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Volumn 97, Issue 11, 2013, Pages 4849-4858

The oxidation of alkylaryl sulfides and benzo[b]thiophenes by Escherichia coli cells expressing wild-type and engineered styrene monooxygenase from Pseudomonas putida CA-3

Author keywords

Alkyaryl suphides; Benzo b thiophenes; Biotransformation; Styrene monooxygenase; Sulfoxidation

Indexed keywords

ALKYARYL SUPHIDES; BIOTRANSFORMATION; ESCHERICHIA COLI BL21; ESCHERICHIA COLI CELLS; STYRENE MONOOXYGENASE; SULFOXIDATION; SULFUR-CONTAINING COMPOUNDS; X RAY CRYSTAL STRUCTURES;

EID: 84878016310     PISSN: 01757598     EISSN: 14320614     Source Type: Journal    
DOI: 10.1007/s00253-012-4332-5     Document Type: Article
Times cited : (31)

References (46)
  • 2
    • 0034684540 scopus 로고    scopus 로고
    • Bioconversion of substituted styrenes to the corresponding enantiomerically pure epoxides by a recombinant Escherichia coli strain
    • 10.1016/S0040-4039(00)01639-7 1:CAS:528:DC%2BD3cXotlKgsrk%3D
    • Bernasconi S, Orsini F, Sello G, Colmegna A, Galli E, Bestetti G (2000) Bioconversion of substituted styrenes to the corresponding enantiomerically pure epoxides by a recombinant Escherichia coli strain. Tetrah Lett 41:9157-9161
    • (2000) Tetrah Lett , vol.41 , pp. 9157-9161
    • Bernasconi, S.1    Orsini, F.2    Sello, G.3    Colmegna, A.4    Galli, E.5    Bestetti, G.6
  • 3
    • 2342602915 scopus 로고    scopus 로고
    • Bacterial monooxygenase mediated preparation of nonracemic chiral oxiranes: Study of the effects of substituent nature and position
    • 10.1016/j.tetasy.2004.04.005 1:CAS:528:DC%2BD2cXktVeks7Y%3D
    • Bernasconi S, Orsini F, Sello G, Di Gennaro P (2004) Bacterial monooxygenase mediated preparation of nonracemic chiral oxiranes: study of the effects of substituent nature and position. Tetrah Asym 15:1603-1606
    • (2004) Tetrah Asym , vol.15 , pp. 1603-1606
    • Bernasconi, S.1    Orsini, F.2    Sello, G.3    Di Gennaro, P.4
  • 5
    • 0008371739 scopus 로고    scopus 로고
    • Dioxygenase-catalysed formation of cis/trans-dihydrodiol metabolites of mono- and bi-cyclic heteoarenes
    • 10.1039/cc9960002361
    • Boyd DR, Sharma ND, Brannigan IN, Haughey SA, Malone JF, Clarke DA, Dalton H (1996a) Dioxygenase-catalysed formation of cis/trans-dihydrodiol metabolites of mono- and bi-cyclic heteoarenes. Chem Com 20:2361-2362
    • (1996) Chem Com , vol.20 , pp. 2361-2362
    • Boyd, D.R.1    Sharma, N.D.2    Brannigan, I.N.3    Haughey, S.A.4    Malone, J.F.5    Clarke, D.A.6    Dalton, H.7
  • 9
    • 4744343036 scopus 로고    scopus 로고
    • Dioxygenase-catalysed oxidation of alkylaryl sulfides: Sulfoxidation versus cis-dihydrodiol formation
    • 10.1039/b409149c 1:CAS:528:DC%2BD2cXmvV2gtbk%3D
    • Boyd DR, Sharma ND, Byrne BE, Haughey SA, Kennedy MA, Allen CCR (2004) Dioxygenase-catalysed oxidation of alkylaryl sulfides: sulfoxidation versus cis-dihydrodiol formation. Org Biomol Chem 2:2530-2537
    • (2004) Org Biomol Chem , vol.2 , pp. 2530-2537
    • Boyd, D.R.1    Sharma, N.D.2    Byrne, B.E.3    Haughey, S.A.4    Kennedy, M.A.5    Allen, C.C.R.6
  • 11
    • 23144461249 scopus 로고    scopus 로고
    • I-Mutant2.0: Predicting stability changes upon mutation from the protein sequence or structure
