78314-58-6

Upstream product

• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 53734-02-4 H-Lys(Z)-Pro-OMe 
• 84890-94-8 (S)-2-Isobutoxycarbonyloxycarbonyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 108456-08-2 H-Lys(Z)-Pro-OMe*TFA 
• 2389-45-9 Boc-Lys(Z)-OH 
• 1155-64-2 N₆-[(benzyloxy)carbonyl]-L-lysine 
• 84890-96-0 C₂₄H₃₆N₂O₈ 
• 53195-68-9 N^α-BOC-N^ε-Z-Lys-Pro-OMe 
• 28310-65-8 N-tert-butyloxycarbonyl-proline p-nitrophenyl ester 
• 2389-46-0 N-α-tert-butyloxycarbonyl-N-ε-benzyloxycarbonyl-lysine p-nitrophenyl ester 
• 56-87-1 L-lysine 

Downstream Products

• 78314-59-7 Z₃Arg-Pro-Lys(Z)-Pro-OMe 
• 78314-62-2 Z₃-Arg-Pro-Lys(Z)-Pro-OH 

Relevant academic research and scientific papers

Synthesis of new substance P analogues releasing histamine from rat peritoneal mast cells

New analogues of the N-terminal fragment of substance P [Arg-Pro-Lys-Pro, SP(1-4)] were synthesized and their activities on histamine release from rat peritoneal mast cells were compared. The potency of these compounds decreases in the following order (in abbreviation): SP(1-4)C12 > C'12-SP(1-4)-OCH3 > C'12-SP(1-4)-OH, H-Lys-Pro-C12 and SP. Benzalkonium chloride, a competitive antagonist of peptide-induced histamine release from rat mast cells, inhibits the effect of SP and SP analogues with IC50 in the range of micromolar concentrations. SP(1-4)-C12 and C'12-SP(1-4)-OCH3 have been found to be 10-fold more active than SP on the GTPase activity of purified G proteins (G(o)/G(i)). The lack of clear structural relationships for agonist activities supports a receptor-less mechanism for histamine release by SP and its analogs. This effect could be elicited by a direct stimulation of G proteins.

INVESTIGATION ON PEPTIDE SYNTHESIS BY FRAGMENT CONDENSATION. PART I. SYNTHESIS OF C1 - C4 FRAGMENT OF SUBSTANCE P IN SOLUTION AND BY THE SOLID PHASE METHOD

The synthesis of protected tetrapeptide Z3-Arg-Pro-Lys(Z)-Pro-OH corresponding to C1 - C4 fragment of substance P in solution and by the solid phase method has been elaborated.