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Carbon dioxide is an intrinsically stable molecule. Therefore, its activation requires extra energy input in the form of reactive reagents and/or activated catalysts and, often, harsh reaction conditions. We report here a direct carboxylation reaction of aromatic aldehydes with carbon dioxide, to afford α-keto acids as added-value products. In situ generation of a reactive cyanohydrin was key to the successful carboxylation reaction under operationally mild reaction conditions (25-40 oC, 1 atm CO2). The resulting α-keto acids served as a platform for alpha-amino acid synthesis via reductive amination reactions, illustrating the chemical synthesis of essential bioactive molecules from carbon dioxide.
This article was published in the following journal.
Name: Angewandte Chemie (International ed. in English)
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An enzyme with high affinity for carbon dioxide. It catalyzes irreversibly the formation of oxaloacetate from phosphoenolpyruvate and carbon dioxide. This fixation of carbon dioxide in several bacteria and some plants is the first step in the biosynthesis of glucose. EC 18.104.22.168.
A family of zinc-containing enzymes that catalyze the reversible hydration of carbon dioxide. They play an important role in the transport of CARBON DIOXIDE from the tissues to the LUNG. EC 22.214.171.124.
Catalyzes the decarboxylation of an alpha keto acid to an aldehyde and carbon dioxide. Thiamine pyrophosphate is an essential cofactor. In lower organisms, which ferment glucose to ethanol and carbon dioxide, the enzyme irreversibly decarboxylates pyruvate to acetaldehyde. EC 126.96.36.199.
A copper protein that catalyzes the formation of 2 moles of 3-phosphoglycerate from ribulose 1,5-biphosphate in the presence of carbon dioxide. It utilizes oxygen instead of carbon dioxide to form 2-phosphoglycollate and 3-phosphoglycerate. EC 188.8.131.52.
An enzyme of the lyase class that catalyzes the conversion of ATP and oxaloacetate to ADP, phosphoenolpyruvate, and carbon dioxide. The enzyme is found in some bacteria, yeast, and Trypanosoma, and is important for the photosynthetic assimilation of carbon dioxide in some plants. EC 184.108.40.206.