    • 10.1093/nar/gki375 1:CAS:528:DC%2BD2MXlslyrtLY%3D
    • Capriotti E, Fariselli P, Casadio R (2005) I-Mutant2.0: predicting stability changes upon mutation from the protein sequence or structure. Nucl Acids Res 33:W306-W310
    • (2005) Nucl Acids Res , vol.33
    • Capriotti, E.1    Fariselli, P.2    Casadio, R.3
  • 12
    • 11944251609 scopus 로고
    • Applications of sulfoxides to asymmetric synthesis of biologically active compounds
    • 10.1021/cr00038a002 1:CAS:528:DyaK2MXnvFegsrY%3D
    • Carreno C (1995) Applications of sulfoxides to asymmetric synthesis of biologically active compounds. Chem Rev 95:1717-1760
    • (1995) Chem Rev , vol.95 , pp. 1717-1760
    • Carreno, C.1
  • 13
    • 0000364312 scopus 로고
    • Mechanism of photochemical reactions in solution. LXII. Naphthalene-sensitized photoracemization of sulfoxides
    • 10.1021/ja00712a026 1:CAS:528:DyaE3cXktFersbk%3D
    • Cooke RS, Hammond GS (1970) Mechanism of photochemical reactions in solution. LXII. Naphthalene-sensitized photoracemization of sulfoxides. J Am Chem Soc 92:2739-2745
    • (1970) J Am Chem Soc , vol.92 , pp. 2739-2745
    • Cooke, R.S.1    Hammond, G.S.2
  • 14
    • 0000960640 scopus 로고
    • Applications of oxaziridines in organic synthesis
    • 10.1016/S0040-4020(01)89102-X 1:CAS:528:DyaK3cXhsFyjurc%3D
    • Davis FA, Sheppard AC (1989) Applications of oxaziridines in organic synthesis. Tetrahedron 45:5703-5743
    • (1989) Tetrahedron , vol.45 , pp. 5703-5743
    • Davis, F.A.1    Sheppard, A.C.2
  • 15
    • 0033017776 scopus 로고    scopus 로고
    • A new biocatalyst for production of optically pure aryl epoxides by styrene monooxygenase from Pseudomonas fluorescens ST
    • Di Gennaro P, Colmegna P, Galli E, Sello G, Pelizzioni F, Bestetti G (1999) A new biocatalyst for production of optically pure aryl epoxides by styrene monooxygenase from Pseudomonas fluorescens ST. Appl Environ Microbiol 65:2794-2797
    • (1999) Appl Environ Microbiol , vol.65 , pp. 2794-2797
    • Di Gennaro, P.1    Colmegna, P.2    Galli, E.3    Sello, G.4    Pelizzioni, F.5    Bestetti, G.6
  • 16
    • 77949535720 scopus 로고    scopus 로고
    • Features and development of Coot
    • 10.1107/S0907444910007493 1:CAS:528:DC%2BC3cXksFKisb8%3D
    • Emsley P, Lohkamp B, Scott W, Cowtan K (2010) Features and development of Coot. Acta Cryst D 66:486-501
    • (2010) Acta Cryst D , vol.66 , pp. 486-501
    • Emsley, P.1    Lohkamp, B.2    Scott, W.3    Cowtan, K.4
  • 17
    • 0141508049 scopus 로고    scopus 로고
    • Recent developments in the synthesis and utilization of chiral sulfoxides
    • 10.1021/cr990372u 1:CAS:528:DC%2BD3sXlvVyqtLk%3D
    • Fernandez I, Khiar N (2003) Recent developments in the synthesis and utilization of chiral sulfoxides. Chem Rev 103:3651-3705
    • (2003) Chem Rev , vol.103 , pp. 3651-3705
    • Fernandez, I.1    Khiar, N.2
  • 18
    • 0028190993 scopus 로고
    • Thioanisole sulfoxidation by cytochrome P45Ocam (CYP101): Experimental and calculated absolute stereochemistries
    • 10.1021/ja00105a003 1:CAS:528:DyaK2MXitlWgu7s%3D
    • Fruetel J, Chang Y-T, Collins J, Loew G, de Montellano PRO (1994) Thioanisole sulfoxidation by cytochrome P45Ocam (CYP101): experimental and calculated absolute stereochemistries. J Am Chem Soc 116:11643-11648
