13122-97-9

Basic information

• Product Name: Z-ALA-TYR-OH
• Synonyms: Z-ALA-TYR-OH;Z-L-ALANYL-L-TYROSINE;(S)-2-((S)-2-(((Benzyloxy)carbonyl)aMino)propanaMido)-3-(4-hydroxyphenyl)propanoic acid
• CAS NO: 13122-97-9
• Molecular Formula: C₂₀H₂₂N₂O₆
• Molecular Weight: 386.4
• Mol File: 13122-97-9.mol

Chemical Properties

• Appearance: /
• Storage Temp.: -15°C
• CAS DataBase Reference: Z-ALA-TYR-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-ALA-TYR-OH(13122-97-9)
• EPA Substance Registry System: Z-ALA-TYR-OH(13122-97-9)

Safety Data

• Hazardous Substances Data: 13122-97-9(Hazardous Substances Data)

Upstream product

• 70935-37-4 N-(N-benzyloxycarbonyl-L-alanyl)-L-tyrosine ethyl ester 
• 4089-07-0 L-tyrosine ethyl ester monohydrochloride 
• 1142-20-7 N-Cbz-Ala 
• 60-18-4 L-tyrosine 
• 25172-67-2 Z-Ala-O-COO-isoBu 
• 65638-93-9 N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid 
• 949-67-7 L-tyrosine ethyl ester 

Downstream Products

• 3061-88-9 L-alanyl-L-tyrosine 
• 1122069-28-6 Z-Ala-Tyr-Leu-OH 
• 92455-68-0 Cys-Ala-Gly-Ala-Tyr-TFA 
• 92455-61-3 Boc-Cys(MBzl)-Ala-Gly-Ala-Tyr-OH 

Relevant articles and documents

Ecological base-conditioned preparation of dipeptides using unprotected α-amino acids containing hydrophilic side chains

The coupling reactions of 3-phenylpropanoic acid and Ncarboxybenzyl á-amino acids with unprotected á-amino acids containing hydrophilic side chains such as aliphatic alcohol, aromatic alcohol, thiol, carboxylic acid, and amide afforded the corresponding amides in 6696% yield without racemization via the corresponding mixed carbonic carboxylic anhydrides under basic conditions through an ecological green synthetic method.

α-N-Protected dipeptide acids: A simple and efficient synthesis via the easily accessible mixed anhydride method using free amino acids in DMSO and tetrabutylammonium hydroxide

The importance of dipeptides both in medicinal and pharmacological fields is well documented and many efforts have been made to find simple and efficient methods for their synthesis. For this reason, we have investigated the synthesis of α-N-protected dipeptide acids by reacting the easily accessible mixed anhydride of α-N-protected amino acids with free amino acids under different reaction conditions. The combination of TBA-OH and DMSO has been found to be the best to overcome the low solubility of amino acids in organic solvents. Under these experimental conditions, the homogeneous phase condensation reaction occurs rapidly and without detectable epimerization. The present method is also applicable to side-chain unprotected Tyr, Trp, Glu, and Asp but not Lys. This latter residue is able to engage two molecules of mixed anhydride giving the corresponding isotripeptide. Moreover, the applicability of this protocol for the synthesis of tri- and tetrapeptides has been tested. This approach reduces the need for protecting groups, is cost effective, scalable, and yields dipeptide acids that can be used as building blocks in the synthesis of larger peptides.

Selectivity and Specificity in Substrate Binding to Proteases: Novel Hydrolytic Reactions Catalysed by α-Chymotrypsin Suspended in Organic Solvents with Low Water Content and Mediated by Ammonium Hydrogen Carbonate

α-Chymotrypsin suspended in organic solvents with low water content catalysed hydrolytic reactions in the presence of ammonium hydrogen carbonate.Molecular modelling studies were carried out and structure-reactivity relationships were established by studying the hydrolysis of amino acid derivatives and analogues.The enzyme was found to be stereoselective with respect to the hydrolysis of L-amino acid derivatives, but no stereoselectivity was observed when α-hydroxy esters were used as substrates.A general procedure for the resolution of aromatic amino acid esters is given.The results are interpreted in terms of molecular modelling based on X-ray crystallographic data and literature data.