Nalpha-Carbobenzoxy-D-tryptophan from TCI, catalogue code C2130, is a D-configured derivative of the amino acid tryptophan in which the alpha-amino group has been protected by a carbobenzoxy group, commonly abbreviated as Cbz or Z. This material is a fundamental building block in peptide chemistry, the branch of science concerned with assembling amino acids into peptide chains of a defined sequence. Its principal function is to supply a ready-to-use tryptophan residue whose amino group is masked, so that amide coupling reactions occur only at the intended position and do not produce uncontrolled, random polymerisation.
The characteristics that make this compound a preferred choice are the combination of its D configuration and the Cbz protection strategy. The D configuration gives the assembled peptide improved resistance to natural protease enzymes, which generally recognise only L-configured amino acids, making it especially valuable in the design of therapeutic peptides with longer biological lifetimes. The Cbz group, meanwhile, is stable towards basic conditions as well as mild acid, yet can be removed cleanly by catalytic hydrogenolysis without disturbing other protecting groups such as tert-butyl. This orthogonal behaviour allows chemists to plan multi-step syntheses with confidence, deprotecting one site at a time while the remainder of the molecule stays intact.
In Indonesian laboratories, this reagent is typically found in university research groups, pharmaceutical research and development units, and institutional laboratories working on peptide synthesis and chemical biology. It is used in stepwise solution-phase coupling work, in the preparation of protected intermediates for larger sequences, and in teaching laboratories where protecting-group strategy is demonstrated. Because it is supplied as a defined, purified reagent, it saves research teams the effort of preparing and characterising the protected residue in house.
- Peptide chain assembly: supplies a protected D-tryptophan residue so that coupling proceeds only at the carboxyl terminus, giving controlled sequence construction without random polymerisation.
- Protease-resistant peptide design: the D configuration is not recognised by most natural proteases, so peptides built with this residue survive longer in biological media during evaluation.
- Therapeutic peptide research: researchers incorporate the D-tryptophan unit when designing candidate peptides intended to have an extended biological lifetime compared with their all-L counterparts.
- Orthogonal protecting-group strategy: the Cbz group withstands base and mild acid but is cleaved by catalytic hydrogenolysis, allowing selective deprotection alongside tert-butyl-protected sites in the same molecule.
- Preparation of protected intermediates: the material serves as a defined starting point for building fragments that are later joined into longer peptide sequences in chemical biology projects.
| Brand | TCI, catalogue code C2130 |
|---|---|
| CAS number | 2279-15-4 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Chemical Biology > Peptide Chemistry |
| Pack sizes | available in the standard research pack sizes offered by TCI for this catalogue item; please confirm the size required when ordering |
| Physical form | — |
| Storage | keep in the tightly closed original container, protected from moisture and light |
- Chemical class: Nalpha-carbobenzoxy (Cbz/Z) protected D-tryptophan derivative
Store the container tightly closed in a cool, dry place away from direct sunlight, moisture, and sources of ignition. The original manufacturer container is the most suitable vessel; if the material must be transferred, use a clean, dry, tightly sealing glass or chemically compatible container and label it clearly with the compound name and catalogue code. Handle in a well-ventilated area or fume hood, wearing a laboratory coat, safety glasses, and suitable chemical-resistant gloves. Avoid generating dust, avoid contact with skin and eyes, and wash hands thoroughly after handling. Allow cold containers to warm to room temperature before opening to prevent moisture condensation on the material, and always consult the manufacturer safety data sheet before use.
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