71785-45-0

Basic information

• Product Name: Z-D-Phe-Ala-OMe
• Synonyms: Z-D-Phe-Ala-OMe
• CAS NO: 71785-45-0
• Molecular Weight: 384.432
• Mol File: 71785-45-0.mol
• Article Data: 32

Chemical Properties

• CAS DataBase Reference: Z-D-Phe-Ala-OMe(CAS DataBase Reference)
• NIST Chemistry Reference: Z-D-Phe-Ala-OMe(71785-45-0)
• EPA Substance Registry System: Z-D-Phe-Ala-OMe(71785-45-0)

Safety Data

• Hazardous Substances Data: 71785-45-0(Hazardous Substances Data)

Upstream product

• 1161-13-3 N-Cbz-L-Phe 
• 2491-20-5 L-alanine methyl ester hydrochloride 
• 35909-92-3 N-carbobenzoxy-L-phenylalanine methyl ester 
• 2448-45-5 Cbz-D-Phe 
• 67-56-1 methanol 
• 65118-54-9 N-(benzyloxycarbonyl)phenylalanyl-alanine amide 
• 63-91-2 L-phenylalanine 
• 501-53-1 benzyl chloroformate 
• 3588-57-6 Z-DL-Phe-OH 
• 14316-06-4 D-alanine methyl ester hydrochloride 
• 133010-22-7 benzyl (S)-(1-fluoro-1-oxo-3-phenylpropan-2-yl)carbamate 
• 87072-42-2 Z-L-phenylalanine DCHA salt 
• 10065-72-2 L-Alanine methyl ester 
• 122751-39-7 Z-Phe-OPyCl 

Downstream Products

• 167498-32-0 benzyl (S,S)-1-(1-hydroxypropan-2-ylamino)-1-oxo-3-phenylpropan-2-ylcarbamate 
• 115514-18-6 (S)-methyl 2-(5-((S)-1-(((benzyloxy)carbonyl)amino)-2-phenylethyl)-1H-tetrazol-1-yl)propanoate 
• 1432584-89-8 (Z)-N-((S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)propylidene)-2-(((S)-1-(tert-butoxy)-3-methyl-1-oxobutan-2-yl)amino)-2-oxoethanamine oxide 
• 1432584-90-1 (5S,8S,14S)-tert-butyl 5-benzyl-14-isopropyl-8-methyl-3,6,9,12-tetraoxo-1-phenyl-2-oxa-4,7,10,13-tetraazapentadecan-15-oate 
• 167498-27-3 AQ₅₇₃₁₈₈ 
• 106556-08-5 Z-L-Phe-L-Ala-OCam 
• 69193-13-1 Cbz-L-Phe-L-Leu-NH₂ 
• 3338-39-4 N-benzyloxycarbonyl-L-phenylalanyl-L-alanine 
• 143087-83-6 Z-L-Phe-L-Ala-L-Leu-NH₂ 
• 223271-89-4 {(S)-1-[(S)-1-((S)-1-Carbamoyl-4-guanidino-butylcarbamoyl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester 
• 80870-39-9 D-phenylalanine-L-alanine methylester 
• 3235-53-8 Z-Phe-Ala-NHNH₂ 
• 65118-54-9 N-(benzyloxycarbonyl)phenylalanyl-alanine amide 
• 62076-46-4 Z-L-Phe-L-βClAla-OMe 

Relevant articles and documents

N-acyltriazinedione; a novel acylating reagent synthesized from a triazinone-type condensing reagent

In this paper, we report the synthesis of N-acyltriazinedione via the unexpected O–N acyl rearrangement of acyloxytriazinone and its utility as an acylating reagent. N-Acyltriazinedione can be isolated by silica gel column chromatography and reacts with amines in the absence of any base to give the corresponding amides in good yields.

Optimization and anti-cancer properties of fluoromethylketones as covalent inhibitors for ubiquitin C-terminal hydrolase L1

The deubiquitinating enzyme (DUB) UCHL1 is implicated in various disease states including neurodegenerative disease and cancer. However, there is a lack of quality probe molecules to gain a better understanding on UCHL1 biology. To this end a study was carried out to fully characterize and optimize the irreversible covalent UCHL1 inhibitor VAEFMK. Structure-activity relationship studies identified modifications to improve activity versus the target and a full cellular characterization was carried out for the first time with this scaffold. The studies produced a new inhibitor, 34, with an IC50 value of 7.7 μM against UCHL1 and no observable activity versus the closest related DUB UCHL3. The molecule was also capable of selectively inhibiting UCHL1 in cells and did not demonstrate any discernible off-target toxicity. Finally, the molecule was used for initial probe studies to assess the role of UCHL1 role in proliferation of myeloma cells and migration behavior in small cell lung cancer cells making 34 a new tool to be used in the biological evaluation of UCHL1.

A Bottom-Up Approach to Preserve Thioamide Residue Stereochemistry during Fmoc Solid-Phase Peptide Synthesis

Thioamides are useful biophysical probes for the study of peptide structure and folding. The α-C stereochemistry of thioamide amino acids, however, is easily epimerized during solid-phase peptide synthesis (SPPS), which limits the sequence space that is a