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Description
TCI D2224 N,N-Dipropyl-L-alanine is a derivative of the amino acid L-alanine in which the amino group has been doubly alkylated with two propyl chains, producing an amino acid that carries a tertiary nitrogen. The product is classified under peptide chemistry because the amino acid framework remains intact: a free carboxylic acid group is still present, and the original chiral centre retains its L configuration. Materials of this type are used in the laboratory to insert modified amino acid units into peptide chains, to construct chiral ligands, and to prepare intermediates that require the combined behaviour of a tertiary amine and a carboxylic acid within a single molecule.
The main properties that lead researchers to select this compound are its chiral purity and its tertiary nitrogen, which no longer carries any amine hydrogen. Because the nitrogen can act neither as a hydrogen bond donor nor as a site for acylation, the compound is valuable when researchers wish to interrupt the hydrogen bonding pattern of a peptide chain or to generate structures that are more rigid and more resistant to protease enzymes. The two propyl chains add lipophilic character that assists membrane penetration and alters solubility behaviour, while the combination of a basic amine and a carboxylic acid makes the molecule a candidate chelating ligand as well as a catalyst precursor.
In Indonesian laboratories, a specialised building block such as this is normally handled in university research groups, peptide and medicinal chemistry laboratories, and institutional research centres working on modified peptide sequences or chiral synthesis. It is typically ordered in small research quantities for specific synthetic routes rather than for routine or bulk work, and it is stored alongside other sensitive fine chemicals under controlled conditions so that both its chemical integrity and its stereochemical configuration are preserved between experiments.
Laboratory Applications
Modified peptide synthesis — the intact carboxylic acid allows the residue to be coupled into a growing peptide chain while the tertiary nitrogen removes one hydrogen bond donor from the backbone.
Protease-resistant peptide design — because the dialkylated nitrogen cannot be acylated and disrupts normal backbone hydrogen bonding, sequences built with it tend to adopt more rigid, enzymatically stable conformations.
Chiral ligand construction — the preserved L configuration together with the amine and carboxylate donor sites makes the molecule a useful starting point for building enantioselective ligand frameworks.
Metal chelation studies — the basic tertiary amine and the free carboxylic acid can act together as coordinating groups, allowing the compound to be evaluated as a chelating agent for metal centres.
Lipophilicity and membrane permeability research — the two propyl chains raise lipophilic character and change solubility, letting researchers study how such modifications influence penetration of biological membranes.
Specifications
Brand: TCI
CAS Number: 81854-56-0
Chemical name: N,N-Dipropyl-L-alanine
Category: Chemistry > Chemical Biology > Peptide Chemistry
Pack sizes: available in research-scale packaging; please refer to the current catalogue listing for available sizes
Storage: store under the conditions stated on the manufacturer's label and safety data sheet
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, moisture, and incompatible chemicals, following the storage conditions indicated on the manufacturer's label and safety data sheet. Keep the material in its original supplier container, or in a clean, chemically compatible and clearly labelled vessel if transfer is required, and close it promptly after use to limit moisture uptake. Handle the compound in a fume hood using a laboratory coat, safety glasses, and suitable chemical-resistant gloves. Weighing and transfer should be carried out by trained personnel, and the safety data sheet should be reviewed before first use and before disposal of any residues.
