Summary
Derivatives of 18 amino acids with 2-nitroindandion-1,3 have been prepared and analyzed. The optical crystallographic data have been determined for 15 of these new compounds. Photo-micrographs of these nitroindandionates have been made. Several of the compounds prepared did not form crystals of sufficient size to accurately determine all of the optical properties. This condition was especially true with the compounds obtained from arginine, phenylalanine, methionine, and tryptophane.
A method of identification of various amino acids based on the optical-crystallographic properties has been proposed. This identification can be carried out on a microscope slide with very small amounts of material.
The derivatives of nitroindandion are not entirely satisfactory for identification in several instances because of the high values of the indices and because of the solubility of several of the derivatives.
Zusammenfassung
Die Verbindungen von 18 Aminosäuren mit 2-Nitroindandion-1,3 (2-Nitro-1,3-diketohydrinden) wurden hergestellt und analysiert. An 15 dieser Verbindungen wurden auch kristalloptische Daten ermittelt. Mikrophotographien der Kristalle aller dieser Verbindungen und des Reagens selbst sind angeschlossen.
Zur Identifizierung der Aminosäuren mit Hilfe der kristalloptischen Konstanten der Verbindungen mit dem Reagens wird eine kleine Menge der Aminosäure mit einer gesättigten Lösung des Nitroindandions behandelt. Die Mischung wird auf dem Objektträger erwärmt und die sich bildenden Kristalle werden trocken gesaugt und schließlich über einer Mikroflamme sorgfältig getrocknet. Die Brechungsindizes werden dann unter dem Polarisationsmikroskop bestimmt.
Die folgenden Aminosäuren erlauben eine eindeutige Bestimmung der optischen Eigenschaften und können mit Sicherheit erkannt werden:d-l-Alanin,l-Asparaginsäure,l-Cystein,d-Glutaminsäure, Glycin,l-Histidine,l-Oxyprolin, 3,5-Dijod-l-tyrosin,d-Isoleucin,d-Lysin,l-Prolin,d-l-Serin undd-l-Valin.
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Larsen, J., Witt, N.F. & Poe, C.F. Optical crystallographic identification of some amino acids with 2-nitroindandion-1,3. Mikrochemie 34, 1–14 (1948). https://doi.org/10.1007/BF01788614
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DOI: https://doi.org/10.1007/BF01788614