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Phenylglycine is the organic compound with the formula C 6 H 5 CH(NH 2) ... It can also be prepared from glyoxal [3] and by reductive amination of phenylglyoxylic acid.
Glyoxal was first prepared and named by the German-British chemist Heinrich Debus (1824–1915) by reacting ethanol with nitric acid. [4] [5]Commercial glyoxal is prepared either by the gas-phase oxidation of ethylene glycol in the presence of a silver or copper catalyst (the Laporte process) or by the liquid-phase oxidation of acetaldehyde with nitric acid.
Phenylglyoxal was first prepared by thermal decomposition of the sulfite derivative of the oxime: [5]. C 6 H 5 C(O)CH(NOSO 2 H) + 2 H 2 O → C 6 H 5 C(O)CHO + NH 4 HSO 4. More conveniently, it can be prepared from methyl benzoate by reaction with KCH 2 S(O)CH 3 to give PhC(O)CH(SCH 3)(OH), which is oxidized with copper(II) acetate. [6]
N-Phenylglycine is an organic compound with the formula C 6 H 5 NHCH 2 CO 2 H. This white solid achieved fame as the industrial precursor to indigo dye . [ 1 ] It is a non-proteinogenic alpha amino acid related to sarcosine , but with an N - phenyl group in place of N - methyl .
Hot nitric acid can oxidize glyoxal to glyoxylic acid, however this reaction is highly exothermic and prone to thermal runaway. In addition, oxalic acid is the main side product. In addition, oxalic acid is the main side product.
Sample of alpha-diimine derived from 2,6-diisopropylaniline and glyoxal. A substituted 1,2-diimine ligand and an idealized metal complex. The 1,2-diimines are also called α-diimines and 1,4-diazabutadienes. An example is glyoxal-bis(mesitylimine), a yellow solid that is synthesized by condensation of 2,4,6-trimethylaniline and glyoxal.
3-Deoxyglucosone, a common RCS, rapidly reacts with protein amino groups to form AGEs. Reactive carbonyl species (RCS) are molecules with highly reactive carbonyl groups, and often known for their damaging effects on proteins, nucleic acids, and lipids.
Phenylglyoxylic acid is the organic compound with the formula C 6 H 5 C(O)CO 2 H. The conjugate base, known as benzoylformate is the substrate of benzoylformate decarboxylase, a thiamine diphosphate-dependent enzyme: