199170-91-7Relevant articles and documents
Direct monitoring of biocatalytic deacetylation of amino acid substrates by1H NMR reveals fine details of substrate specificity
De Cesare, Silvia,McKenna, Catherine A.,Mulholland, Nicholas,Murray, Lorna,Bella, Juraj,Campopiano, Dominic J.
supporting information, p. 4904 - 4909 (2021/06/16)
Amino acids are key synthetic building blocks that can be prepared in an enantiopure form by biocatalytic methods. We show that thel-selective ornithine deacetylase ArgE catalyses hydrolysis of a wide-range ofN-acyl-amino acid substrates. This activity was revealed by1H NMR spectroscopy that monitored the appearance of the well resolved signal of the acetate product. Furthermore, the assay was used to probe the subtle structural selectivity of the biocatalyst using a substrate that could adopt different rotameric conformations.
DL-neopentyl glycine intermediate and preparation method thereof and preparation method of derivative based on intermediate
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Paragraph 0033; 0041; 0046; 0054; 0059; 0067, (2020/05/08)
The invention relates to the field of amino acid preparation, in particular to a DL-neopentyl glycine intermediate and a preparation method thereof and a preparation method of a derivative based on the intermediate. The preparation method of the DL-neopentyl glycine intermediate comprises an acetylation reaction, a condensation reaction, a hydrolysis reaction, an oximation reaction and a reductionreaction, and then a corresponding derivative is obtained through the acetylation reaction and resolution. According to the preparation method, the reaction time is shortened, the reaction is more thorough and the DL-neopentyl glycine can be obtained; two methods for preparing the derivative D-neopentyl glycine and the derivative L-neopentyl glycine are obtained at the same time, the prepared product is high in purity, secondary refining is not needed, the production cost is reduced, and industrial large-scale production is facilitated.
Method for synthesizing chiral N-substituted-alpha-amino acid compound through chemical resolution
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Paragraph 0056-0057; 0059, (2020/03/11)
The invention belongs to the technical field of preparation of N-substituted-alpha-amino acid compounds, and particularly relates to a method for synthesizing a chiral N-substituted-alpha-amino acid compound through chemical resolution. The method comprises the following steps: mixing a racemate N-substituted-alpha-amino acid compound with phenylglycinol to form a salt, and adding an acid for neutralization to obtain a single-configuration chiral target product, wherein the N-substituted-alpha-amino acid compound is N-substituted-2-amino-4,4-dimethyl valeric acid, and an N-substituted amino protecting group is an alkoxycarbonyl group, an enoxycarbonyl group, an aryloxycarbonyl group or an alkylacyl group. According to the method, chiral phenylglycinol which is low in cost and stable in property is used as a resolution reagent, and N-substituted alpha-amyl amino acid can be well resolved; and R-configuration or S-configuration enantiomers are respectively obtained. The method is high inyield, good in purity, low in cost and suitable for industrial production.
Solid-phase synthesis of α-amino acids by radical addition to a dehydroalanine derivative
Yim, Anne-Marie,Vidal, Yves,Viallefont, Philippe,Martinez, Jean
, p. 4535 - 4538 (2007/10/03)
The first synthesis of N-acetyl-a-amino acids by radical addition on solid support to commercially available 2-acetamidoacrylic acid using the mercury method is described. The reaction proceeds in acceptable chemical efficiency (49-60%) depending on the nature of the mercury halide agent. Cleavage by mild acid treatment released the product from the solid support in excellent purity.
PEPTIDES CONTAINING A NEOPENTYLGLYCINE RESIDUE
Pospisek, Jan,Blaha, Karel
, p. 514 - 521 (2007/10/02)
Neopentylglycine (III, 2-amino-4,4-dimethylpentanoic acid) was synthesized in both enantiomeric forms.Using the conventional methods of peptide synthesis, L-prolyl-L-neopentylglycylglycine amide (VII), the diastereomeric cyclodipeptides cyclo(L-neopentylglycyl-L-prolyl) (IXa) and cyclo(D-neopentylglycyl-L-prolyl) (IXb) and also N-acetyl-L-neopentylglycine methylamide (X) were prepared as models for further studies on physical properties and conformation of peptides.