    • (1994) J Am Chem Soc , vol.116 , pp. 11643-11648
    • Fruetel, J.1    Chang, Y.-T.2    Collins, J.3    Loew, G.4    De Montellano, P.R.O.5
  • 19
    • 76649092627 scopus 로고    scopus 로고
    • In vitro evolution of styrene monooxygenase from Pseudomonas putida CA-3 for improved epoxide synthesis
    • 10.1007/s00253-009-2096-3 1:CAS:528:DC%2BC3cXjslWktA%3D%3D
    • Gursky L, Nikodinovic-Runic J, Feenstra KA, O'Connor KE (2010) In vitro evolution of styrene monooxygenase from Pseudomonas putida CA-3 for improved epoxide synthesis. Appl Microbiol Biotechnol 85:995-1004
    • (2010) Appl Microbiol Biotechnol , vol.85 , pp. 995-1004
    • Gursky, L.1    Nikodinovic-Runic, J.2    Feenstra, K.A.3    O'Connor, K.E.4
  • 20
    • 0025253582 scopus 로고
    • Bacterial degradation of styrene involving a novel flavin adenine dinucleotide-dependent styrene monooxygenase
    • 1:CAS:528:DyaK3cXktVeisbc%3D
    • Hartmans S, van der Werf MJ, de Bont JA (1990) Bacterial degradation of styrene involving a novel flavin adenine dinucleotide-dependent styrene monooxygenase. Appl Environ Microbiol 56:1347-1351
    • (1990) Appl Environ Microbiol , vol.56 , pp. 1347-1351
    • Hartmans, S.1    Van Der Werf, M.J.2    De Bont, J.A.3
  • 21
    • 0031561448 scopus 로고    scopus 로고
    • Side chain oxidation of aromatic compounds by fungi.7. A rationale for sulfoxidation, benzylic hydroxylation, and olefin oxidation by Mortierella isabellina
    • 10.1016/S1381-1177(97)00015-5 1:CAS:528:DyaK2sXlvFOms7g%3D
    • Holland HL, Allen LJ, Chernishenko MJ, Diez M, Kohl A, Ozog J, Jian-Xin G (1997) Side chain oxidation of aromatic compounds by fungi.7. A rationale for sulfoxidation, benzylic hydroxylation, and olefin oxidation by Mortierella isabellina. J Mol Catal B: Enzym 3:311-324
    • (1997) J Mol Catal B: Enzym , vol.3 , pp. 311-324
    • Holland, H.L.1    Allen, L.J.2    Chernishenko, M.J.3    Diez, M.4    Kohl, A.5    Ozog, J.6    Jian-Xin, G.7
  • 22
    • 0038344024 scopus 로고    scopus 로고
    • Stereospecific biocatalytic epoxidation: The first example of direct regeneration of a FAD-dependent monooxygenase for catalysis
    • 10.1021/ja034119u 1:CAS:528:DC%2BD3sXksVyltrk%3D
    • Hollmann F, Lin P-C, Witholt B, Schmid A (2003) Stereospecific biocatalytic epoxidation: the first example of direct regeneration of a FAD-dependent monooxygenase for catalysis. J Am Chem Soc 125:8209-8217
    • (2003) J Am Chem Soc , vol.125 , pp. 8209-8217
    • Hollmann, F.1    Lin, P.-C.2    Witholt, B.3    Schmid, A.4
  • 24
    • 24944534515 scopus 로고    scopus 로고
    • Mechanism of flavin transfer and oxygen activation by the two-component flavoenzyme styrene monooxygenase
    • 10.1016/j.abb.2005.07.020 1:CAS:528:DC%2BD2MXhtVeiu73L
    • Kantz A, Chin F, Nallamothu N, Nguyen T, Gassner GT (2005) Mechanism of flavin transfer and oxygen activation by the two-component flavoenzyme styrene monooxygenase. Arch Biochem Bioph 442:102-116
    • (2005) Arch Biochem Bioph , vol.442 , pp. 102-116
    • Kantz, A.1    Chin, F.2    Nallamothu, N.3    Nguyen, T.4    Gassner, G.T.5
  • 25
    • 0030605046 scopus 로고    scopus 로고
