Endomorphin-2
Endomorphin-2 structure
|
Common Name | Endomorphin-2 | ||
|---|---|---|---|---|
| CAS Number | 141801-26-5 | Molecular Weight | 571.66700 | |
| Density | 1.292g/cm3 | Boiling Point | 972.4ºC at 760mmHg | |
| Molecular Formula | C32H37N5O5 | Melting Point | 130-131℃ | |
| MSDS | Chinese USA | Flash Point | 541.9ºC | |
|
Design, synthesis, pharmacological evaluation, and structure-activity study of novel endomorphin analogues with multiple structural modifications.
J. Med. Chem. 54 , 1462-72, (2011) This study reports on new proteolytically stable, pharmacologically active endomorphin analogues, incorporating Dmt(1), Achc(2), pFPhe(4), or βMePhe(4) unnatural amino acids. Consistent with earlier results, it was found that the analogues carrying Dmt(1) and... |
|
|
Discovery of dipeptides with high affinity to the specific binding site for substance P1-7.
J. Med. Chem. 53 , 2383-9, (2010) Substance P 1-7 (SP(1-7), H-Arg-Pro-Lys-Pro-Gln-Gln-Phe-OH) is the major bioactive metabolite of substance P. The interest in this heptapeptide originates from the observation that it modulates, and in certain cases opposes the effects of the parent peptide, ... |
|
|
Comparison of the in vitro apparent permeability and stability of opioid mimetic compounds with that of the native peptide.
Bioorg. Med. Chem. Lett. 17 , 2043-6, (2007) Three dimethyl-L-tyrosine (Dmt) based peptide analogues were identified in a previous study as excellent agonists for the mu-opioid receptor showing very low K(i) values and good in vivo antinociceptive activity upon intracerebroventricular administration to ... |
|
|
Synthesis and activity of endomorphin-2 and morphiceptin analogues with proline surrogates in position 2.
Eur. J. Med. Chem. 45 , 4594-600, (2010) The opioid agonists endomorphins (Tyr-Pro-Trp-Phe-NH(2); EM1 and Tyr-Pro-Phe-Phe-NH(2); EM2) and morphiceptin (Tyr-Pro-Phe-Pro-NH(2)) exhibit an extremely high selectivity for mu-opioid receptor. Here a series of novel EM2 and morphiceptin analogues containin... |
|
|
Effect of lysine at C-terminus of the Dmt-Tic opioid pharmacophore.
J. Med. Chem. 49 , 5610-7, (2006) Substitution of Gly with side-chain-protected or unprotected Lys in lead compounds containing the opioid pharmacophore Dmt-Tic [H-Dmt-Tic-Gly-NH-CH(2)-Ph, mu agonist/delta antagonist; H-Dmt-Tic-Gly-NH-Ph, mu agonist/delta agonist; and H-Dmt-Tic-NH-CH(2)-Bid, ... |
|
|
Effect of 2',6'-dimethyl-L-tyrosine (Dmt) on pharmacological activity of cyclic endomorphin-2 and morphiceptin analogs.
Bioorg. Med. Chem. 19 , 6977-81, (2011) This study reports the synthesis and biological evaluation of a series of new side-chain-to-side-chain cyclized endomorphin-2 (EM-2) and morphiceptin analogs of a general structure Tyr-c(Xaa-Phe-Phe-Yaa)NH(2) or Tyr-c(Xaa-Phe-D-Pro-Yaa)NH(2), respectively, wh... |
|
|
Biological activity of endomorphin and [Dmt1]endomorphin analogs with six-membered proline surrogates in position 2.
Bioorg. Med. Chem. 17 , 3789-94, (2009) Endogenous mu-opioid receptor (MOR) selective peptides, endomorphin-1 (EM-1) and endomorphin-2 (EM-2), unlike so called 'typical opioids', are characterized by the presence of Pro(2) residue, which is a spacer connecting aromatic pharmacophoric residues. In o... |
|
|
Bifunctional [2',6'-dimethyl-L-tyrosine1]endomorphin-2 analogues substituted at position 3 with alkylated phenylalanine derivatives yield potent mixed mu-agonist/delta-antagonist and dual mu-agonist/delta-agonist opioid ligands.
J. Med. Chem. 50 , 2753-66, (2007) Endomorphin-2 (H-Tyr-Pro-Phe-Phe-NH2) and [Dmt1]EM-2 (Dmt = 2',6'-dimethyl-l-tyrosine) analogues, containing alkylated Phe3 derivatives, 2'-monomethyl (2, 2'), 3',5'- and 2',6'-dimethyl (3, 3', and 4', respectively), 2',4',6'-trimethyl (6, 6'), 2'-ethyl-6'-me... |
|
|
Structure-activity study of endomorphin-2 analogs with C-terminal modifications by NMR spectroscopy and molecular modeling.
Bioorg. Med. Chem. 16 , 6415-22, (2008) Endomorphin-2 (EM-2) is a putative endogenous mu-opioid receptor ligand. To get insight into the important role of C-terminal amide group of EM-2, we investigated herein a series of EM-2 analogs by substitution of the C-terminal amide group with -NHNH(2), -NH... |
|
|
Synthesis and evaluation of new endomorphin analogues modified at the Pro(2) residue.
Bioorg. Med. Chem. Lett. 19 , 4115-8, (2009) Six new endomorphin analogues, incorporating constrained amino acids in place of native proline have been synthesized. Residues of (S)-azetidine-2-carboxylic acid (Aze), 3,4-dehydro-(S)-proline (Delta(3)Pro), azetidine-3-carboxylic acid (3Aze) and dehydro-ala... |