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proline; d-proline


Name(s) proline; d-proline
Scientific name(s) (2r)-pyrrolidine-2-carboxylic acid; (r)-pyrrolidine-2-carboxylic acid; h-d-pro-oh; d-(+)-proline; d-prolin; r-proline
Formula C5H9NO2
Molecular mass 115.1305
IUPAC name (2r)-pyrrolidine-2-carboxylic acid; pyrrolidine-2-carboxylic acid
INCHI InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)
SMILE OC(=O)C1CCCN1
CAS ID 147-85-3; l-147-85-3,; 344-25-2; l-147-85-3; 609-36-9
PubChem ID 8988
DrugBank ID Not available
CHEBI ID Not available
Description Proline, also known as dl-proline or hpro, belongs to proline and derivatives class of compounds. Those are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Proline is soluble (in water) and a moderately acidic compound (based on its pKa). Proline can be found in a number of food items such as yellow zucchini, swiss chard, spinach, and cucumber, which makes proline a potential biomarker for the consumption of these food products. Proline (abbreviated as Pro or P; encoded by the codons CCU, CCC, CCA, and CCG) is an amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated NH2+ form under biological conditions), an α-carboxylic acid group (which is in the deprotonated −COO− form under biological conditions), and a side chain pyrrolidine, classifying it as a nonpolar (at physiological pH), aliphatic amino acid. It is non-essential in humans, meaning the body can synthesize it from the non-essential amino acid L-glutamate .