CAS 4817-92-9

N-cbz-val-ala methyl ester

Description:

N-Cbz-val-ala methyl ester, with the CAS number 4817-92-9, is a chemical compound that belongs to the class of amino acid derivatives. It features a carbobenzyloxy (Cbz) protecting group attached to the valine and alanine amino acids, which are essential components in peptide synthesis. This compound is typically used in organic synthesis and peptide chemistry due to its ability to protect amino groups during reactions, facilitating the formation of peptide bonds without unwanted side reactions. The methyl ester group enhances its solubility in organic solvents, making it suitable for various synthetic applications. N-Cbz-val-ala methyl ester is characterized by its relatively stable structure, but it can be hydrolyzed under acidic or basic conditions, releasing the free amino acids. Its utility in the synthesis of more complex peptides and its role as a building block in medicinal chemistry highlight its importance in research and pharmaceutical development. Proper handling and storage are essential, as with many chemical substances, to maintain its integrity and effectiveness in reactions.

Formula: C₁₇H₂₄N₂O₅

InChI: InChI=1/C17H24N2O5/c1-11(2)14(15(20)18-12(3)16(21)23-4)19-17(22)24-10-13-8-6-5-7-9-13/h5-9,11-12,14H,10H2,1-4H3,(H,18,20)(H,19,22)

SMILES: CC(C)C(C(=NC(C)C(=O)OC)O)N=C(O)OCc1ccccc1

Synonyms:

• Z-Val-Ala-OMe
• methyl N-[(benzyloxy)carbonyl]valylalaninate
• N-CBZ-VAL-ALA METHYL ESTER
• N-BENZYLOXYCARBONYL-L-VALYL-L-ALANINE METHYL ESTER
• Z-VAL-ALA METHYL ESTER
• L-Alanine, N-[(phenylmethoxy)carbonyl]-L-valyl-, methyl ester
• N-carbobenzyloxy-Val-Ala methyl ester

Z-Val-Ala-OMe

CAS: 4817-92-9

Z-Val-Ala-OMe is an anti-leishmanial agent that has been shown to be a more efficient method for the treatment of leishmaniasis than current treatments. It inhibits the growth of Leishmania by inhibiting serine proteases, which are involved in the formation of amorphous material on the surface of these parasites. Z-Val-Ala-OMe is active against both subtilis and licheniformis, with a residue half life of 3 hours at pH 5.5 and 20 degrees Celsius. This drug binds to the surface of Leishmania parasites and inhibits their ability to metabolize phosphite into ethyl esters.
The kinetic data obtained from Z-Val-Ala-OMe was measured using immobilized cells in a microtiter plate assay system. The data collected was used to generate a graph showing an initial burst phase followed by a linear phase for up to 72 hours post incubation with the drug

Formula: C₁₇H₂₄N₂O₅

Purity: Min. 95%

Molecular weight: 336.38 g/mol

Ref: 3D-FV111527