PMID- 30347698 OWN - NLM STAT- PubMed-not-MEDLINE LR - 20231004 IS - 2079-4991 (Print) IS - 2079-4991 (Electronic) IS - 2079-4991 (Linking) VI - 8 IP - 10 DP - 2018 Oct 19 TI - Stereoselective Double Reduction of 3-Methyl-2-cyclohexenone, by Use of Palladium and Platinum Nanoparticles, in Tandem with Alcohol Dehydrogenase. LID - 10.3390/nano8100853 [doi] LID - 853 AB - The combination of metal nanoparticles (Pd or Pt NPs) with NAD-dependent thermostable alcohol dehydrogenase (TADH) resulted in the one-flask catalytic double reduction of 3-methyl-2-cyclohexenone to 3-(1S,3S)-methylcyclohexanol. In this article, some assumptions about the interactions between a chemocatalyst and a biocatalyst have been proposed. It was demonstrated that the size of the NPs was the critical parameter for the mutual inhibition: the bigger the NPs, the more harmful for the enzyme they were, even if the NPs themselves were only moderately inactivated. Conversely, the smaller the NPs, the more minimal the TADH denaturation, although they were dramatically inhibited. Resuming, the chemocatalysts were very sensitive to deactivation, which was not related to the amount of enzyme used, while the inhibition of the biocatalyst can be strongly reduced by minimizing the NPs/TADH ratio used to catalyze the reaction. Among some methods to avoid direct binding of NPs with TADH, we found that using large Pd NPs and protecting their surfaces with a silica shell, the overall yield of 3-(1S,3S)-methylcyclohexanol was maximized (36%). FAU - Coccia, Francesca AU - Coccia F AD - Department of Engineering and Geology (INGEO), G. d'Annunzio University of Chieti-Pescara, Viale Pindaro 42, I-66100 Chieti Scalo, Italy. frasmile.f@libero.it. AD - Department of Biotechnology, Delft University of Technology, van der Maasweg 9, 2629HZ Delft, The Netherlands. frasmile.f@libero.it. FAU - Tonucci, Lucia AU - Tonucci L AD - Department of Philosophical, Educational and Economic Sciences, G. d'Annunzio University of Chieti-Pescara, Via dei Vestini 31, I-66100 Chieti Scalo, Italy. lucia.tonucci@unich.it. FAU - Del Boccio, Piero AU - Del Boccio P AUID- ORCID: 0000-0003-1653-2194 AD - Department of Pharmacy, G. d'Annunzio University of Chieti-Pescara, Via dei Vestini 31, I-66100 Chieti Scalo, Italy. piero.delboccio@unich.it. FAU - Caporali, Stefano AU - Caporali S AUID- ORCID: 0000-0002-5673-0462 AD - Department of Chemistry, University of Firenze, Via della Lastruccia 3-13, I-50019 Sesto Fiorentino, Italy. stefano.caporali@unifi.it. FAU - Hollmann, Frank AU - Hollmann F AD - Department of Biotechnology, Delft University of Technology, van der Maasweg 9, 2629HZ Delft, The Netherlands. f.hollmann@tudelft.nl. FAU - d'Alessandro, Nicola AU - d'Alessandro N AD - Department of Engineering and Geology (INGEO), G. d'Annunzio University of Chieti-Pescara, Viale Pindaro 42, I-66100 Chieti Scalo, Italy. nicola.dalessandro@unich.it. LA - eng PT - Journal Article DEP - 20181019 PL - Switzerland TA - Nanomaterials (Basel) JT - Nanomaterials (Basel, Switzerland) JID - 101610216 PMC - PMC6215098 OTO - NOTNLM OT - alcohol dehydrogenase OT - biocatalysis OT - chemoenzymatic catalysis OT - nanocatalysis OT - nanoparticles OT - palladium OT - platinum OT - tandem reaction COIS- The authors declare no conflict of interest. EDAT- 2018/10/24 06:00 MHDA- 2018/10/24 06:01 PMCR- 2018/10/19 CRDT- 2018/10/24 06:00 PHST- 2018/09/21 00:00 [received] PHST- 2018/10/12 00:00 [revised] PHST- 2018/10/17 00:00 [accepted] PHST- 2018/10/24 06:00 [entrez] PHST- 2018/10/24 06:00 [pubmed] PHST- 2018/10/24 06:01 [medline] PHST- 2018/10/19 00:00 [pmc-release] AID - nano8100853 [pii] AID - nanomaterials-08-00853 [pii] AID - 10.3390/nano8100853 [doi] PST - epublish SO - Nanomaterials (Basel). 2018 Oct 19;8(10):853. doi: 10.3390/nano8100853.