13139-55-4

Basic information

• Product Name: Z-MET-GLY-OH
• Synonyms: Z-L-METHIONYL GLYCINE;Z-MET-GLY-OH
• CAS NO: 13139-55-4
• Molecular Formula: C₁₅H₂₀N₂O₅S
• Molecular Weight: 340.39
• Mol File: 13139-55-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 646.5°C at 760 mmHg
• Flash Point: 344.8°C
• Appearance: /
• Density: 1.284g/cm³
• Vapor Pressure: 1.35E-17mmHg at 25°C
• Refractive Index: 1.568
• Storage Temp.: -15°C
• CAS DataBase Reference: Z-MET-GLY-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-MET-GLY-OH(13139-55-4)
• EPA Substance Registry System: Z-MET-GLY-OH(13139-55-4)

Safety Data

• Hazardous Substances Data: 13139-55-4(Hazardous Substances Data)

Usage

General Description

"Z-MET-GLY-OH" is a chemical compound with the molecular formula C9H9NO5S. It consists of a Z-protected amino acid, specifically Z-methionine (Z-Met), and a glycine derivative (Gly-OH). The compound is commonly used in peptide synthesis and as a building block for the creation of larger, biologically active molecules. Z-MET-GLY-OH can be utilized in the production of pharmaceuticals, agrochemicals, and materials science applications. Its structure and properties make it an essential component in the development of diverse chemical and biological compounds.

InChI:InChI=1/C15H20N2O5S/c1-23-8-7-12(14(20)16-9-13(18)19)17-15(21)22-10-11-5-3-2-4-6-11/h2-6,12H,7-10H2,1H3,(H,16,20)(H,17,21)(H,18,19)

Upstream product

• 19519-01-8 N-(benzyloxycarbonyl)-L-methionylglycine methyl ester 
• 501-53-1 benzyl chloroformate 
• 1152-62-1 Cbz-Met-OH 
• 56-40-6 glycine 
• 144889-36-1 Z-Met-Gly-O^tBu 
• 3561-51-1 benzyl (S)-(1-hydrazinyl-4-(methylthio)-1-oxobutan-2-yl)carbamate 
• 27482-82-2 N-benzyloxycarbonyl-L-methionylglycine ethyl ester 

Downstream Products

• 14486-03-4 N-L-methionyl-glycine 

Relevant articles and documents

Engineered Substrate for Cyclooxygenase-2: A Pentapeptide Isoconformational to Arachidonic Acid for Managing Inflammation

Beyond the conventional mode of working of anti-inflammatory agents through enzyme inhibition, herein, COX-2 was provided with an alternate substrate. A proline-centered pentapeptide isoconformational to arachidonic acid, which exhibited appreciable selectivity for COX-2, overcoming acetic acid- and formalin-induced pain in rats to almost 80%, was treated as a substrate by the enzyme. Remarkably, COX-2 metabolized the pentapeptide into small fragments consisting mainly of di- and tripeptides that ensured the safe breakdown of the peptide under in vivo conditions. The kinetic parameter Kcat/Km for COX-2-mediated metabolism of the peptide (6.3 × 105 M-1 s-1) was quite similar to 9.5 × 105 M-1 s-1 for arachidonic acid. Evidenced by the molecular dynamic studies and the use of Y385F COX-2, it was observed that the breakage of the pentapeptide has probably been taken place through H-bond activation of the peptide bond by the side chains of Y385 and S530.

Improved efficiency and selectivity in peptide synthesis: Use of triethylsilane as a carbocation scavenger in deprotection of t-butyl esters and t-butoxycarbonyl-protected sites

The use of triethylsilane as a carbocation scavenger in the presence of trifluoroacetic acid in dichloromethane leads to increased yields, decreased reaction times, simple work-up and improved selectivity for the deprotection of t-butyl ester and t-butoxycarbonyl sites in protected amino-acids and peptides in the presence of other acid-sensitive protecting groups such as the benzyloxycarbonyl, 9-fluorenylmethoxycarbonyl, O- and S-benzyl and t-butylthio groups.