Preparation of unsaturated alcohols by the hydrogenation of?, ?-unsaturated aldehydes in the presence of an iridium catalyst

1970 ◽  
Vol 19 (2) ◽  
pp. 461-461
Author(s):  
M. L. Khidekel ◽  
�. N. Bakhanova ◽  
A. S. Astakhova ◽  
Kh. A. Brikenshtein ◽  
V. I. Savchenko ◽  
...  
Keyword(s):  
Unsaturated Alcohols ◽  
Unsaturated Aldehydes ◽  
Iridium Catalyst

SnO2-isolated Pt3Sn alloy on reduced graphene oxide: an efficient catalyst for selective hydrogenation of CO in unsaturated aldehydes

2015 ◽  
Vol 5 (6) ◽  
pp. 3108-3112 ◽  
Author(s):  
Juanjuan Shi ◽  
Mengyuan Zhang ◽  
Weichen Du ◽  
Wensheng Ning ◽  
Zhaoyin Hou
Keyword(s):  
Graphene Oxide ◽  
Reduced Graphene Oxide ◽  
Selective Hydrogenation ◽  
Efficient Catalyst ◽  
Mild Conditions ◽  
Unsaturated Alcohols ◽  
Unsaturated Aldehydes ◽  
Highly Active ◽  
Reduced Graphene

A pyramid shaped Pt3Sn/SnO2/rGO hybrid is highly active, selective and stable for the hydrogenation of the CO bond in unsaturated aldehydes to unsaturated alcohols under mild conditions.

scholarly journals Efficient whole-cell oxidation of α,β-unsaturated alcohols to α,β-unsaturated aldehydes through the cascade biocatalysis of alcohol dehydrogenase, NADPH oxidase and hemoglobin

2021 ◽  
Author(s):  
Yan Qiao ◽  
Can Wang ◽  
Yin Zeng ◽  
Tairan Wang ◽  
Jingjing Qiao ◽  
...  
Keyword(s):  
Alcohol Dehydrogenase ◽  
Nadph Oxidase ◽  
Selective Oxidation ◽  
Catalytic Performance ◽  
Whole Cell ◽  
E Coli ◽  
Unsaturated Alcohols ◽  
Unsaturated Aldehydes ◽  
Fusion Enzyme ◽  
Cascade Biocatalysis

Abstract Background: α,β-Unsaturated aldehydes are widely used in the organic synthesis of fine chemicals for application in products such as flavoring agents, fragrances and pharmaceuticals. In the selective oxidation of α,β-unsaturated alcohols to the corresponding α,β-unsaturated aldehydes, it remains challenging to overcome poor selectivity, overoxidation and a low atom efficiency in chemical routes. Results: An E. coli strain coexpressing the NADP+-specific alcohol dehydrogenase YsADH and the oxygen-dependent NADPH oxidase TkNOX was constructed; these components enabled the NADP+ regeneration and catalyzed the oxidation of 100 mM 3-methyl-2-buten-1-ol to 3-methyl-2-butenal with a yield of 21.3%. The oxygen supply was strengthened by introducing the hemoglobin protein VsHGB into recombinant E. coli cells and replacing the atmosphere of the reactor with pure oxygen, which increased the yield to 51.3%. To further improve catalytic performance, the E. coli cells expressing the multifunctional fusion enzyme YsADH-(GSG)-TkNOX-(GSG)-VsHGB were generated, which completely converted 250 mM 3-methyl-2-buten-1-ol to 3-methyl-2-butenal after 8 h of whole-cell oxidation. The reaction conditions for the cascade biocatalysis were optimized, in which supplementation with 0.2 mM FAD and 0.4 mM NADP+ was essential for maintaining high catalytic activity. Finally, the established whole-cell system could serve as a platform for the synthesis of valuable α,β-unsaturated aldehydes through the selective oxidation of various α,β-unsaturated alcohols. Conclusions: The construction of a strain expressing the fusion enzyme YsADH-(GSG)-TkNOX-(GSG)-VsHGB achieved efficient NADP+ regeneration and the selective oxidation of various α,β-unsaturated alcohols to the corresponding α,β-unsaturated aldehydes. Among the available redox enzymes, the fusion enzyme YsADH-(GSG)-TkNOX-(GSG)-VsHGB has become the most recent successful example to improve catalytic performance in comparison with its separate components.

