Z-Leu-Nle-CHO, CAS No. 117591-20-5

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117591-20-5

Catalog No. EBD938757

CAS 117591-20-5

Name Z-Leu-Nle-CHO

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Basic Information

Synonyms: Z-Leu-Nle-CHO Z-Leu-Nle-H calpeptin N-[N-[(Phenylmethoxy)carbonyl]-L-leucyl]-L-norleucinal N-benzyloxycarbonyl-L-leucyl-L-norleucinal BENZYLOXYCARBONYLDIPEPTIDYLALDEHYDE N-CBZ-L-LEUCYL-NORLEUCINAL N-BENZYLOXYCARBONYL-L-LEUCYLNORLEUCINAL Z-LEU-NLE-OH Z-LEU-NORLEUCINAL N~2~-[(benzyloxy)carbonyl]-N-[(2S)-1-oxohexan-2-yl]-L-leucinamide N~2~-[(benzyloxy)carbonyl]-N-(1-oxohexan-2-yl)-L-leucinamide BENZYLOXYCARBONYLLEUCYL-NORLEUCINAL N-Benzyloxycarbonyl-L-leucyl-norleucinal

Molecular Formula: C20H30N2O4

Molecular Weight: 362.46

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

This compound, with the systematic name Benzyl N-[(2S)-4-methyl-1-oxo-1-[[(1S)-1-oxohexan-2-yl]amino]pentan-2-yl]carbamate, is a protected dipeptide derivative. It features a benzyloxycarbonyl (Cbz) protecting group on the N-terminus and is composed of leucine (or a leucine derivative) and norleucine (or a related amino acid) residues. The specific stereochemistry (S-configuration at both chiral centers) is crucial for its intended applications in peptide synthesis. Its primary application is as a key synthetic intermediate in the preparation of more complex peptides and peptidomimetics. The Cbz protecting group is a classic, orthogonal protecting group in solid-phase and solution-phase peptide synthesis, allowing for selective deprotection under mild hydrogenolytic conditions. This building block is specifically designed for the controlled, sequential assembly of peptide chains with defined sequence and stereochemistry, which is fundamental in medicinal chemistry for drug discovery, particularly in developing enzyme inhibitors, receptor agonists/antagonists, and other bioactive peptides. The compound serves as a high-purity, well-defined starting material for researchers and pharmaceutical developers. Its use ensures the fidelity of the peptide backbone during synthesis. Standard safety precautions for handling fine chemicals and amino acid derivatives should be observed, including the use of personal protective equipment.

Physical Properties

Color: white to beige

Melting Point: 60-75 °C

Boiling Point: 550.7 °C at 760 mmHg

Flash Point: 286.8 °C

Density: 1.075 g/cm3

Solubility: Soluble to 100 mM in DMSO

Storage: −20°C

Analytical Data

Appearance: White to off-white powder.