60283-51-4

Basic information

• Product Name: (MET(O)5)-ENKEPHALIN
• Synonyms: TYR-GLY-GLY-PHE-MET(O);(MET(O)5)-ENKEPHALIN;H-TYR-GLY-GLY-PHE-MET(O)-OH;enkephalin-Met, sulfoxide-
• CAS NO: 60283-51-4
• Molecular Formula: C₂₇H₃₅N₅O₈S
• Molecular Weight: 589.66
• Mol File: 60283-51-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 1131.6°C at 760 mmHg
• Flash Point: 638.2°C
• Appearance: /
• Density: 1.375g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.62
• Storage Temp.: -15°C
• PKA: 3.15±0.10(Predicted)
• CAS DataBase Reference: (MET(O)5)-ENKEPHALIN(CAS DataBase Reference)
• NIST Chemistry Reference: (MET(O)5)-ENKEPHALIN(60283-51-4)
• EPA Substance Registry System: (MET(O)5)-ENKEPHALIN(60283-51-4)

Safety Data

• Hazardous Substances Data: 60283-51-4(Hazardous Substances Data)

Usage

General Description

(MET(O)5)-ENKEPHALIN is a naturally occurring peptide that acts as a neurotransmitter in the central nervous system. It is a pentapeptide, consisting of five amino acids, and is a member of the endorphin family. (MET(O)5)-ENKEPHALIN is known for its analgesic and anti-nociceptive properties, meaning it can help alleviate pain and reduce the sensation of pain in the body. It primarily works by binding to opioid receptors in the brain, spinal cord, and other parts of the body, leading to the reduction of pain signals and the release of feel-good hormones. Due to its potential therapeutic benefits, (MET(O)5)-ENKEPHALIN is the subject of ongoing research for the treatment of pain disorders and other neurological conditions.

InChI:InChI=1/C27H35N5O8S/c1-41(40)12-11-21(27(38)39)32-26(37)22(14-17-5-3-2-4-6-17)31-24(35)16-29-23(34)15-30-25(36)20(28)13-18-7-9-19(33)10-8-18/h2-10,20-22,33H,11-16,28H2,1H3,(H,29,34)(H,30,36)(H,31,35)(H,32,37)(H,38,39)/t20-,21-,22-,41?/m0/s1

Upstream product

• 58569-55-4 met-enkephalin 

Downstream Products

• 58569-55-4 met-enkephalin 

Relevant articles and documents

Pharmaceutical Excipients Enhance Iron-Dependent Photo-Degradation in Pharmaceutical Buffers by near UV and Visible Light: Tyrosine Modification by Reactions of the Antioxidant Methionine in Citrate Buffer

Purpose: To evaluate the effect of excipients, including sugars and amino acids, on photo-degradation reactions in pharmaceutical buffers induced by near UV and visible light. Methods: Solutions of citrate or acetate buffers, containing 1 or 50?μM Fe3+, the model peptides methionine enkephalin (MEn), leucine enkephalin (LEn) or proctolin peptide (ProP), in the presence of commonly used amino acids or sugars, were photo-irradiated with near UV or visible light. The oxidation products were analyzed by reverse-phase HPLC and HPLC-MS/MS. Results: The sugars mannitol, sucrose and trehalose, and the amino acids Arg, Lys, and His significantly promote the oxidation of peptide Met to peptide Met sulfoxide. These excipients do not increase the yields of hydrogen peroxide, suggesting that other oxidants such as peroxyl radicals are responsible for the oxidation of peptide Met. The addition of free Met reduces the oxidation of peptide Met, but, in citrate buffer, causes the addition of Met oxidation products to Tyr residues of the target peptides. Conclusions: Commonly used excipients enhance the light-induced oxidation of amino acids in model peptides.

Reduction of methionine sulfoxide with NH4I/TFA: Compatibility with peptides containing cysteine and aromatic amino acids

The reduction of methionine sulfoxide with ammonium iodide in trifluoroacetic acid has been studied in peptides containing cysteine, histidine, tyrosine or tryptophan residues. While histidine and tyrosine have proved to be stable under the experimental conditions, cysteine is oxidized to cystine and tryptophan dimerizes to form 2-indolylindolenine derivatives. The use of methyl sulfide to increase the reduction rate minimizes the problem and protection of indole ring with the formyl group avoids the side reaction for this amino acid.