• N-Carbobenzoxy-D-threonine (CAS 80384-27-6) - TCI C2138 - AMI Scientific
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TCI

CAS 80384-27-6

N-Carbobenzoxy-D-threonine TCI C2138

N-Carbobenzoxy-D-threonine TCI C2138
Rp 768.600,00
Rp 768.600,00
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TCI C2138 N-Carbobenzoxy-D-threonine is a D-configured threonine derivative in which the alpha-amino group is protected with a carbobenzoxy (Cbz) group. As a peptide chemistry reagent, it supplies a ready-to-use threonine residue for stepwise peptide synthesis, whether in solution-phase approaches or as an intermediate in the preparation of chiral building blocks. Threonine is an amino acid bearing two stereogenic centres and a secondary hydroxyl group on its side chain, so working with it in synthesis requires reagents of clearly defined stereochemical identity if experimental results are to be reproduced consistently from batch to batch and from run to run.

The characteristics that lead researchers to select this reagent include the stability of the Cbz protecting group under common reaction conditions together with the ease of its removal by hydrogenolysis, which enables orthogonal, multi-level protection strategies alongside other protecting groups. The secondary hydroxyl group of threonine presents an additional opportunity for further modification while also contributing polar character that influences solubility and hydrogen bonding in the synthesised peptide. The D configuration is valuable for designing non-natural peptide analogues with greater resistance to enzymatic degradation, and it also serves as a tool for stereochemical comparison against the naturally occurring L series.

In Indonesian laboratories, this reagent is typically used in university research groups, pharmaceutical and chemical research institutions, and organic synthesis facilities engaged in peptide work. It is drawn upon in postgraduate research projects, in the preparation of chiral intermediates, and in method development where a protected amino acid of defined configuration is required. Laboratories that carry out stepwise peptide assembly or that prepare building blocks for further transformation keep such protected amino acid derivatives among their standard synthetic reagents.

  • Stepwise peptide synthesis: the Cbz-protected alpha-amino group allows controlled, sequential coupling so that each threonine residue is introduced at the intended position without uncontrolled side reactions at the amine.
  • Preparation of chiral building blocks: the defined D configuration and two stereogenic centres make this material a reliable starting point for synthesising intermediates that require unambiguous stereochemical identity throughout the route.
  • Design of non-natural peptide analogues: incorporating a D-threonine residue produces peptides that resist enzymatic degradation more effectively than their all-L counterparts, supporting stability-focused analogue studies.
  • Stereochemical comparison studies: the D form serves as a counterpart to naturally occurring L-threonine, allowing researchers to evaluate how configuration influences reactivity, conformation, and biological interaction.
  • Side-chain modification chemistry: the secondary hydroxyl group of the threonine side chain offers a handle for further derivatisation while the alpha-amino function remains protected under the reaction conditions used.

Brand TCI (Tokyo Chemical Industry)
CAS number 80384-27-6
Molecular formula —
Purity —
Category Chemistry > Chemical Biology > Peptide Chemistry
Pack sizes available in the catalogue pack sizes offered for this product code
Physical form —
Storage store according to the conditions stated on the manufacturer's label and safety data sheet
  • Chemical name: N-Carbobenzoxy-D-threonine (Cbz-D-threonine)

Store this reagent in a cool, dry place away from direct sunlight, moisture, and sources of heat or ignition, following the storage conditions specified on the manufacturer's label and safety data sheet. Keep the material in its original tightly closed container, and use clean, dry glass or chemically compatible vessels when transferring portions for use. Handle the compound in a well-ventilated area or fume hood, wearing a laboratory coat, safety glasses, and suitable gloves. Avoid contact with skin and eyes and avoid inhalation of dust. Close containers immediately after weighing to limit moisture uptake, label all secondary containers clearly, and consult the safety data sheet before use and for disposal guidance.

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