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Indane-1,2,3-trione, which reacts readily with nucleophiles (including water). Whereas for most carbonyl compounds, a carbonyl form is more stable than a product of water addition (hydrate), ninhydrin forms a stable hydrate of the central carbon because of the destabilizing effect of the adjacent carbonyl groups.
After subsequent proton exchange, water is cleaved to form the iminium ion intermediate. A cyanide ion then attacks the iminium carbon yielding an aminonitrile. Mechanism of the Strecker-Synthesis, part 1. In the second part of the reaction process, the nitrile is hydrolzed. First, the nitrile nitrogen of the aminonitrile is protonated, and the ...
Proline and its derivatives are often used as asymmetric catalysts in proline organocatalysis reactions. The CBS reduction and proline catalysed aldol condensation are prominent examples. In brewing, proteins rich in proline combine with polyphenols to produce haze (turbidity). [25] L-Proline is an osmoprotectant and therefore is used in many ...
Ninhydrin is most commonly used to detect fingerprints in forensic cases, as the terminal amines of lysine residues in peptides and proteins sloughed off in fingerprints react with ninhydrin. [2] [3] Ninhydrin is a white solid that is soluble in ethanol and acetone. [1] Ninhydrin can be considered as the hydrate of indane-1,2,3-trione.
The α-ketoglutarate family of amino acid synthesis (synthesis of glutamate, glutamine, proline and arginine) begins with α-ketoglutarate, an intermediate in the Citric Acid Cycle. The concentration of α-ketoglutarate is dependent on the activity and metabolism within the cell along with the regulation of enzymatic activity.
Stereoselective proline-catalyzed aldol reaction. In this reaction proline catalyzes the reaction through creation of an enamine intermediate that is highly nucleophilic. The acid group on the catalyst helps facilitate the carbon-carbon bond formation by coordinating with the aldehyde oxygen. This greatly improves stereoselectivity and yield ...
The general mechanism is further supported by List by the finding that in a reaction carried out in labeled water (H 2 18 O), the oxygen isotope finds its way into the reaction product. [25] The Hajos and Parrish experiment with a stoechiometric amount of labeled water (H 2 18 O) supported the carbinolamine mechanism.
Procollagen-proline dioxygenase, commonly known as prolyl hydroxylase, is a member of the class of enzymes known as alpha-ketoglutarate-dependent hydroxylases. These enzymes catalyze the incorporation of oxygen into organic substrates through a mechanism that requires alpha-Ketoglutaric acid , Fe 2+ , and ascorbate .