    • Highly enantioselective catalytic oxidation of alkyl aryl sulfides using Mn-salen catalyst
    • 10.1016/0040-4020(96)00851-4 1:CAS:528:DyaK28Xms1ynsLs%3D
    • Kokubo C, Katsuki T (1996) Highly enantioselective catalytic oxidation of alkyl aryl sulfides using Mn-salen catalyst. Tetrahedron 52:13895-13900
    • (1996) Tetrahedron , vol.52 , pp. 13895-13900
    • Kokubo, C.1    Katsuki, T.2
  • 26
    • 14644413473 scopus 로고    scopus 로고
    • Applications of catalytic asymmetric sulfide oxidations to the syntheses of biologically active sulfoxides
    • 10.1002/adsc.200404206 1:CAS:528:DC%2BD2MXhtlOjs78%3D
    • Legros J, Dehli JR, Bolm C (2005) Applications of catalytic asymmetric sulfide oxidations to the syntheses of biologically active sulfoxides. Adv Synt Catal 347:19-31
    • (2005) Adv Synt Catal , vol.347 , pp. 19-31
    • Legros, J.1    Dehli, J.R.2    Bolm, C.3
  • 27
    • 78049314530 scopus 로고    scopus 로고
    • Styrene monooxygenase from Pseudomonas sp. LQ26 catalyzes the asymmetric epoxidation of both conjugated and unconjugated alkenes
    • 10.1016/j.molcatb.2010.08.012 1:CAS:528:DC%2BC3cXhtleqtLnM
    • Lin H, Qiao J, Liu Y, Wu Z-L (2010) Styrene monooxygenase from Pseudomonas sp. LQ26 catalyzes the asymmetric epoxidation of both conjugated and unconjugated alkenes. J Mol Catal B: Enzym 67:236-241
    • (2010) J Mol Catal B: Enzym , vol.67 , pp. 236-241
    • Lin, H.1    Qiao, J.2    Liu, Y.3    Wu, Z.-L.4
  • 28
    • 0031865852 scopus 로고    scopus 로고
    • Trienzyme amplification system for the detection of catechol and catecholamines using internal co-substrate regeneration
    • 10.1080/00032719808002865 1:CAS:528:DyaK1cXkt1Srtbs%3D
    • Lisdat F, Wollenberger U (1998) Trienzyme amplification system for the detection of catechol and catecholamines using internal co-substrate regeneration. Analyt Lett 31:1275-1285
    • (1998) Analyt Lett , vol.31 , pp. 1275-1285
    • Lisdat, F.1    Wollenberger, U.2
  • 29
    • 0036843901 scopus 로고    scopus 로고
    • Biochemistry, genetics and physiology of microbial styrene degradation
    • O'Leary ND, O'Connor KE, Dobson ADW (2002) Biochemistry, genetics and physiology of microbial styrene degradation. FEMS Microbiol Rev 26:403-417
    • (2002) FEMS Microbiol Rev , vol.26 , pp. 403-417
    • O'Leary, N.D.1    O'Connor, K.E.2    Dobson, A.D.W.3
  • 30
    • 3843128465 scopus 로고    scopus 로고
    • Biochemical characterization of StyAB from Pseudomonas sp. strain VLB120 as a two-component flavin-diffusible monooxygenase
    • 10.1128/JB.186.16.5292-5302.2004 1:CAS:528:DC%2BD2cXmvVKhtbs%3D
    • Otto K, Hofstetter K, Rothlisberger M, Witholt B, Schmid A (2004) Biochemical characterization of StyAB from Pseudomonas sp. strain VLB120 as a two-component flavin-diffusible monooxygenase. J Bacteriol 186:5292-5302
    • (2004) J Bacteriol , vol.186 , pp. 5292-5302
    • Otto, K.1    Hofstetter, K.2    Rothlisberger, M.3    Witholt, B.4    Schmid, A.5
  • 31
    • 0026447769 scopus 로고
    • 2 catalyzed by (salen)Mn(III) complexes
    • 10.1016/S0040-4039(00)60849-3 1:CAS:528:DyaK3sXht1Cisb8%3D
    • 2 catalyzed by (salen)Mn(III) complexes. Tetrahedron Lett 33:7111-7114
    • (1992) Tetrahedron Lett , vol.33 , pp. 7111-7114
    • Palucki, M.1    Hanson, P.2    Jacobsen, E.N.3
