%PDF-1.5
%
1 0 obj
<<
/Metadata 2 0 R
/Names 3 0 R
/OpenAction 4 0 R
/Outlines 5 0 R
/PageMode /UseNone
/Pages 6 0 R
/Type /Catalog
/ViewerPreferences <<
/FitWindow true
>>
>>
endobj
7 0 obj
<<
/Author <4672616E636573636120436F636369612C204C7563696120546F6E756363692C20506965726F2044656C20426F6363696F2C2053746566616E6F204361706F72616C692C204672616E6B20486F6C6C6D616E6E20616E64204E69636F6C61206490416C657373616E64726F>
/CreationDate (D:20181019171725+08'00')
/Creator (LaTeX with hyperref package)
/Keywords (nanoparticles; biocatalysis; palladium; platinum; chemoenzymatic catalysis; alcohol dehydrogenase; tandem reaction; nanocatalysis)
/ModDate (D:20181126114307+01'00')
/PTEX.Fullbanner (This is pdfTeX, Version 3.14159265-2.6-1.40.18 \(TeX Live 2017/W32TeX\) kpathsea version 6.2.3)
/Producer (pdfTeX-1.40.18)
/Subject (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 \(36%\).)
/Title (Stereoselective Double Reduction of 3-Methyl-2-cyclohexenone, by Use of Palladium and Platinum Nanoparticles, in Tandem with Alcohol Dehydrogenase)
/Trapped /False
>>
endobj
2 0 obj
<<
/Length 5396
/Subtype /XML
/Type /Metadata
>>
stream
application/pdf
Francesca Coccia, Lucia Tonucci, Piero Del Boccio, Stefano Caporali, Frank Hollmann and Nicola d’Alessandro
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%).
Stereoselective Double Reduction of 3-Methyl-2-cyclohexenone, by Use of Palladium and Platinum Nanoparticles, in Tandem with Alcohol Dehydrogenase
2018-10-19T17:17:25+08:00
LaTeX with hyperref package
2018-11-26T11:43:07+01:00
2018-11-26T11:43:07+01:00
nanoparticles; biocatalysis; palladium; platinum; chemoenzymatic catalysis; alcohol dehydrogenase; tandem reaction; nanocatalysis
pdfTeX-1.40.18
False
This is pdfTeX, Version 3.14159265-2.6-1.40.18 (TeX Live 2017/W32TeX) kpathsea version 6.2.3
uuid:3c5e55f2-cc78-431c-ae43-0da936106ea0
uuid:1c8deb3f-239c-490d-ab87-aa630b66fe66
endstream
endobj
3 0 obj
<<
/Dests 8 0 R
>>
endobj
4 0 obj
<<
/D [9 0 R /FitH]
/S /GoTo
>>
endobj
5 0 obj
<<
/Count 8
/First 10 0 R
/Last 11 0 R
/Type /Outlines
>>
endobj
6 0 obj
<<
/Count 17
/Kids [12 0 R 13 0 R 14 0 R]
/Type /Pages
>>
endobj
8 0 obj
<<
/Kids [15 0 R 16 0 R 17 0 R]
/Limits [(Doc-Start) (table.caption.2)]
>>
endobj
9 0 obj
<<
/Annots [18 0 R 19 0 R 20 0 R 21 0 R 22 0 R 23 0 R 24 0 R 25 0 R 26 0 R 27 0 R]
/Contents [28 0 R 29 0 R 30 0 R 31 0 R 32 0 R 33 0 R 34 0 R 35 0 R]
/CropBox [0 0 595.276 841.89]
/MediaBox [0 0 595.276 841.89]
/Parent 12 0 R
/Resources 36 0 R
/Rotate 0
/Type /Page
>>
endobj
10 0 obj
<<
/A 37 0 R
/Next 38 0 R
/Parent 5 0 R
/Title
>>
endobj
11 0 obj
<<
/A 39 0 R
/Parent 5 0 R
/Prev 40 0 R
/Title
>>
endobj
12 0 obj
<<
/Count 7
