H-Asp-OH

H-Asp-OH
L-Aspartic acid; (2S)-2-aminobutanedioic acid

The free amino acid, with the amine and both carboxyls unprotected. It is the starting material for the aspartic acid building blocks of peptide synthesis — the Nα-Fmoc and Nα-Boc derivatives and the β- and α-esters (tert-butyl, benzyl, allyl, cyclohexyl and others), which differ in which carboxyl is masked and in how that group is removed.

Its second carboxyl makes it one of the most acidic amino acids, and it is only sparingly soluble in water near its isoelectric point; it dissolves more readily in dilute acid or base. In a coupling with aspartic acid as the acyl donor, the amine and one of the two carboxyls have to be masked first; otherwise either carboxyl can react and the residue can end up linked through its side chain.

Applications

• Preparation of Nα-protected and side-chain-esterified aspartic acid derivatives
• Solution-phase and aqueous chemistry on aspartic acid

Storage
Store at room temperature in a tightly closed container, protected from moisture.

For research use only. Not for human or veterinary use.