  • 32
    • 0031745849 scopus 로고    scopus 로고
    • Towards a biocatalyst for (S)-styrene oxide production: Characterization of the styrene degradation pathway of Pseudomonas sp. strain VLB120
    • 1:CAS:528:DyaK1cXjslWhs7Y%3D
    • Panke S, Witholt B, Schmid A, Wubbolts MG (1998) Towards a biocatalyst for (S)-styrene oxide production: characterization of the styrene degradation pathway of Pseudomonas sp. strain VLB120. Appl Environ Microbiol 64:2032-2043
    • (1998) Appl Environ Microbiol , vol.64 , pp. 2032-2043
    • Panke, S.1    Witholt, B.2    Schmid, A.3    Wubbolts, M.G.4
  • 33
    • 0037026952 scopus 로고    scopus 로고
    • Pilot scale production of (S)-styrene oxide from styrene by recombinant Escherichia coli synthesizing styrene monooxygenase
    • 10.1002/bit.10346 1:CAS:528:DC%2BD38XntlCru7k%3D
    • Panke S, Held M, Wubbolts MG, Witholt B, Schmid A (2002) Pilot scale production of (S)-styrene oxide from styrene by recombinant Escherichia coli synthesizing styrene monooxygenase. Biotechnol Bioeng 80:33-41
    • (2002) Biotechnol Bioeng , vol.80 , pp. 33-41
    • Panke, S.1    Held, M.2    Wubbolts, M.G.3    Witholt, B.4    Schmid, A.5
  • 34
    • 33749365932 scopus 로고    scopus 로고
    • The efficiency of recombinant Escherichia coli as biocatalyst for stereospecific epoxidation
    • 10.1002/bit.21037 1:CAS:528:DC%2BD28XpvFait7k%3D
    • Park J-B, Buhler B, Habicher T, Hauer B, Panke S, Witholt B, Schmid A (2006) The efficiency of recombinant Escherichia coli as biocatalyst for stereospecific epoxidation. Biotechnol Bioeng 95:501-512
    • (2006) Biotechnol Bioeng , vol.95 , pp. 501-512
    • Park, J.-B.1    Buhler, B.2    Habicher, T.3    Hauer, B.4    Panke, S.5    Witholt, B.6    Schmid, A.7
  • 35
    • 33747663736 scopus 로고    scopus 로고
    • Use of chiral sulfoxides in asymmetric synthesis
    • 10.1016/j.tet.2006.03.093 1:CAS:528:DC%2BD28XkslyqsLg%3D
    • Pellissier H (2006) Use of chiral sulfoxides in asymmetric synthesis. Tetrahedron 62:5559-5601
    • (2006) Tetrahedron , vol.62 , pp. 5559-5601
    • Pellissier, H.1
  • 36
    • 75349099765 scopus 로고    scopus 로고
    • Aymmetric synthesis of the potent HIV-protase inhibitor, Nelfinavir
    • 10.1021/jo902048t 1:CAS:528:DC%2BD1MXhsFGhtLbE
    • Raghavan S, Krishnaiah V, Sridhar B (2010) Aymmetric synthesis of the potent HIV-protase inhibitor, Nelfinavir. J Org Chem 75:498-501
    • (2010) J Org Chem , vol.75 , pp. 498-501
    • Raghavan, S.1    Krishnaiah, V.2    Sridhar, B.3
  • 37
    • 78649284752 scopus 로고    scopus 로고
    • Enzymatic synthesis of novel chiral sulfoxides employing Baeyer-Villiger monooxygenases
    • 10.1002/ejoc.201000890
    • Rioz-Martinez A, de Gonzalo G, Pazmino DET, Fraaije MW, Gotor V (2010) Enzymatic synthesis of novel chiral sulfoxides employing Baeyer-Villiger monooxygenases. Eur J Org Chem 2010:6409-6416
    • (2010) Eur J Org Chem , vol.2010 , pp. 6409-6416
    • Rioz-Martinez, A.1    De Gonzalo, G.2    Pazmino, D.E.T.3    Fraaije, M.W.4    Gotor, V.5
  • 38
    • 3142603469 scopus 로고    scopus 로고
    • Chiral chemistry
    • 10.1021/cen-v082n024.p047
    • Rouhi AM (2004) Chiral chemistry. Chem Eng N 82:47-62
    • (2004) Chem Eng N , vol.82 , pp. 47-62
