C ; Campelo, J M ; Garcia, A ; Luna, D ; Marinas, J M ; Romero, A A J Mol Catal B : Enzym 1999, 6, Katchalski2Katzir, E ; Kraemer, D M J Mol Catal B : Enzym 2000, 10, 157 (A PAN, B F ) Tsinghua Tongfang Optical Disc Co, Ltd All rights reserved
6 Graphical Abstract Vol 60, No 3 Synthesis, Crystal Structure and Photochromi2 sm Properties of 12Phenyl232methyl242( 62hy2 dro242amino252sulfo22, 32pyrazine)2pyrazole252 one LIU, Lang ; J IA, Dian2Zeng ; Yu, Kai2Bei Acta Chimica Sinica 2002, 60 (3), 493 A novel supramolecular compound with photochromism was synthesized and characterized by elemental analysis, IR, MS, 1 H NMR, UV, X2ray diffraction The photochromic properties and photochemical kinetics of the title compound were discussed A Novel Arylamine2 o2quinone Polymer : Synthesis and Application as a Nano2support for Immobilized Enzymes GUO, Gang2Jun ; MA, Lin ; MAO, Xue2Pu ; GU, Lian2Quan ; WANG, Jun Acta Chimica Sinica 2002, 60 (3), 499 A novel arylamine2o2quinone polymer was synthesized from 1,22dihydroxybenzene and 4,4 2methylene dianiline by an oxidation2michael addition Owing to its aromatic backbone, amino and carbonyl groups, and its characteristic in nano2 sized surface structure, the polymer can be used as an ideal support for immobilized enzymes by absorption The Studies on Synthesis and Properties of Glycidyl Methacrylate2N, N 2methylene2bis ( acrylamide) Copolymer Supports of Enzyme Catalyst WUYUN, Gao2Wa ; LU, Guan2Zhong ; GUO, Yang2Long ; WANG, Yun2Song ; WEI, Dong2Zhi Acta Chimica Sinica 2002, 60 (3), 504 Reactive, macroporous and beaded glycidyl methacrylate2n, N 2methylene2bis (acrylamide) copolymers of widely varying crosslink densities were synthesized with formamide as porogenic agent by inverse suspension copolymerization The effects of crosslink density on structure properties and apparent activity of immobilized penicillin G acylase were investigated Immobilized enzyme activity of U/ g was obtained with a polymer with = 60 % crosslinking Silane Bridged Polymerized Metallocene Catalyst for Ethylene Polymerization ZHU, Hai2Bin ; J IN, Guo2Xin Acta Chimica Sinica 2002, 60 (3), 509 Ansa2zirconocene complex [ ( CH 2 CH) CH 3 Si ( C 5 H 4 ) 2 ] ZrCl 2 (3) and it s polymerized metallocene catalyst ( 4) have been synthesized and characterized The result of ethylene polymerization showed that the polymerized metallocene catalyst kept high activity and was a potential supported catalyst for olefin polymerization Tsinghua Tongfang Optical Disc Co, Ltd All rights reserved
LUO, Hong2Qun LIU, Shao2Pu Ξ LI, Nian2Bing
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