β-Hydroxynorvaline is a non-proteinogenic, β-hydroxy-substituted amino acid featuring a short aliphatic side chain bearing a hydroxyl group and a primary amino group alongside a carboxyl group. The molecule exists as a zwitterionic species under typical aqueous conditions and the β-hydroxyl functionality provides an additional hydrogen-bonding and polarity handle that can participate in derivatization or side-chain functionalization during peptide assembly. β-Hydroxynorvaline is used as a building block for the synthesis of modified peptides and as a substrate analogue in structure-activity or enzyme-substrate studies where the presence of a β-hydroxy group on a norvaline-like scaffold is used to probe effects of hydroxyl substitution.
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