4668-42-2

Basic information

• Product Name: Z-ASP-OME
• Synonyms: CBZ-ASP-OME;CBZ-L-ASPARTIC ACID 1-METHYL ESTER;CBZ-L-ASPARTIC ACID ALPHA-METHYL ESTER;N-Cbz-L-aspartic acid α-methyl ester;N-CBZ-L-ASPARTIC ACID A-METHYL ESTER;Cbz -L-asparticacidα-methylester;Z-L-ASPARTIC ACID A-METHYLESTER;N-Carbobenzyloxy-L-aspartic acid methyl ester
• CAS NO: 4668-42-2
• Molecular Formula: C₁₃H₁₅NO₆
• Molecular Weight: 281.26
• Product Categories: Amino Acid Derivatives;Aspartic acid [Asp, D];Z-Amino Acids and Derivatives;Z-Amino acid series
• Mol File: 4668-42-2.mol
• Article Data: 12

Chemical Properties

• Melting Point: 89.0 to 93.0 °C
• Boiling Point: 498.9 °C at 760 mmHg
• Flash Point: 255.6 °C
• Appearance: /
• Density: 1.304 g/cm³
• Vapor Pressure: 8.95E-11mmHg at 25°C
• Refractive Index: 1.539
• Storage Temp.: −20°C
• Solubility: soluble in Methanol
• PKA: 4.09±0.19(Predicted)
• BRN: 4813538
• CAS DataBase Reference: Z-ASP-OME(CAS DataBase Reference)
• NIST Chemistry Reference: Z-ASP-OME(4668-42-2)
• EPA Substance Registry System: Z-ASP-OME(4668-42-2)

Safety Data

• Hazard Codes: Xn
• Statements: 20/22-37-41
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 4668-42-2(Hazardous Substances Data)

Usage

General Description

Z-ASP-OME is a chemical compound that contains the amino acid aspartic acid (ASP) and is designed specifically for the treatment of cancer. It is a proenzyme that is able to target and block the activity of the cell-death protein caspase-3, which is overactive in many cancerous cells. This unique mechanism of action makes Z-ASP-OME a promising candidate for targeted cancer therapy, as it has the potential to selectively induce cell death in cancer cells while sparing healthy ones. Additionally, its chemical structure allows it to be efficiently delivered to tumor sites, increasing its effectiveness and reducing the potential for harmful side effects. Overall, Z-ASP-OME represents an exciting advancement in the field of cancer treatment, with the potential to significantly improve the outcomes for patients with certain types of cancer.

InChI:InChI=1/C13H15NO6/c1-19-12(17)10(7-11(15)16)14-13(18)20-8-9-5-3-2-4-6-9/h2-6,10H,7-8H2,1H3,(H,14,18)(H,15,16)/t10-/m0/s1

Upstream product

• 67-56-1 methanol 
• 57933-83-2 Isopropenyl chloroformate 
• 1152-61-0 N-Cbz-L-Asp 
• 79-22-1 methyl chloroformate 
• 35909-92-3 N-carbobenzoxy-L-phenylalanine methyl ester 
• 4515-23-5 N-benzyloxycarbonyl-L-aspartic acid anhydride 
• 124-41-4 sodium methylate 
• 23632-66-8 (4S)-3-benzyloxycarbonyl-4-carboxymethyl-1,3-oxazolidin-5-one 
• 41446-22-4 (S)-3-Benzyloxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid tert-butyl ester 
• 5545-52-8 Z-D(tBu)-OH 
• 501-53-1 benzyl chloroformate 
• 2304-96-3 N-benzyloxycarbonyl-L-asparagine 
• 2717-76-2 (S)-N-benzyloxycarbonyl-L-tryptophan methyl ester 
• 15545-10-5 N^α-Z-His-OMe 

Downstream Products

• 31874-64-3 (S)-2-Benzyloxycarbonylamino-N-(2,4-dimethoxy-benzyl)-succinamic acid methyl ester 
• 17812-32-7 H-Asp-OMe 
• 63327-57-1 (2S), 2-benzyloxycarbonylamino-succinic acid 1-methyl ester 4-tertiobutyl ester 
• 21149-17-7 methyl 2-(benzyloxycarbonylamino)acrylate 
• 153413-52-6 (S)-2-benzyloxycarbonylamino-3-chlorocarbonyl-propionic acid methyl ester 
• 213473-96-2 (S)-N-benzyloxycarbonyl-β-(2-trimethylsilylethyl)-α-methyl-aspartate 
• 314728-04-6 (S)-2-benzyloxycarbonylamino-4-hydroxybutyric acid methyl ester 
• 15159-67-8 (2S)-2-benzyloxycarbonylamino-4-bromo-butyric acid methyl ester 
• 629656-77-5 (2S)-2-benzyloxycarbonylamino-3-(1-methoxy-1-methylethylperoxycarbonyl)propionic acid methyl ester 
• 629656-84-4 (2S)-2-benzyloxycarbonylamino-3-hydroperoxycarbonyl-propionic acid methyl ester 
• 629656-91-3 (2S)-2-benzyloxycarbonylamino-4-cyclopropanecarbonylperoxy-4-oxo-butyric acid methyl ester 
• 629657-25-6 (2S)-2-benzyloxycarbonylamino-4-[(S)-2-methylenecyclopropane-1-carbonylperoxy]-4-oxo-butyric acid methyl ester 
• 629657-17-6 (2S)-4-{(1S,2S)-2-[bis(tert-butoxycarbonyl)amino]cyclopropane-1-carbonylperoxy}-2-benzyloxycarbonylamino-4-oxo-butyric acid methyl ester 
• 1046536-18-8 Cbz-Asp-OMe 

Relevant articles and documents

Total Synthesis of cis-Clavicipitic Acid from Asparagine via Ir-Catalyzed C-H bond Activation as a Key Step

4-Substituted tryptophan derivatives and the total synthesis of cis-clavicipitic acid were achieved in reactions in which Ir-catalyzed C-H bond activation was a key step. The starting material for these reactions is asparagine, which is a cheap natural amino acid. The reductive amination step from the 4-substituted tryptophan derivative gave cis-clavicipitic acid with perfect diastereoselectivity.

An access to aza-Freidinger lactams and E-locked analogs

Freidinger lactams, possessing a peptide bond configuration locked to Z, are important key elements of conformationally restricted peptidomimetics. In the present work, the CαHi+1 unit has been replaced by N, leading to novel aza-Fre

A versatile and selective chemo-enzymatic synthesis of β-protected aspartic and γ-protected glutamic acid derivatives

Two versatile, high yielding, and efficient chemo-enzymatic methods for the synthesis of β-protected Asp and γ-protected Glu derivatives using Alcalase are described. The first method is based on the α-selective enzymatic hydrolysis of symmetrical aspartyl and glutamyl diesters. The second method involving mixed diesters comprises a three-step protocol using (i) α-selective enzymatic methyl-esterification, (ii) chemical β-esterification, and finally (iii) α-selective enzymatic methyl ester hydrolysis. The yields of the purified β- and γ-esters range from 77% to 91%.