/Kids [41 0 R 9 0 R 42 0 R 43 0 R 44 0 R 45 0 R 46 0 R]
/Parent 6 0 R
/Type /Pages
>>
endobj
13 0 obj
<<
/Count 6
/Kids [47 0 R 48 0 R 49 0 R 50 0 R 51 0 R 52 0 R]
/Parent 6 0 R
/Type /Pages
>>
endobj
14 0 obj
<<
/Count 4
/Kids [53 0 R 54 0 R 55 0 R 56 0 R]
/Parent 6 0 R
/Type /Pages
>>
endobj
15 0 obj
<<
/Kids [57 0 R 58 0 R 59 0 R 60 0 R 61 0 R 62 0 R]
/Limits [(Doc-Start) (cite.B40-nanomaterials-368583)]
>>
endobj
16 0 obj
<<
/Kids [63 0 R 64 0 R 65 0 R 66 0 R 67 0 R 68 0 R]
/Limits [(cite.B41-nanomaterials-368583) (page.16)]
>>
endobj
17 0 obj
<<
/Kids [69 0 R 70 0 R 71 0 R]
/Limits [(page.2) (table.caption.2)]
>>
endobj
18 0 obj
<<
/A <<
/S /URI
/Type /Action
/URI (http://www.mdpi.com/journal/nanomaterials)
>>
/Border [0 0 0]
/C [0 1 1]
/H /I
/Rect [75.539 757.64 212.339 793.648]
/Subtype /Link
/Type /Annot
>>
endobj
19 0 obj
<<
/A <<
/S /URI
/Type /Action
/URI (http://www.mdpi.com)
>>
/Border [0 0 0]
/C [0 1 1]
/H /I
/Rect [474.736 757.64 519.737 793.648]
/Subtype /Link
/Type /Annot
>>
endobj
20 0 obj
<<
/A <<
/S /URI
/Type /Action
/URI (https://orcid.org/0000-0003-1653-2194)
>>
/Border [0 0 0]
/C [0 1 1]
/H /I
/Rect [326.656 620.222 337.719 633.836]
/Subtype /Link
/Type /Annot
>>
endobj
21 0 obj
<<
/A <<
/S /URI
/Type /Action
/URI (https://orcid.org/0000-0002-5673-0462)
>>
/Border [0 0 0]
/C [0 1 1]
/H /I
/Rect [424.135 620.222 435.198 633.836]
/Subtype /Link
/Type /Annot
>>
endobj
22 0 obj
<<
/A <<
/S /URI
/Type /Action
/URI (http://www.mdpi.com/2079-4991/8/10/853?type=check_update&version=1)
>>
/Border [0 0 0]
/C [0 1 1]
/H /I
/Rect [466.564 445.613 518.801 464.613]
/Subtype /Link
/Type /Annot
>>
endobj
23 0 obj
<<
/A <<
/D (cite.B1-nanomaterials-368583)
/S /GoTo
>>
/Border [0 0 0]
/C [0 1 0]
/H /I
/Rect [380.651 111.91 387.625 120.836]
/Subtype /Link
/Type /Annot
>>
endobj
24 0 obj
<<
/A <<
/D (cite.B5-nanomaterials-368583)
/S /GoTo
>>
/Border [0 0 0]
/C [0 1 0]
/H /I
/Rect [390.614 111.725 397.588 120.836]
/Subtype /Link
/Type /Annot
>>
endobj
25 0 obj
<<
/A <<
/D (cite.B6-nanomaterials-368583)
/S /GoTo
>>
/Border [0 0 0]
/C [0 1 0]
/H /I
/Rect [331.845 71.197 338.819 80.308]
/Subtype /Link
/Type /Annot
>>
endobj
26 0 obj
<<
/A <<
/S /URI
/Type /Action
/URI (http://dx.doi.org/10.3390/nano8100853)
>>
/Border [0 0 0]
/C [0 1 1]
/H /I
/Rect [182.274 38.684 260.508 50.141]
/Subtype /Link
/Type /Annot
>>
endobj
27 0 obj
<<
/A <<
/S /URI
/Type /Action
/URI (http://www.mdpi.com/journal/nanomaterials)
>>
/Border [0 0 0]
/C [0 1 1]
/H /I
/Rect [375.63 38.684 519.737 50.141]
/Subtype /Link
/Type /Annot
>>
endobj
28 0 obj
<<
/Length 478
/Filter /FlateDecode
>>
stream
HSMo0+|ܕ4MԪ6)=U=$_CTD
{730="nCƕJ"G?Iň )3$W @fH@PpМ6]t[z@ SJX}o)3$$J}^5Ҡ( R"j}@D$hFUc`\hBFvfmJ9\}3w