59481-77-5

Basic information

• Product Name: BOC-MET-ENKEPHALIN
• Synonyms: BOC-TYR-GLY-GLY-PHE-MET;BOC-TYR-GLY-GLY-PHE-MET-OH;BOC-MET-ENKEPHALIN;N-ALPHA-T-BOC-[MET5]-ENKEPHALIN;N-ALPHA-T-BOC-L-TYR-GLY-GLY-PHE-MET
• CAS NO: 59481-77-5
• Molecular Formula: C₃₂H₄₃N₅O₉S
• Molecular Weight: 673.78
• Mol File: 59481-77-5.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: -15°C
• CAS DataBase Reference: BOC-MET-ENKEPHALIN(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-MET-ENKEPHALIN(59481-77-5)
• EPA Substance Registry System: BOC-MET-ENKEPHALIN(59481-77-5)

Safety Data

• Hazardous Substances Data: 59481-77-5(Hazardous Substances Data)

Usage

General Description

BOC-MET-ENKEPHALIN is a chemical compound derived from the naturally occurring enkephalin peptide that acts as an opioid neurotransmitter in the central nervous system. It is a synthetic analog of the endogenous opioid neuropeptide, Met-enkephalin, which binds to the mu opioid receptors in the brain and spinal cord to produce analgesic and euphoric effects. BOC-MET-ENKEPHALIN has been widely studied for its potential use in the treatment of pain, addiction, and mood disorders, and has shown promise in preclinical and clinical trials for its ability to modulate pain perception and reduce addictive behaviors. BOC-MET-ENKEPHALIN is also being investigated for its potential as a therapeutic agent for various neurological and psychiatric disorders.

Upstream product

• 134532-09-5 BocTyr(2-BrZ)GlyGlyPheMetOH 
• 58569-55-4 met-enkephalin 
• 41840-28-2 S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine 
• 7535-56-0 p-nitrophenylester of N-tert-butoxycarbonylphenylalanine 
• 63-68-3 L-methionine 
• 68800-26-0 N-tert-butoxycarbonylglycylglycylphenylalanylmethionine 
• 62530-45-4 (S)-2-((S)-2-Amino-3-phenyl-propionylamino)-4-methylsulfanyl-butyric acid; hydrochloride 
• 61543-56-4 boc-Phe-Met-OH 
• 47689-67-8 (S)-3-[4-(2-Bromo-benzyloxycarbonyloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 2488-15-5 N-tert-butoxycarbonyl-L-methionine 
• 70035-46-0 hydrochloride of methyl ester of glycylglycyl-L-phenylalanyl-L-methionine 
• 67729-36-6 Boc-Phe-O-COO-isoBu 
• 70035-45-9 N-tert-Butyloxycarbonyl-glycyl-glycyl-L-phenylalanyl-L-methionin-methylester 

Downstream Products

• 58569-55-4 met-enkephalin 

Relevant articles and documents

Convenient high yielding gram scale solution synthesis of methionine-enkephalin

A simple, large-scale synthesis of a cytokine, methionine-enkephalin, Tyr-Gly-Gly-Phe-Met, has been elaborated. Classical solution peptide chemistry methods without protection of amino acid side-chain functions and l+(2+2) segment condensation were used. A nine-step synthesis from commercial amino acid derivatives was developed with yields ranging from 86% to 99%, averaging 92%. The purity of all intermediates was found to be 99.0-100% by HPLC. The process has been used to prepare greater than 150 g quantities of the pentapeptide as a monohydrate of 100% purity. Hydantoin formation was observed during saponification of Boc-TyrGly-Gly-Phe-Met-OMe and minimised.

SYNTHESIS OF ENKEPHALINS BY THE METHOD OF POLYMERIC ACTIVATED ESTERS BASED ON 4-HYDROXY-3-NITROBENZOPHENONE

Leucine- and methionine-enkephalins have been synthesized by the successive growth of the peptide chain from the C-end by the method of polymeric activated esters based on 4-hydroxy-3-nitrobenzophenone with yields of 90 and 70percent, respectively, calculated on the initial C-terminal amino acid.Polystyrene with 2percent of divinylbenzene was used as the polymeric matrix.Using the synthesis of methionine-enkephalin as an example, the possibility has been shown of using polymeric activated esters for the synthesis of peptides with a free carboxy group.

Polypeptide and its production and use

Novel polypeptide of the formula: H-Tyr-Gly-Gly-Phe-Met-Lys-Pro-Tyr-Thr-Lys-Gln-Ser-His-Lys-Pro-Leu-Ile-Thr-Leu-Leu-Lys-His-Ile-Thr-Leu-Lys-Asn-Glu-Gln-OH is useful as an analgesic agent. Methods of its preparation are also disclosed.