61543-56-4

Upstream product

• 63-68-3 L-methionine 
• 7535-56-0 p-nitrophenylester of N-tert-butoxycarbonylphenylalanine 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 59-51-8 DL-methionine 
• 77-92-9 citric acid 
• 63-68-3 L-methionine 
• 50903-54-3 N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanine pentafluorophenyl ester 
• 40290-63-9 Methyl ester of N-t-butyloxycarbonyl-L-phenylalanyl-L-methionine 
• 3674-06-4 Boc-Phe-ONSu 

Downstream Products

• 84969-32-4 Boc-Phe-Met-Gly-Gly-OMe 
• 84969-48-2 6-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methylsulfanyl-butyrylamino]-hexanoic acid methyl ester 
• 126369-85-5 (N-tert-butyloxycarbonyl-L-phenylalanyl-L-methionine)-O-pentachlorophenyl ester 
• 62530-45-4 (S)-2-((S)-2-Amino-3-phenyl-propionylamino)-4-methylsulfanyl-butyric acid; hydrochloride 
• 1639120-82-3 Boc-Phe-Met-Gly-OMe 
• 1639120-83-4 Boc-Phe-Met-Leu-OMe 
• 1639120-92-5 Boc-Phe-D-Met-Leu-OMe 
• 1639120-84-5 Boc-Phe-Met-Val-OMe 
• 1639120-93-6 Boc-Phe-D-Met-Val-OMe 
• 1639120-85-6 Boc-Phe-Met-Leu-Leu-OMe 
• 1639120-86-7 Boc-Phe-Met-Leu-Ala-OMe 
• 1639120-87-8 Boc-Phe-Met-Val-Leu-OMe 
• 1639120-88-9 Boc-Phe-Met-Ala-Leu-OMe 
• 40290-83-3 Boc-Phe-Met-Ala-OMe 

Relevant academic research and scientific papers

A one-pot saponification-coupling sequence suitable for C-terminus peptide elongation using lithium carboxylates

An efficient procedure has been developed for the saponification of common peptide esters, followed by straightforward coupling of the lithium carboxylate. Adding some water to the reaction medium gave faster saponification and did not interfere with the coupling reagent. As peptide chemistry constitutes a major application of the amidation reaction, amino acid substrates were chosen for this study, monitoring both yields and epimerization of the peptides obtained. Georg Thieme Verlag Stuttgart New York.

Synthesis and biological activity of branched enkephalin analogues

The synthesis and biological activity of a new type of enkephalin analogs are reported. A series of branched pentapeptides of the enkephalin sequence with replacement of 2-glycine by D-ornithine and branching of the peptide chain in position 2 by attachment of proline, leucine, asparagine or methionine residues to the 8-amino group of D-ornithine were synthesized by classical solution methodology. Analgesic activity of the new analogs was assayed by the 'tail pinch' method following intracisternal and intravenous administrations to mice. They showed higher analgesic potency and longer duration of action as compared to linear and cyclic pentapeptides with the same amino acid composition. The activity determined in the GPI and MVD bioassays, and in a binding assay, revealed the preference of the branched analogs for the μ-type of opioid receptor over the δ-type. These results raise the possibility to synthesize enkephalin analogs with high analgesic potency and opiate receptor selectivity by varying the chemical character and length of the side chain in the 2-position.

Selective detachment of Boc-protected amino acids and peptides from Merrifield, PAM and Wang resins by trimethyltin hydroxide

We describe the development of a new non-acidolytic and non- nucleophilic method for the selective cleavage by trimethyltin hydroxide of amino acids and dipeptides at benzyl ester links attached to resins commonly used in peptide synthesis.

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.

Design and Synthesis of Enkephalin Analogues: Part II - Synthesis of 2, Met5>-Enkephalin Alkylamides Having Morphinomimetic Activity

Alkylamides of 2, Met5>-enkephalin have been synthesized by two different routes.The first method consists of the sequential peptidation of Phe-Met-ONBzl by 2,4,5-trichlorophenyl esters of Boc-Gly, Boc-D-Ala and Boc-Tyr to get

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.