Cbz-D-Lysine, CAS No. 70671-54-4

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70671-54-4

Catalog No. EBD5672

CAS 70671-54-4

Name Cbz-D-Lysine

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Basic Information

Synonyms: N(alpha)-Z-D-lysine na-cbz-D-lysine Z-D-Lys-OH (2R)-6-ammonio-2-{[(benzyloxy)carbonyl]amino}hexanoate N2-Cbz-D-lysine N-Carbobenzoxy-D-lysine (R)-6-Amino-2-(benzyloxycarbonylamino)hexanoicacid Cbz-D-Lysine

Molecular Formula: C14H20N2O4

Molecular Weight: 280.32

MDL Number: MFCD00067713

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

Cbz-D-Lysine is a protected derivative of the essential amino acid D-lysine, where the ε-amino group is protected by a carboxybenzyl (Cbz) group. This white to off-white crystalline powder is a crucial chiral building block in synthetic organic chemistry, particularly in peptide synthesis. Its primary application is as a key intermediate in the solid-phase and solution-phase synthesis of peptides and peptidomimetics. The Cbz protecting group is stable under acidic conditions but can be selectively removed via catalytic hydrogenation or other methods, allowing for the controlled elongation of peptide chains. D-Lysine residues are incorporated into peptides to modify their biological activity, stability, and pharmacokinetic properties, making Cbz-D-Lysine essential for research in medicinal chemistry and drug discovery. This compound is widely used in the preparation of various bioactive peptides, including those with antimicrobial, hormonal, or receptor-targeting functions. It serves as a fundamental reagent for introducing the D-lysine moiety into complex molecular architectures under controlled conditions.

Physical Properties

Melting Point: 218 °C

Boiling Point: 497 °C at 760 mmHg

Flash Point: 254.4 °C

Density: 1.206 g/cm3

Storage: Store at RT.