Cbz-L-Gln-OH, CAS No. 2650-64-8

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2650-64-8

Catalog No. EBD39863

CAS 2650-64-8

Name Cbz-L-Gln-OH

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Basic Information

Synonyms: Cbz-L-Gln-OH N-Carbobenzyloxy-L-glutamine N-cbz-L-glutaminecrystalline Z-L-Glutamine N(alpha)-Benzyloxycarbonyl-L-glutamine~Z-Gln-OH Z-Gln-OH N(alpha)-Cbz-L-glutamine BenzyloxycarbonylLglutamine z-Gln N~2~-[(benzyloxy)carbonyl]-L-glutamine N~2~-[(benzyloxy)carbonyl]glutamine (2S)-5-amino-2-{[(benzyloxy)carbonyl]amino}-5-oxopentanoate Cbz-L-glutamine cbz-l-gln cbz-gln-oh benzyloxycarbonyl-l-glutamine carbobenzyloxy-l-glutamine n-cbz-l-glutamine n-benzyloxycarbonyl-l-glutamine

Molecular Formula: C13H16N2O5

Molecular Weight: 280.28

MDL Number: MFCD00008043

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks

Product Description:

N-Carbobenzoxy-L-glutamine is a protected derivative of the amino acid L-glutamine. It features a benzyloxycarbonyl (Cbz or Z) protecting group on the α-amino group, which is a standard strategy in peptide synthesis to prevent unwanted side reactions. This compound serves as a crucial building block in the solid-phase and solution-phase synthesis of peptides and peptidomimetics. Its primary application is in pharmaceutical research and development as a key intermediate for constructing peptide-based drugs and bioactive molecules. The Cbz-protected glutamine residue is incorporated into peptide chains where glutamine's amide side chain can participate in hydrogen bonding or serve as a site for further chemical modification. It is particularly valuable in the synthesis of peptides targeting various diseases, including metabolic disorders and cancer. The compound is a white to off-white crystalline powder and should be stored under inert conditions to maintain stability. As with many fine chemicals used in synthesis, appropriate safety measures should be followed during handling.

Physical Properties

Melting Point: 134-138 °C(lit.)

Boiling Point: 604.2 °C at 760 mmHg

Flash Point: 319.2 °C

Density: 1.316 g/cm3

Storage: -20°C

Analytical Data

Appearance: white to off-white powder