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Description
TCI D3560 Dimethyl D-Glutamate Hydrochloride is a diester derivative of D-glutamic acid supplied as the hydrochloride salt. Its role in the laboratory is to provide a D-configured amino acid building block in which both carboxyl groups have already been protected as methyl esters. Because of this, the free amine group can be used directly in acylation reactions, peptide coupling, or Schiff base formation without interference from carboxylic acidity. The material is important for research on non-natural peptides, peptidomimetics, and chiral compounds that require the stereochemistry opposite to that of the natural amino acids.
The characteristics that make it a widely preferred choice are the stability and the ease of handling of its salt form. As a hydrochloride, the compound is a solid that is far easier to weigh out, store, and keep pure than the free base, which tends to lactamise into pyroglutamate derivatives. The free amine can be liberated by adding a mild base immediately before the reaction. The D configuration gives the material a distinctive value, because peptides containing D residues are generally more resistant to proteolytic attack — a property that is highly sought after in peptide design work.
In Indonesian laboratories, this building block is typically used in peptide chemistry and chemical biology work where a protected, D-configured glutamate unit is needed as a starting point. Its solid salt form suits routine bench practice, allowing accurate weighing and straightforward storage between experiments. Research groups working on non-natural peptide sequences, peptidomimetic scaffolds, and chiral synthesis draw on it when the opposite stereochemistry to the natural amino acids is required in a target structure.
Laboratory Applications
Peptide coupling reactions: the two carboxyl groups are already masked as methyl esters, so the free amine reacts cleanly without competing carboxylic acidity disturbing the coupling step.
Non-natural peptide research: the D configuration introduces residues that generally resist proteolytic attack, making the material valuable when designing sequences with improved stability.
Peptidomimetic synthesis: it delivers a ready-protected, stereochemically defined glutamate unit that can be built into scaffolds mimicking natural peptides without extra protection chemistry.
Acylation of the free amine: the amine can be liberated with a mild base immediately before reaction, giving a controlled and convenient point of attachment for acyl groups.
Schiff base formation: the unhindered free amine condenses readily with carbonyl partners, while the ester-protected side chain and backbone stay untouched during the transformation.
Specifications
Brand: TCI
CAS number: 27025-25-8
Category: Chemistry > Chemical Biology > Peptide Chemistry
Product code: D3560
Available pack sizes: 25 g (as listed for this item)
Physical form: solid hydrochloride salt
Handling and Storage
Store the material in a cool, dry place in its original tightly closed container, protected from moisture, since the hydrochloride salt is a solid that should be kept free of water uptake to preserve its purity. Use clean, dry glass or compatible plastic containers when transferring portions, and reseal promptly after weighing. Handle in a well-ventilated area or fume hood with laboratory gloves, safety glasses, and a lab coat, and avoid generating dust. Prepare the free base only immediately before use, as the free amine tends to lactamise on standing. Follow the manufacturer's safety data sheet and local laboratory waste procedures.
