4526-93-6

Usage

Uses

Used in Pharmaceutical Industry:
Z-SER-GLY-OET is used as a key component in the synthesis of peptide-based pharmaceuticals for its ability to facilitate the formation of specific peptide sequences with minimal side reactions. The protecting group on the serine ensures that the compound can be incorporated into complex peptide structures without unwanted modifications, leading to more effective and targeted drug development.
Used in Biochemical Research:
In the field of biochemical research, Z-SER-GLY-OET is utilized as a valuable tool for studying protein structure and function. Its unique properties allow researchers to investigate the interactions between amino acids and other biomolecules, providing insights into the mechanisms of protein folding, stability, and activity. This understanding is crucial for the development of new therapeutic strategies and the elucidation of biological processes at the molecular level.
Used in Biotechnological Applications:
Z-SER-GLY-OET is also employed in biotechnological applications, where its role in peptide synthesis can be harnessed for the production of bioactive peptides with specific functions. These peptides can be used in various applications, such as antimicrobial agents, enzyme inhibitors, or signaling molecules, contributing to the development of innovative solutions in agriculture, medicine, and environmental management.

Upstream product

• 26582-86-5 benzyl (1S)-2-hydrazino-1-(hydroxymethyl)-2-oxoethylcarbamate 
• 1676-76-2 Z-Ser(t-Bu)-Gly-OEt 
• 23161-27-5 N-(benzyloxycarbonyl)-L-serine ethyl ester 
• 459-73-4 GlyOEt*HCl 
• 91586-86-6 ZSer, triethylammonium salt 
• 1676-81-9 N-benzyloxycarbonyl-L-serine methyl ester 
• 133010-28-3 Z-Ser(t-Bu)-F 
• 1676-75-1 N-benzyloxycarbonyl-O-t-butyl-L-serine 
• 1145-80-8 N-(benzyloxycarbonyl)-L-serine 
• 81187-75-9 Z-Ser-OMpt 
• 623-33-6 glycine ethyl ester hydrochloride 

Downstream Products

• 30735-20-7 N-benzyloxycarbonylserylglycine 
• 33092-52-3 Z-Ser-Gly-hydrazide 
• 687-63-8 L-Ser-Gly 
• 96635-26-6 Benzyloxycarbonyl-dehydroalanyl-glycin 
• 16675-95-9 N-benzyloxycarbonyl-L-seryl=>glycyl=>-L-glutamic acid diethyl ester 
• 95930-64-6 N-benzyloxycarbonyl-N'-ethoxycarbonylmethyloxamide 
• 1491-68-5 Z-Ser(Tos)-Gly-OEt 
• 95930-70-4 N-benzyloxycarbonyl-O-<2-benzyloxycarbonylamino-N-(ethoxycarbonylmethyl)malonamoyl>serylglycine ethyl ester 
• 28130-08-7 (N-benzyloxycarbonyl-α-hydroxy)glycyl-Gly-OEt 
• 55477-82-2 Z-ΔAla-Gly-OEt 
• 621-84-1 O-benzyl carbamate 
• 135924-33-3 Z-Gly(OAc)-Gly-OEt 
• 2418-62-4 Benzyloxycarbonyl-L-seryl-glycinamid 
• 95930-73-7 N-Benzyloxycarbonyl-hydroxyglycyl-glycin-aethylester 

Relevant academic research and scientific papers

tert-Butyloxycarbonyl and Benzyloxycarbonyl Amino Acid Fluorides. New, Stable Rapid-Acting Acylating Agents for Peptide Synthesis

A new class of rapid-acting acylating agents, α-BOC and Z amino acid fluorides are obtained as stable, often crystalline, compounds by treatment of the protected amino acid cyanuric fluoride.

Synthesis and Characterisation of some New Diazopeptides

The synthesis of eight new diazopeptides by aprotic diazotisation with N2O4 is described for glycylglycine, triglycine, pentaglycine, L-leucylglycine and the ethyl esters of L-leucylglycine, L-alanylglycine, L-serylglycine and L-threonylglycine.The diazo derivatives (7) - (10) of the parent peptides are isolated as calcium salts.The UV-vis., IR, 1H NMR and MS properties of the new diazopeptides are reported together with those for the diazo derivative of glycylglycine ethyl ester and glycylglycinamide.

Peptide Synthesis with Benzo- and Naphthosultones

6-Nitro- and 6,8-dinitronaphth-1,2-oxathiole S,S-dioxides (7b and 7c) have been prepared from the parent naphthosultone 7a and compared with 5-nitrobenz-3H-1,2-oxathiole S,S-dioxide (1b) as coupling reagents for peptide synthesis.Nucleophilic attack of a carboxylate salt on these strained five-membered sultones leads to activated esters 3 and 9 which rapidly react with amines (except in the case of 9c).The rate constant for the formation of ester 9b is higher than that of 3b.Amides or peptides are formed in slightly better yields with the naphthosultone 7b than with the benzosultone 1b.The naphthosultones are also preferred over the benzosultones from the point of view of amount of 5(4H)-oxazolone formation from N-benzoyl amino acids and the degree of racemization.However the rate of alkaline hydrolysis of 7b is slower than that of 1b.All these results may be rationalized by a better intramolecular acyl transfer reaction in the more rigid mixed anhydride intermediate 8b.There is no dependence on in the rate equation for aminolysis of esters 3b and 9b by benzylamine in THF, acetonitrile, or DMF and the aminolysis is probably anchimerically assisted by a neighbouring S=O group.Esters 3b are more selective acylating agents for primary amino groups in the presence of secondary ones than esters 9b and this observation is exploited in a synthesis of maytenine by selective acylation of spermidine.

SYNTHESIS OF PEPTIDES CONTAINING HYDROXYAMINO ACIDS BY THE MIXED ANHYDRIDE METHOD WITHOUT PROTECTING THE HYDROXYL FUNCTIONS

Dimethylphosphinothioyl (Mpt) mixed anhydrides of N-protected amino acids were found to be isolatably stable and useful for the synthesis of hydroxyamino acid containing peptides without protecting the side-chain hydroxyl functions.They were applied for t

5-Nitro-3H-1,2-benzoxathiole SS-Dioxide, a New Reagent for Coupling in Peptide Synthesis

Peptides are rapidly prepared and isolated by a two-step, one-pot reaction using 5-nitro-3H-1,2-benzoxathiole SS-dioxide (1), a strained sultone, as a condensation agent.