D-Alanin (CAS 338-69-2) ist das D-Enantiomer von Alanin, eine chirale proteinogene Aminosäure und eine stereochemische Verunreinigung, die für die Beurteilung der Enantiomerenreinheit relevant ist. Mit der Summenformel C3H7NO2 und einer Molmasse von 89,09 g/mol entsteht es häufig durch Racemisierung während der Synthese, Lagerung oder unter starker thermischer Belastung von Materialien auf Basis von L-Alanin. Sein Auftreten beeinflusst die optische Drehung und kann auf konfigurationsielle Instabilität in aminosäurebasierten Substanzen hinweisen. Die Bestimmung erfordert typischerweise chirale LC-Methoden, häufig gekoppelt mit MS, ergänzt durch Kapillarelektrophorese oder Derivatisierung mit anschließender LC-MS/MS zur Spurenanalytik.
References
Fisher, George H., et al. “Free D-Aspartate and D-Alanine in Normal and Alzheimer Brain.” Brain Research Bulletin, vol. 26, no. 6, June 1991, pp. 983–85, https://doi.org/10.1016/0361-9230(91)90266-m.
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