Z-Val-OH, CAS No. 1149-26-4

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1149-26-4

Catalog No. EBD2197855

CAS 1149-26-4

Name Z-Val-OH

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Basic Information

Synonyms: N-Benzyloxycarbonyl-L-valine BENZYLOXYCARBONYL-L-VALINE CBZ-VAL-OH CBZ-L-VALINE CBZ-L-VAL-OH CARBOBENZYLOXY-L-VALINE L-VALINE,N-[(PHENYLMETHOXY)CARBONYL]- NA-CBZ-L-VALINE N-CBZ-L-Val-OH N-Carbobenzyloxy-L-valine N-CBZ-L-Valine Z-L-Valine z-Val N-[(benzyloxy)carbonyl]valine methyl6-[(4-hydroxyphenyl)amino]-6-oxohexanoate (2R)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoate (2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoate Z-Val-OH CBZ-L-Valacyclovir (benzyloxy)carbonyl)-L-valine n-[(phenylmethoxy)carbonyl]-l-valin

Molecular Formula: C13H17NO4

Molecular Weight: 251.28

MDL Number: MFCD00008922

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

Product Description:

N-Carbobenzoxy-L-valine (Cbz-L-Val-OH, CAS 1149-26-4) is a protected derivative of the essential amino acid L-valine. It features a carbobenzyloxy (Cbz or Z) protecting group on the amino nitrogen, which is a standard and widely used strategy in peptide synthesis to prevent unwanted side reactions during the coupling of amino acids. This compound serves as a crucial building block in solid-phase and solution-phase peptide synthesis. The Cbz group is stable under the conditions used for peptide bond formation but can be selectively removed under mild hydrogenolysis conditions (using catalysts like palladium on carbon) or by other methods like hydrogen bromide in acetic acid. This allows for the controlled, sequential assembly of peptide chains. It is specifically used to incorporate the L-valine residue, which contributes to the hydrophobic character and influences the three-dimensional folding of the resulting peptides. As a high-purity, enantiomerically pure reagent, Cbz-L-Val-OH is fundamental in the research and production of therapeutic peptides, peptide hormones, and as an intermediate in the synthesis of more complex pharmaceutical compounds. Its primary role is firmly within the realm of peptide chemistry and pharmaceutical development.

Physical Properties

Melting Point: 62-64 °C(lit.)

Boiling Point: 432.6 °C at 760 mmHg

Flash Point: 215.4 °C

Density: 1.182 g/cm3

Refractivity: -4.3 ° (C=2, AcOH)

Storage: 2-8°C

Analytical Data

Appearance: white to light yellow crystal powder