17281-92-4Relevant academic research and scientific papers
Identification of the products of reaction between pyridoxal phosphate and amiclenomycin and other related 1-amino-cyclohexa-2,5-dienes
Mann, Stéphane,Lesage, Denis,Tabet, Jean-Claude,Marquet, Andrée
, p. 5209 - 5214 (2003)
Amiclenomycin, a natural product containing the 1-amino cyclohexa-2,5-diene moiety is an inhibitor of 7;8-diaminopelargonic acid aminotransferase, a pyridoxal phosphate (PLP) dependent enzyme involved in biotin biosynthesis. The postulated mechanism implies the aromatisation of the Schiff base formed between PLP and amiclenomycin. Aromatic adducts have been obtained by heating PLP with amiclenomycin and other related 1-amino cyclohexa-2,5-dienes. They were fully characterized by UV-visible and ESI mass spectrometry and provide standards for identification of the enzyme-derived products.
Reactions of Pyridoxal Derivatives with Phenyl Iso(thio)cyanates
Burilov, A. R.,Dobrynin, A. B.,Kibardina, L. K.,Pudovik, M. A.,Trifonov, A. V.
, p. 1431 - 1437 (2021/09/11)
Abstract: The reaction of phenyl isocyanate with pyridoxal is carried out with the participation of hydroxymethyl and phenolic groups with the formation of dicarbamate derivatives. The reactions of pyridoxal azomethines with phenyl isocyanate, depending on the structure and the ratio of the starting reagents, lead to the formation of mono-, di- or tricarbamate derivatives. The product of addition of azomethine pyridoxal to phenyl isocyanate with the participation of a hydroxymethyl group was obtained.
Thermodynamic Equilibrium Constants for Pyridoxal and Pyridoxal 5'-Phosphate in Dioxane-Water Mixtures
Llor, Juan,Sanchez-Ruiz, Jose M.,Cortijo, Manuel
, p. 951 - 956 (2007/10/02)
The electronic absorption spectra of pyridoxal and pyridoxal 5'-phosphate have been obtained in water-dioxane mixtures (0-70percent v/v) at 25 deg C, and resolved using log-normal curves.The thermodynamic values of the hydration, hemiacetal, and tautomeric equilibrium constants together with the microscopic pK values for these compounds in all the mixtures studied could then be obtained.The variation of these pK values according to solvent polarity fits Marshall's model satisfactorily.
On the Chemistry of Binding Sites, VI On the Suitability of Various Aldehydes and Ketones as Binding Sites for Monoalcohols
Wulff, Guenter,Wolf, Gabriele
, p. 1876 - 1889 (2007/10/02)
Suitable binding sites in the chemoselective affinity chromatography should posses a favourable state and a very fast adjustment of the equilibrium with substrates.Aldehydes and ketones of various structure (1-16), from which 3-7 and 10 were prepared for the first time, were investigated for their suitibility to bind monoalcohols via a covalent acetal bond.Especially advantageous were cyclic hemiacetals which showed on acidic catalysis with monoalcohols a fast and reversible formation of acetals.Out of these 1,3-dihydro-1-isobenzofuranol (1a), 1,3-dihydro-7-methoxy-1-isobenzofuranol (5a), and 2H-chromen-2-ol (10) with very fast kinetics seemed to be especially suitable.Acetals of different alcohols were prepared as well and their hydrolytic behaviour was studied.For the preparation of corresponding polymers the polymerizable derivative 20 was synthesized.
Coordination Modes of Histidine. 2. Stereochemistry of the Reaction between Histidine Derivatives and Pyridoxal Analogues. Conformational Properties of Zinc(II) Complexes of Histidine Schiff Bases
Casella, Luigi,Gullotti, Michele
, p. 6338 - 6347 (2007/10/02)
Pyridoxal reacts with L-histidine, L-histidine methyl ester, histamine and Nτ-methylhistamine to form 4,5,6,7-tetrahydropyridoimidazole compounds through the formation of Schiff base intermediates.The 4,6-trans isomers of the products ar
