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Description
TCI C2137 N-Benzyloxycarbonyl-D-serine is a serine amino acid derivative in the D configuration whose amino group has been protected by a benzyloxycarbonyl group, widely known as the Cbz or Z group. This reagent is used in peptide chemistry to introduce a serine residue in a controlled manner into a peptide chain under construction. Serine carries a hydroxyl side chain that is polar and reactive, so the presence of a protecting group on the alpha amino function is essential to ensure that coupling reactions proceed at the intended position without generating side products that complicate purification.
The main properties that lead researchers to select this reagent are the stability of the Z group across a broad range of reaction conditions together with the ease with which it can be removed by hydrogenolysis, making it well suited to combination with other protecting groups in orthogonal strategies. The hydroxyl side chain of serine opens the way to further modification such as etherification, esterification, or phosphorylation, which is highly valuable in research on modified peptides. The D configuration gives researchers stereochemical control for designing non-natural peptide analogues.
Serine is also a key residue at the active site of many enzymes, so derivatives of this kind support work relevant to enzyme function. In Indonesian laboratories, this material is typically used in university and institutional research groups working on peptide synthesis, medicinal chemistry, and chemical biology, where a reliably protected building block is needed for stepwise chain assembly. It suits both teaching-linked research work and dedicated synthesis programmes that require defined stereochemistry.
Laboratory Applications
Stepwise peptide synthesis: the Z-protected alpha amino group allows serine to be coupled selectively into a growing chain without competing reactions at the amine, keeping the sequence defined.
Orthogonal protecting group strategies: the Z group is stable under many conditions yet cleanly removed by hydrogenolysis, so it can be paired with other protecting groups removed by different chemistry.
Synthesis of non-natural peptide analogues: the D configuration lets researchers build sequences with deliberately altered stereochemistry, supporting structure activity studies on peptides not found in nature.
Preparation of modified peptides: the free hydroxyl side chain provides a handle for etherification, esterification, or phosphorylation, enabling controlled introduction of side chain modifications during research.
Enzyme-related chemical biology studies: because serine is a key residue at many enzyme active sites, this protected derivative supports the preparation of peptides used to probe enzyme function.
Specifications
Brand: TCI
CAS number: 6081-61-4
Category: Chemistry > Chemical Biology > Peptide Chemistry
Chemical name: N-Benzyloxycarbonyl-D-serine (Z-D-serine, Cbz-D-serine)
Pack sizes: available in the standard research pack sizes offered for this catalogue item; please confirm the required size when ordering
Storage: store according to the conditions stated on the manufacturer label and product documentation
Handling and Storage
Store the container tightly closed in a cool, dry place away from direct sunlight, heat sources, and moisture, following the storage conditions stated on the manufacturer label. Keep the material in its original supplier container, or in a clean, well-sealed glass or chemically compatible container that is clearly labelled with the product name and CAS number. Handle in a well-ventilated area or fume hood, wearing a laboratory coat, safety glasses, and suitable gloves, and avoid generating dust or allowing contact with skin and eyes. Use clean, dry spatulas to prevent contamination of the stock, close the container promptly after weighing, and consult the safety data sheet before use and for waste disposal in line with institutional procedures.
