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Description
TCI D3585 N,N-Dimethylglycine is a derivative of the amino acid glycine in which the nitrogen atom carries two methyl groups, forming a simple yet highly useful tertiary amino acid structure. The compound is a natural metabolite of the pathway in which betaine is oxidised to glycine, and for that reason it frequently appears as an analyte in one-carbon metabolomic studies. In the laboratory its role branches into several fields at once: as an analytical standard in metabolite analysis, as a starting material in peptide chemistry and organic synthesis, and as an effective supporting ligand in copper-catalysed coupling reactions.
The properties that make this material a preferred choice are its zwitterionic character, which gives good solubility in water, its high stability in the solid state, and its coordinating ability through the nitrogen lone pair together with the carboxylate oxygen. The combination of a tertiary amino group and a carboxylate group allows the compound to act as a bidentate ligand that helps stabilise metal centres in catalysis, while at the same time increasing the rate of copper-catalysed amidation and etherification reactions. Compared with phosphine ligands, which are sensitive to air, N,N-dimethylglycine is far easier to handle.
In Indonesian laboratories, a reagent of this kind is typically used in academic and institutional research settings where peptide chemistry, organic synthesis, and metabolite analysis are carried out side by side. Its ease of handling relative to air-sensitive ligands makes it well suited to workspaces that do not routinely operate under fully inert conditions, while its solid-state stability supports storage and repeated weighing over the course of longer research programmes and teaching activities.
Laboratory Applications
- Analytical standard for metabolite analysis: as a natural metabolite of the betaine-to-glycine oxidation pathway, it serves as a reference analyte in one-carbon metabolomic work.
- Starting material in peptide chemistry: the tertiary amino group and free carboxylate provide a simple, stable building block for constructing peptide-related structures in the laboratory.
- Supporting ligand in copper-catalysed coupling: it coordinates through nitrogen and carboxylate oxygen as a bidentate ligand, helping to stabilise the copper centre during catalysis.
- Copper-catalysed amidation reactions: the ligand increases reaction rates in amidation chemistry while remaining much easier to handle than air-sensitive phosphine alternatives.
- Copper-catalysed etherification reactions: the same bidentate coordination accelerates etherification, giving synthesis laboratories a practical ligand option for routine bench-scale work.
Specifications
- Brand: TCI
- Product code: D3585
- CAS number: 1118-68-9
- Chemical name: N,N-Dimethylglycine
- Category: Chemistry > Chemical Biology > Peptide Chemistry
- Storage note: stable in the solid state; store in a closed container under the conditions stated on the manufacturer's label
Handling and Storage
Store the material in its original tightly closed container in a cool, dry, well-ventilated place away from moisture, following the storage conditions given on the manufacturer's label. Glass or chemically compatible plastic containers with secure closures are suitable, and containers should be resealed promptly after each use to limit moisture uptake. Handle the solid with standard laboratory precautions: wear a lab coat, safety glasses, and gloves, weigh the compound in a well-ventilated area or fume hood to avoid dust inhalation, and use clean, dry spatulas to prevent cross-contamination. Keep the container clearly labelled, consult the manufacturer's safety data sheet before use, and dispose of residues in accordance with local laboratory waste procedures.
