Laccase-catalyzed synthesis of 2,3-ethylenedithio-1,4-quinones
作者:Mark D. Cannatelli、Arthur J. Ragauskas
DOI:10.1016/j.molcatb.2015.05.016
日期:2015.9
Laccases (benzenediol:oxygen oxidoreductase EC 1.10.3.2) belong to the family of multicopper oxidases. These environmentally friendly enzymes require O-2 as their only co-substrate and produce H2O as their sole by-product. As a result, they have acquired increasing use in biotechnological applications, particularly in the field of organic synthesis. In the current study, laccases have been employed to successfully couple 1,2-ethanedithiol to various substituted hydroquinones to produce novel 2,3-ethylenedithio-1,4-quinones in good yields via an oxidation-addition-oxidation-addition-oxidation mechanism. The reactions proceeded in one-pot under mild conditions (room temperature, pH 5.0). This study further supports the use of laccases as green tools in organic chemistry. Furthermore, it provides evidence that laccase-catalyzed cross-coupling reactions involving small thiols are possible, in spite of research that suggests small thiols are potent inhibitors of laccases. (C) 2015 Elsevier B.V. All rights reserved.
Do, Quang Tho; Elothmani, Driss; Simonet, Jacques, Bulletin de la Societe Chimique de France, 1996, vol. 133, # 3, p. 273 - 281
作者:Do, Quang Tho、Elothmani, Driss、Simonet, Jacques、Guillanton, Georges Le