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Phenylglycine is a phenyl derivative of the amino acid glycine, which is known for its role as a non-proteinogenic aromatic amino acid in the construction of certain peptide natural products, including antibiotics and biologically active peptides . It is particularly notable for its presence in the manufacture of indigoid dyes, and its synthetic crystalline acid form is represented by the chemical formula C6H5NHCH2COOH, where a phenyl group is attached to the nitrogen .
The term "phenylglycine" encompasses both 2-phenylglycine and N-phenylglycine, each with distinct properties and applications. 2-Phenylglycine, with the CAS Registry Number 2835-06-5, has a molecular weight of 151.1626 and an IUPAC Standard InChI that describes its specific molecular structure . On the other hand, N-phenylglycine is recognized as an allergen and is classified as both a Bronsted acid and a Bronsted base due to its chemical properties . It also has various synonyms, including Anilinoacetic acid, and is associated with the registry numbers 103-01-5 (CAS), 27527 (Gmelin), and 509838 (Reaxys) .
Furthermore, phenylglycines are significant in the field of medicinal chemistry and have been the subject of extensive research, as highlighted by the review discussing their structural aspects, biosynthesis, and occurrence in peptide natural products . This research is crucial for understanding their biosynthetic origin and incorporation into various compounds, which can have implications for the development of new pharmaceuticals and therapeutic agents.