78553-40-9

Upstream product

• 40290-65-1 hydrochloride of methyl ester of L-phenylalanyl-L-methionine 
• 40290-63-9 Methyl ester of N-t-butyloxycarbonyl-L-phenylalanyl-L-methionine 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 62056-93-3 N_α-diphenylphosphinoylphenylalanine 
• 22248-60-8 L-phenylalanyl-L-methionine methyl ester 
• 2491-18-1 (S)-methyl 2-amino-4-(methylthio)butanoate hydrochloride 
• 148715-92-8 N-(diphenylphosphinoyl)glycylphenylalanylmethionine methyl ester 
• 148715-91-7 N-(diphenylphosphinoyl)phenylalanylmethionine methyl ester 

Downstream Products

• 70035-45-9 N-tert-Butyloxycarbonyl-glycyl-glycyl-L-phenylalanyl-L-methionin-methylester 
• 148715-93-9 N-(diphenylphosphinoyl)glycylglycylphenylalanylmethionine methyl ester 
• 71921-23-8 Boc-Tyr(tert.-Bu)-Gly-Gly-Phe-Met-OMe 
• 62530-43-2 Boc-Tyr(tert.-Bu)-Gly-Gly-Phe-Met 
• 148715-94-0 N-(diphenylphosphinoyl)tyrosylglycylglycylphenylalanylmethionine methyl ester 
• 148715-90-6 N-(diphenylphosphinoyl)tyrosylglycylglycylphenylalanylmethionine 
• 70035-46-0 hydrochloride of methyl ester of glycylglycyl-L-phenylalanyl-L-methionine 
• 58569-55-4 met-enkephalin 

Relevant academic research and scientific papers

Phosphorus-based Reagents in Peptide Synthesis: Synthesis of Methionine-Enkephalin and the Solution Conformation of its N-Diphenylphosphinoyl Derivative

Met5enkephalin 1 was synthesized by solution phase synthesis using the diphenylphosphinoyl (Dpp) group for α-amino group protection and diphenylphosphinoyl-carboxylic acid mixed anhydrides for carboxylate activation.These reagents proved to be compatible with both tyrosine and methionine side chain functionalities.A (1)H NMR study of the solution conformation of the N-terminal-protected pentapeptide DppMe5enkephalin 2 in dimethyl sulfoxide suggests that the peptide backbone of this derivative adopts a major conformation possessing a type I' β-bend between residues Gly2-Gyl3 with the side chains of the Tyr1 and Phe4 lying on the same side of the plane of the bend.The predominant conformation of the Phe4 and Met5 side chains appear to be tg+.

A Convenient Synthesis of Met-enkephalin Using 1-β-Naphthalenesulphonyloxybenzotriazole for Peptide Bond Formation

A convenient procedure for the synthesis of Met-enkephalin involving the use of 1-β-naphthalenesulphonyloxybenzotriazole as the peptide coupling reagent is described.Boc group is employed for the protection of α-NH2 functions of amino acids and its cleavage from the intermediate peptides is brought about by HCOOH in the presence of C6H5-OCH3 and SH-(CH2)2-SH without the formation of side products.The resulting formates are converted to the corresponding hydrochlorides prior to their coupling with the carboxy component.All the intermediate peptides have been obtained in high yields.