14486-03-4

Basic information

• Product Name: H-MET-GLY-OH
• Synonyms: L-METHIONYLGLYCINE;L-MET-GLY;MET-GLY;H-MET-GLY-OH;N-L-methionylglycine;methionylglycine;L-Met-Gly-OH;Met-Gly-OH
• CAS NO: 14486-03-4
• Molecular Formula: C₇H₁₄N₂O₃S
• Molecular Weight: 206.26
• EINECS: 238-487-9
• Product Categories: Amino Acid Derivatives;Dipeptides;Dipeptides and Tripeptides;Peptides
• Mol File: 14486-03-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 212 °C
• Boiling Point: 487.4 ºC at 760 mmHg
• Flash Point: 248.6 ºC
• Appearance: White to off white powder
• Density: 1.267
• Vapor Pressure: 7.78E-11mmHg at 25°C
• Refractive Index: 1.541
• Storage Temp.: −20°C
• PKA: 3.09±0.10(Predicted)
• Water Solubility: almost transparency
• CAS DataBase Reference: H-MET-GLY-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-MET-GLY-OH(14486-03-4)
• EPA Substance Registry System: H-MET-GLY-OH(14486-03-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 14486-03-4(Hazardous Substances Data)

Usage

Definition

ChEBI: A dipeptide formed from L-methionine and glycine residues.

InChI:InChI=1/C7H14N2O3S/c1-13-3-2-5(8)7(12)9-4-6(10)11/h5H,2-4,8H2,1H3,(H,9,12)(H,10,11)/t5-/m0/s1

Upstream product

• 3317-61-1 5,5-Dimethyl-1-pyrroline N-oxide 
• 3561-51-1 benzyl (S)-(1-hydrazinyl-4-(methylthio)-1-oxobutan-2-yl)carbamate 
• 27482-82-2 N-benzyloxycarbonyl-L-methionylglycine ethyl ester 
• 3845-64-5 tertbutoxycarbonyl-L-methionine N-hydroxysuccinimide ester 
• 2488-15-5 N-tert-butoxycarbonyl-L-methionine 
• 63-68-3 L-methionine 
• 23446-03-9 2-((2S)-2-((tert-butoxycarbonyl)amino)-4-(methylthio)butanamido)acetic acid 
• 13139-55-4 Z-Met-Gly-OH 

Downstream Products

• 3226-65-1 methionine S-oxide 
• 124-38-9 carbon dioxide 
• 128884-32-2 4-carboxybenzophenone radical 
• 79802-46-3 benzophenone-4-carboxylic acid radical anion 

Relevant articles and documents

Phenylhydrazide as an enzyme-labile protecting group in peptide synthesis

The enzymatic cleavage of amino acid phenylhydrazides with the enzyme tyrosinase (EC 1.14.18.1) offers a new, mild, and selective method for C-terminal deprotection of peptides. The advantages of the described methodology are the very mild oxidative removal of the protecting group at room temperature and pH 7, a high chemo- and regioselectivity, and the availability of the biocatalyst. Even in oxygen-saturated solution, the oxidation of sensitive methionine residues was not observed. These features make the methodology suitable for the synthesis of sensitive peptide conjugates. Mechanistic data suggest that the hydrolysis of the oxidized adducts proceeds by a free-radical mechanism.

FORMATION CONSTANTS OF SILVER(I) COMPLEXES OF SOME SULPHUR-CONTAINING DIPEPTIDES AND VALYLVALINE

Formation constants at 25 deg C and l = 0.10 mol dm-3 (KNO3) have been determined for the complexes of AgI with a range of nine dipeptides which incorporate side-chains containing one (glycylmethionine and methionylglycine) or two sulphur donor atoms.In the latter case dipeptides formed from amino acids of the same and of different chiralities were studied (e.g.L-methionyl-L-methionine and L-methionyl-D-methionine).The results are compared with those for valylvaline.Values for the formation constants are interpreted in terms of the preferred conformations of the dipeptides, and the tendency for AgI to bond to S-donor atoms or to adopt linear co-ordination through the formation of dimeric complexes.