Selective hydrogenation of unsaturated aldehydes over Pt nanoparticles promoted by the cooperation of steric and electronic effects

2018 ◽  
Vol 54 (8) ◽  
pp. 908-911 ◽  
Author(s):  
Hangyu Liu ◽  
Qingqing Mei ◽  
Shaopeng Li ◽  
Youdi Yang ◽  
YanYan Wang ◽  
...  
Keyword(s):  
Aspartic Acid ◽  
Selective Hydrogenation ◽  
Room Temperature ◽  
High Selectivity ◽  
Pt Nanoparticles ◽  
Electronic Effects ◽  
Unsaturated Alcohols ◽  
Unsaturated Aldehydes

The selective hydrogenation of α,β-unsaturated aldehydes to unsaturated alcohols can reach high selectivity and activity at room temperature using Pt nanoparticles immobilized on a non-porous Al2O3 support stabilized by aspartic acid.

scholarly journals Efficient whole-cell oxidation of α,β-unsaturated alcohols to α,β-unsaturated aldehydes through cascade biocatalysis of alcohol dehydrogenase, NADPH oxidase and hemoglobin 

2020 ◽  
Author(s):  
Yan Qiao ◽  
Can Wang ◽  
Yin Zeng ◽  
Tairan Wang ◽  
Jingjing Qiao ◽  
...  
Keyword(s):  
Alcohol Dehydrogenase ◽  
Nadph Oxidase ◽  
Selective Oxidation ◽  
Catalytic Performance ◽  
Whole Cell ◽  
E Coli ◽  
Unsaturated Alcohols ◽  
Unsaturated Aldehydes ◽  
Fusion Enzyme ◽  
Cascade Biocatalysis

Abstract Background: α,β-unsaturated aldehydes are widely used in as organic synthesis of fine chemicals such as flavor, fragrances and pharmaceuticals. The selective oxidation of α,β-unsaturated alcohols to the corresponding α,β-unsaturated aldehydes remains challenging to overcome poor selectivity, over-oxidation and low atom efficiency in chemical routes. Results: An E. coli strain co-expressing NADP+-specific alcohol dehydrogenase YsADH and oxygen-dependent NADPH oxidase TkNOX was constructed, which enabled the NADP+ regeneration and catalyzed the oxidation of 100 mM 3-methyl-2-buten-1-ol to 3-methyl-2-butenal with the yield of 21.3%. The oxygen supply was strengthened by introducing the hemoglobin VsHGB into recombinant E. coli cells and replacing the atmosphere of the reactor with pure oxygen, which increased the yield up to 51.3%. To further improve catalytic performance, the E. coli cells expressing the multifunctional fusion enzyme YsADH-(GSG)-TkNOX-(GSG)-VsHGB were achieved, which totally converted 250 mM 3-methyl-2-buten-1-ol to 3-methyl-2-butenal after 8 h of whole-cell oxidation. The reaction conditions of the cascade biocatalysis were optimized, in which the supplement of 0.2 mM FAD and 0.4 mM NADP+ was essential for maintaining high catalytic activity. Finally, the established whole-cell system could serve as a platform for the synthesis of valuable α,β-unsaturated aldehydes from selective oxidation of various α,β-unsaturated aldehydes. Conclusions: The construction of the strain expressing the fusion enzyme YsADH-(GSG)-TkNOX-(GSG)-VsHGB fulfilled efficient NADP+ regeneration and selective oxidation of various α,β-unsaturated alcohols to the corresponding α,β-unsaturated aldehydes. With the scope of redox enzymes, the fusion enzyme YsADH-(GSG)-TkNOX-(GSG)-VsHGB has become the latest successful example to improve catalytic performance in comparison with separated counterparts.

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