4746-62-7Relevant articles and documents
Component-selective and stereocontrolled one-step three-component reaction among aldehydes, amines, and allenyl boronic acids or allenyl pinacolboronates
Liepouri, Fotini,Bernasconi, Giovanni,Petasis, Nicos A.
, p. 1628 - 1631 (2015)
A one-step, three-component condensation of allenyl boronic acids or allenyl pinacolboronates with amines and aldehydes affords α-allenyl or α-propargyl α-amino acids and anti-β-amino alcohols. This process gives the allenyl or propargyl product depending on the amine and boron components. Secondary amines generate exclusively α-allenyl α-amino acids, while primary aliphatic amines lead to α-propargyl α-amino acids. Secondary aliphatic amines react with chiral α-hydroxy aldehydes and allenyl boron derivatives to form stereoselectively allenyl anti-β-amino alcohol products.
Nitrosation and analysis of amino acid derivatives by isocratic HPLC
Ulusoy, Songül,Ulusoy, Halil Ibrahim,Pleissner, Daniel,Eriksen, Niels Thomas
, p. 13120 - 13128 (2016/02/12)
The objective of this study was to characterize the nitrosation of the classical amino acids by N2O3. Nitrosation of amino acids results in the formation of mainly α-hydroxy-acids that are suitable for isocratic HPLC analysis and subsequent quantification of amino acids in biological samples. The method is particularly suitable for detection of amino acids in e.g. fermentation media as the α-hydroxy-acids can be quantified in parallel to a variety of other organic substrates and products. The amino acids were transformed into their corresponding α-hydroxy-acids in acidic KNO2 solutions. The reactions were terminated by NaOH addition and the α-hydroxy-acids separated by isocratic HPLC and quantified by refractive index or UV absorption detection. Nitrosation of 18 of the classical amino acids; glycine, l-alanine, l-valine, l-leucine, l-isoleucine, l-methionine, l-serine, l-threonine, l-asparagine, l-glutamine, l-aspartic acid, l-glutamic acid, l-proline, l-cysteine, l-phenylalanine, l-lysine, l-tyrosine, and l-tryptophane formed detectable nitrosation products. l-Lysine, however, needed incubation in 96 mM formic acid to produce a detectable product, while l-phenylalanine had to be incubated in 120 mM HNO3 and 100 mM HCl. Optimal reaction conditions for most amino acids included 40 min of incubation of up to 5 g L-1 amino acid in 160 mM KNO2 in 100 mM HCl at 45 °C to maximize product yields.
Chelate derivatives as protectors against tissue injury
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, (2008/06/13)
Derivatives useful in the protection of living organisms against damage due to free radical reactions derived from methoxypolyethylene glycols (MPEG), which are modified by chemically attaching chelating groups in an amide or amine linkage to the nonmethyl end of the polymer. Such chelating groups include ethylene-diamine tetraacetic acid (EDTA), diethylene triamine pentaacetic acid (DTPA), and ethylene glycol aminoethyl ether tetraacetic acid (EGTA), and pharmacologically acceptable salts or esters thereof.