    • Rouhi, A.M.1
  • 40
    • 0033397980 scopus 로고    scopus 로고
    • Python: A programming language for software integration and development
    • 10.1016/S1093-3263(99)99999-0
    • Sanner MF (1999) Python: a programming language for software integration and development. J Mol Graph Mod 17:55-61
    • (1999) J Mol Graph Mod , vol.17 , pp. 55-61
    • Sanner, M.F.1
  • 41
    • 77957365781 scopus 로고    scopus 로고
    • StyA1 and StyA2B from Rhodococcus opacus 1CP: A multifunctional styrene monooxygenase system
    • 10.1128/JB.00723-10 1:CAS:528:DC%2BC3cXhsFCitbjI
    • Tischler D, Kermer R, Groning JAD, Kaschabek SR, van Berkel WJH, Schlomann M (2010) StyA1 and StyA2B from Rhodococcus opacus 1CP: a multifunctional styrene monooxygenase system. J Bacteriol 192:5220-5227
    • (2010) J Bacteriol , vol.192 , pp. 5220-5227
    • Tischler, D.1    Kermer, R.2    Groning, J.A.D.3    Kaschabek, S.R.4    Van Berkel, W.J.H.5    Schlomann, M.6
  • 42
    • 76149120388 scopus 로고    scopus 로고
    • AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization and multithreading
    • 1:CAS:528:DC%2BD1MXhsFGnur3O
    • Trott O, Olson AJ (2010) AutoDock Vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization and multithreading. J Comp Chem 31:455-461
    • (2010) J Comp Chem , vol.31 , pp. 455-461
    • Trott, O.1    Olson, A.J.2
  • 43
    • 77749252741 scopus 로고    scopus 로고
    • Structure and ligand binding properties of the epoxidase component of styrene monooxygenase
    • 10.1021/bi901693u 1:CAS:528:DC%2BC3cXhs1GmsLY%3D
    • Ukaegbu UE, Kantz A, Beaton M, Gassner GT, Rosenzweig AC (2010) Structure and ligand binding properties of the epoxidase component of styrene monooxygenase. Biochemistry 49:1678-1688
    • (2010) Biochemistry , vol.49 , pp. 1678-1688
    • Ukaegbu, U.E.1    Kantz, A.2    Beaton, M.3    Gassner, G.T.4    Rosenzweig, A.C.5
  • 44
    • 33745991798 scopus 로고    scopus 로고
    • Flavoprotein monooxygenases, a diverse class of oxidative biocatalysts
    • 10.1016/j.jbiotec.2006.03.044
    • van Berkel WJH, Kamerbeekb NM, Fraaije MW (2006) Flavoprotein monooxygenases, a diverse class of oxidative biocatalysts. J Biotechnol 124:670-689
    • (2006) J Biotechnol , vol.124 , pp. 670-689
    • Van Berkel, W.J.H.1    Kamerbeekb, N.M.2    Fraaije, M.W.3
  • 45
    • 34648825060 scopus 로고    scopus 로고
    • Discovery of a novel styrene monooxygenase originating from the metagenome
    • 10.1128/AEM.02708-06
    • van Hellemond EW, Janssen DB, Fraaije MW (2007) Discovery of a novel styrene monooxygenase originating from the metagenome. Appl Environ Microbiol 73:5832-5839
    • (2007) Appl Environ Microbiol , vol.73 , pp. 5832-5839
    • Van Hellemond, E.W.1    Janssen, D.B.2    Fraaije, M.W.3
  • 46
    • 33749988013 scopus 로고    scopus 로고
    • Asymmetric reduction of o-chloroacetophenone with Candida pseudotropicalis 104
    • 10.1021/bp0600583 1:CAS:528:DC%2BD28XmslWhtbo%3D
    • Xie Q, Wu J, Xu G, Yang L (2006) Asymmetric reduction of o-chloroacetophenone with Candida pseudotropicalis 104. Biotechnol Prog 22:1301-1304
    • (2006) Biotechnol Prog , vol.22 , pp. 1301-1304
    • Xie, Q.1    Wu, J.2    Xu, G.3    Yang, L.4


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