D-Alanine (CAS 338-69-2) is the D-enantiomer of alanine, a chiral proteinogenic amino acid and stereochemical impurity relevant to enantiomeric purity assessment. With molecular formula C3H7NO2 and molecular weight 89.09 g/mol, it commonly arises from racemization during synthesis, storage, or harsh thermal processing of L-alanine-containing materials. Its presence can affect optical rotation and may indicate configurational instability in amino acid-derived substances. Quantification typically requires chiral LC methods, often coupled to MS detection, and may be supported by capillary electrophoresis or derivatization followed by LC-MS/MS for trace-level resolution.
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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