104486-69-3

Basic information

• Product Name: ARG-PRO-LYS-PRO-GLN-GLN-PHE-PHE-PRO-LEU-MET-NH2
• Synonyms: pro(9)-substance;[PRO9] SUBSTANCE P;RPKPQQFFPLM-NH2;[TYR9]-SUBSTANCE P;ARG-PRO-LYS-PRO-GLN-GLN-PHE-PHE-PRO-LEU-MET-NH2;substance P, Pro(9)-;9-L-PROLINE-SUBSTANCE P;H-Arg-Pro-Lys-Pro-Gln-Gln-Phe-Phe-Pro-Leu-Met-NH2
• CAS NO: 104486-69-3
• Molecular Formula: C66H102N18O13S
• Molecular Weight: 1387.69
• Product Categories: Peptide
• Mol File: 104486-69-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 147℃
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.43g/cm³
• Refractive Index: 1.669
• Storage Temp.: −20°C
• PKA: 13.31±0.20(Predicted)
• CAS DataBase Reference: ARG-PRO-LYS-PRO-GLN-GLN-PHE-PHE-PRO-LEU-MET-NH2(CAS DataBase Reference)
• NIST Chemistry Reference: ARG-PRO-LYS-PRO-GLN-GLN-PHE-PHE-PRO-LEU-MET-NH2(104486-69-3)
• EPA Substance Registry System: ARG-PRO-LYS-PRO-GLN-GLN-PHE-PHE-PRO-LEU-MET-NH2(104486-69-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 104486-69-3(Hazardous Substances Data)

Usage

General Description

The chemical compound "ARG-PRO-LYS-PRO-GLN-GLN-PHE-PHE-PRO-LEU-MET-NH2" is a peptide consisting of the amino acids arginine, proline, lysine, glutamine, phenylalanine, leucine, and methionine. This sequence of amino acids forms a polypeptide chain that terminates with an amide group. Peptides play various roles in the body, including serving as signaling molecules, hormones, and enzymes, and may have potential therapeutic applications. The specific sequence and combination of amino acids in this compound may confer certain biological activities and functions, serving as a potential target for pharmacological research and drug development.

InChI:InChI=1/C66H102N18O13S/c1-39(2)36-47(58(90)75-43(55(71)87)29-35-98-3)80-62(94)52-24-15-34-84(52)65(97)49(38-41-18-8-5-9-19-41)81-59(91)48(37-40-16-6-4-7-17-40)79-57(89)44(25-27-53(69)85)76-56(88)45(26-28-54(70)86)77-60(92)51-23-14-33-83(51)64(96)46(21-10-11-30-67)78-61(93)50-22-13-32-82(50)63(95)42(68)20-12-31-74-66(72)73/h4-9,16-19,39,42-52H,10-15,20-38,67-68H2,1-3H3,(H2,69,85)(H2,70,86)(H2,71,87)(H,75,90)(H,76,88)(H,77,92)(H,78,93)(H,79,89)(H,80,94)(H,81,91)(H4,72,73,74)/t42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-/m0/s1

Upstream product

• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 2488-15-5 N-tert-butoxycarbonyl-L-methionine 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 

Relevant articles and documents

Tachykinin NK-1 receptor probed with constrained analogues of substance P

The action of rotameric probes introduced either in position 7 or 8 in the sequence of substance P (SP) was investigated, i.e. L-tetrahydroisoquinoleic acid (Tic) L-fluorenylglycine (Flg), L-diphenylalanine (Dip), the diastereoisomers of L-1-indanylglycine (Ing) and L-benz[f]indanylglycine (Bfi), the Z- and E-isomers of dehydrophenylalanine and dehydronaphthylananine (Δ(Z)Phe, Δ(E)Phe, Δ(Z)Nal, Δ(E)Nal) and L-o,o'-dimethylphenylalanine (Dmp). The aim of this study was the topographical characterization of the binding subsites of human NK-1 receptor expressed in CHO cells, especially the S7 and 8, subsites, corresponding to residues Phe7 and Phe8 of substance P. According to the binding potencies of these substituted-SP analogues, the S7 binding subsite is smaller than the S8 subsite: the S7 subsite accepts only one aromatic nucleus, while the S8 can accommodate three coplanar nuclei altogether. These findings are compatible with the idea that the S8 binding subsite may reside in the extracellular loops of the hNK-1 receptor. NK-1 agonists bind to human NK-1 receptor and activate the production of both inositol phosphates and cyclic AMP. As already quoted for septide, [pGlu6, Pro9]]SP(6-11), discrepancies are observed between affinity (K(i)) and activity (EC50) values for IPs production. While a weak correlation between K(i) and EC50 values for IPs production could be found (r=0.70), an excellent correlation could be demonstrated between their affinities (K(i)) and their potencies (EC50) for cAMP production (r=0.97). The high potency (EC50) observed for 'septide-like' molecules on PI hydrolysis, compared to their affinity is not an artefact related to the high level of NK-1 receptors expressed on CHO cells since a good correlation was found between EC50 values obtained for PI hydrolysis and those measured for spasmogenic activity in guinea pig ileum bioassay (r=0.94).