1634-89-5

Basic information

• Product Name: Z-GLU-GLY-OH
• Synonyms: Z-GLU-GLY-OH;Z-L-ALPHA-GLUTAMYL-L-GLYCINE;Z-L-A-GLUTAMYL-L-GLYCINE;4-(benzyloxycarbonylamino)-5-(carboxymethylamino)-5-keto-valeric acid;5-(carboxymethylamino)-5-oxo-4-(phenylmethoxycarbonylamino)pentanoic acid;Z-Glu-Gly-OH99%
• CAS NO: 1634-89-5
• Molecular Formula: C₁₅H₁₈N₂O₇
• Molecular Weight: 338.31
• Mol File: 1634-89-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 715.2°Cat760mmHg
• Flash Point: 386.3°C
• Appearance: /
• Density: 1.377g/cm³
• Vapor Pressure: 1.81E-21mmHg at 25°C
• Refractive Index: 1.567
• Storage Temp.: -15°C
• PKA: 3.35±0.10(Predicted)
• CAS DataBase Reference: Z-GLU-GLY-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-GLU-GLY-OH(1634-89-5)
• EPA Substance Registry System: Z-GLU-GLY-OH(1634-89-5)

Safety Data

• Hazardous Substances Data: 1634-89-5(Hazardous Substances Data)

Usage

Description

Z-GLU-GLY-OH, also known as Carbobenzoxyl-glutamylglycine, is a peptide belonging to the class of amino acids. It has a molecular formula of C15H21N3O5 and a molecular weight of 335.35 g/mol. The "Z" in its name signifies the presence of a benzyl protecting group attached to the α-amino group of the glutamic acid residue. Z-GLU-GLY-OH is frequently utilized in peptide synthesis and in the study of protein structure and function. Additionally, Z-GLU-GLY-OH is recognized for its potential biological activities and is currently under investigation for its pharmacological properties.

Uses

Used in Pharmaceutical Industry:
Z-GLU-GLY-OH is used as a building block in peptide synthesis for the development of new pharmaceuticals. Its protecting group allows for controlled synthesis of complex peptide structures, which is crucial for creating effective drug molecules.
Used in Research and Development:
In the field of research, Z-GLU-GLY-OH is utilized as a model compound for studying protein structure and function. Its unique properties enable scientists to investigate the interactions between amino acids and other biomolecules, contributing to a better understanding of biological processes.
Used in Drug Design:
Z-GLU-GLY-OH is employed as a component in the design of drugs targeting specific biological pathways. Its potential biological activities and pharmacological properties are being explored to develop new therapeutic agents for various diseases.
Used in Biochemistry Education:
In educational settings, Z-GLU-GLY-OH serves as a practical example for teaching the principles of peptide synthesis and the role of protecting groups in organic chemistry and biochemistry. This helps students grasp the concepts of drug development and protein structure analysis.

InChI:InChI=1/C15H18N2O7/c18-12(19)7-6-11(14(22)16-8-13(20)21)17-15(23)24-9-10-4-2-1-3-5-10/h1-5,11H,6-9H2,(H,16,22)(H,17,23)(H,18,19)(H,20,21)

Upstream product

• 15149-57-2 Z-L-Glu(OEt)-Gly-OEt 
• 4587-40-0 N-(N-benzyloxycarbonyl-α-L-glutamyl)-glycine ethyl ester 
• 908571-04-0 N-[N-(N-benzyloxycarbonyl-α-L-glutamyl)-glycyl]-glycine 
• 89714-94-3 acetic acid-[(25R)-5α-spirosta-7,9(11)-dien-3β-yl ester 
• 30960-05-5 (S)-4-(((benzyloxy)carbonyl)amino)-5-((2-(tert-butoxy)-2-oxoethyl)amino)-5-oxopentanoic acid 
• 5672-83-3 Z-L-GluOMe 
• 17219-65-7 glycine hydrobromide 
• 56-40-6 glycine 
• 1155-62-0 N-benzyloxycarbonyl-L-glutamic acid 
• 4124-76-9 N-(benzyloxycarbonyl)-L-glutamic acid anhydride 
• 4587-39-7 N-Benzyloxycarbonyl-α-L-glutamylglycin-ethylester-γ-phenylhydrazid 
• 25126-07-2 N-(benzyloxycarbonyl)-L-glutamic acid, α-phenyl ester 
• 133464-46-7 (S)-2-[((9H-fluoren-9-yl)methoxy)carbonylamino]-5-(allyloxy)-5-oxopentanoic acid 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 

Downstream Products

• 13716-89-7 Glu-Gly 
• 1155-62-0 N-benzyloxycarbonyl-L-glutamic acid 

Relevant articles and documents

Synthesis and Kinetic Characterisation of Water-Soluble Fluorogenic Acyl Donors for Transglutaminase 2

Small glutamate-containing peptides bearing coumarin derivatives as fluorescent leaving groups attached to the γ-carboxylic acid group of the Glu residue were synthesised and investigated with regard to their potential to act as substrates for transglutam

Acyl transfer from carboxylate, carbonate, and thiocarbonate esters to enzymatic and nonenzymatic thiolates

Transglutaminases (EC 2.3.2.13) (TGases) catalyze calcium-dependent acyl transfer reactions between peptide-bound glutamine residues as acyl donors and peptide-bound lysine residues as acyl acceptors, resulting in the formation of intermolecular ε-(γ-glutamyl)lysine crosslinks. The mechanistic details of its "ping-pong" transamidation reaction remain unknown. In particular, few studies have been published probing the nucleophilicity of TGase using acyl-donor substrates of varied electrophilicity. Herein we report the synthesis of activated esters of carbonates, carbamates, and thiocarbonates and their reactions with simple thiols, as a nonenzymatic point of reference, and with the catalytic cysteine residue of guinea pig liver TGase. Our kinetic results show that the simple substitution of a side chain methylene unit by oxygen or sulphur had a surprising effect on both substrate affinity and acylation reactivity. Furthermore, they provide unexpected insight into the importance of a side chain heteroatom for conferring affinity for tissue TGase as well as revealing an interesting class of irreversible inhibitors.

A novel synthesis of L-pyroglutamyl-glycyl-L-arginine-p-nitranilide hydrochloride

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