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Enzymatic Chemoselective Aldehyde–Ketone Cross‐Couplings through the Polarity Reversal of Methylacetoin

Overview of attention for article published in Angewandte Chemie. International Edition, April 2015
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Title
Enzymatic Chemoselective Aldehyde–Ketone Cross‐Couplings through the Polarity Reversal of Methylacetoin
Published in
Angewandte Chemie. International Edition, April 2015
DOI 10.1002/anie.201502102
Pubmed ID
Authors

Giovanni Bernacchia, Olga Bortolini, Morena De Bastiani, Lindomar Alberto Lerin, Sabrina Loschonsky, Alessandro Massi, Michael Müller, Pier Paolo Giovannini

Abstract

The thiamine diphosphate (ThDP) dependent enzyme acetoin:dichlorophenolindophenol oxidoreductase (Ao:DCPIP OR) from Bacillus licheniformis was cloned and overexpressed in Escherichia coli. The recombinant enzyme shared close similarities with the acetylacetoin synthase (AAS) partially purified from Bacillus licheniformis suggesting that they could be the same enzyme. The product scope of the recombinant Ao:DCPIP OR was expanded to chiral tertiary α-hydroxy ketones through the rare aldehyde-ketone cross-carboligation reaction. Unprecedented is the use of methylacetoin as the acetyl anion donor in combination with a range of strongly to weakly activated ketones. In some cases, Ao:DCPIP OR produced the desired tertiary alcohols with stereochemistry opposite to that obtained with other ThDP-dependent enzymes. The combination of methylacetoin as acyl anion synthon and novel ThDP-dependent enzymes considerably expands the available range of CC bond formations in asymmetric synthesis.

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Mendeley readers

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Geographical breakdown

Country Count As %
Unknown 40 100%

Demographic breakdown

Readers by professional status Count As %
Student > Ph. D. Student 9 23%
Researcher 7 18%
Student > Master 5 13%
Professor > Associate Professor 4 10%
Professor 3 8%
Other 2 5%
Unknown 10 25%
Readers by discipline Count As %
Chemistry 17 43%
Biochemistry, Genetics and Molecular Biology 4 10%
Chemical Engineering 3 8%
Agricultural and Biological Sciences 2 5%
Mathematics 1 3%
Other 2 5%
Unknown 11 28%
Attention Score in Context

Attention Score in Context

This research output has an Altmetric Attention Score of 1. This is our high-level measure of the quality and quantity of online attention that it has received. This Attention Score, as well as the ranking and number of research outputs shown below, was calculated when the research output was last mentioned on 27 April 2015.
All research outputs
#22,759,452
of 25,373,627 outputs
Outputs from Angewandte Chemie. International Edition
#45,801
of 49,991 outputs
Outputs of similar age
#240,369
of 279,958 outputs
Outputs of similar age from Angewandte Chemie. International Edition
#589
of 675 outputs
Altmetric has tracked 25,373,627 research outputs across all sources so far. This one is in the 1st percentile – i.e., 1% of other outputs scored the same or lower than it.
So far Altmetric has tracked 49,991 research outputs from this source. They typically receive more attention than average, with a mean Attention Score of 7.8. This one is in the 1st percentile – i.e., 1% of its peers scored the same or lower than it.
Older research outputs will score higher simply because they've had more time to accumulate mentions. To account for age we can compare this Altmetric Attention Score to the 279,958 tracked outputs that were published within six weeks on either side of this one in any source. This one is in the 1st percentile – i.e., 1% of its contemporaries scored the same or lower than it.
We're also able to compare this research output to 675 others from the same source and published within six weeks on either side of this one. This one is in the 1st percentile – i.e., 1% of its contemporaries scored the same or lower than it.