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Synthesis of 15N-Labelled D-Isovaline and α-Aminoisobutyric Acid (2000)

Ogrel, Andrei ; Shvets, Vitalii I. ; Kaptein, Bernard ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 2000 (2000), S. 857-859

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ISSN: 1434-193X

Keywords: α,α-Dialkylated amino acids ; Isotopic labeling ; Strecker synthesis ; Solvent effects ; Stereoselective hydrolysis ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: ---[15N]-D-isovaline was prepared from DL-[α-15N]-α-aminoisovaleramide by enzymatic resolution with Mycobacterium neoaurum. The 15N-isotope was introduced during the Strecker synthesis of its precursor, e.g. aminoisovaleronitrile. Attempts to prepare the amino nitrile precursor of [15N]-α-aminoisobutyric acid (Aib) led to a poor yield and loss of the label. Significantly, improved results were obtained when a cosolvent is present during formation of aminoisobutyronitrile.

Additional Material: 1 Ill.

Type of Medium: Electronic Resource

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