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- Biphalin abstract "Biphalin is a dimeric enkephalin endogenous peptide (Tyr-D-Ala-Gly-Phe-NH)2 composed of two tetrapeptides derived from enkephalins, connected 'tail-to-tail' by a hydrazide bridge. The presence of two distinct pharmacophore confers of Biphalin highly affinity for both μ and δ opioid receptors (with a with an EC50 of about 1-5 nM for both μ and δ receptors), therefore it has analgesic activity.Biphalin presents a considerable antinociceptive profile. In fact, when administered intracerebroventricularly in mice, biphalin displays a potency almost 7-fold greater than that of the ultra-potent alkaloid agonist, etorphine and 7000-fold greater than morphine, and biphalin and morphine were found to be equipotent after intraperitoneal administration. The extraordinary in vivo potency showed by this compound is coupled with low side-effects, in particular to produce no dependency in chronic use. For these reasons, several efforts have been carried out in order to obtain more informations about structure-activity relationship (SAR). Results clarely indicates that at least for μ receptor binding the presence of two pharmacophores is not necessary; Tyr1 is indipensable for analgesic activity, while replacing Phe at the position 4 and 4' with non-aromatic, but lipophylic amino acids does not greatly change the binding proprieties and in general 4,4' positions are found to be important to design biphalin analogues with increased potency and modified μ/δ selectivity. The hydrazide linker is not fundamental for activity or binding, and it can be conveniently substituted by different conformationally constrained cycloaliphatic diamine linkers.".
- Biphalin atcPrefix "None".
- Biphalin casNumber "83916-01-2".
- Biphalin iupacName "(2S,2’S)-N,N’-[(2R,8S,13S,19R)-8,13-Dibenzyl-3,6,9,12,15,18-hexaoxo-4,7,10,11,14,17-hexaazaicosane-2,19-diyl]bis[2-amino-3-(4-hydroxyphenyl)propanamide]".
- Biphalin pubchem "5487663".
- Biphalin thumbnail Biphalin.svg?width=300.
- Biphalin wikiPageID "34096965".
- Biphalin wikiPageLength "6007".
- Biphalin wikiPageOutDegree "24".
- Biphalin wikiPageRevisionID "655949919".
- Biphalin wikiPageWikiLink Alkaloid.
- Biphalin wikiPageWikiLink Analgesic.
- Biphalin wikiPageWikiLink Antinociceptive.
- Biphalin wikiPageWikiLink Behavioral_addiction.
- Biphalin wikiPageWikiLink Binding.
- Biphalin wikiPageWikiLink Category:Analgesics.
- Biphalin wikiPageWikiLink Category:Dimers_(chemistry).
- Biphalin wikiPageWikiLink Category:Opioids.
- Biphalin wikiPageWikiLink Category:Peptides.
- Biphalin wikiPageWikiLink Delta_Opioid_receptor.
- Biphalin wikiPageWikiLink Dimer_(chemistry).
- Biphalin wikiPageWikiLink Enkephalin.
- Biphalin wikiPageWikiLink Enkephalins.
- Biphalin wikiPageWikiLink Etorphine.
- Biphalin wikiPageWikiLink Hydrazide.
- Biphalin wikiPageWikiLink Intraperitoneal.
- Biphalin wikiPageWikiLink Lipophilicity.
- Biphalin wikiPageWikiLink Morphine.
- Biphalin wikiPageWikiLink Nociception.
- Biphalin wikiPageWikiLink Peritoneum.
- Biphalin wikiPageWikiLink Phe.
- Biphalin wikiPageWikiLink Phenylalanine.
- Biphalin wikiPageWikiLink Structure–activity_relationship.
- Biphalin wikiPageWikiLink Tyrosine.
- Biphalin wikiPageWikiLink Δ-opioid_receptor.
- Biphalin wikiPageWikiLink Μ-opioid_receptor.
- Biphalin wikiPageWikiLinkText "Biphalin".
- Biphalin atcPrefix "None".
- Biphalin c "46".
- Biphalin casNumber "83916".
- Biphalin chemspiderid "4589475".
- Biphalin h "56".
- Biphalin hasPhotoCollection Biphalin.
- Biphalin inchi "1".
- Biphalin inchikey "DESSEGDLRYOPTJ-VRANXALZBD".
- Biphalin iupacName "-N,N’-[-8,13-Dibenzyl-3,6,9,12,15,18-hexaoxo-4,7,10,11,14,17-hexaazaicosane-2,19-diyl]bis[2-amino-3-propanamide]".
- Biphalin molecularWeight "908.998".
- Biphalin n "10".
- Biphalin o "10".
- Biphalin pubchem "5487663".
- Biphalin smiles "O=C[C@@H]Cc4ccccc4".
- Biphalin stdinchi "1".
- Biphalin stdinchikey "DESSEGDLRYOPTJ-VRANXALZSA-N".
- Biphalin wikiPageUsesTemplate Template:Drugbox.
- Biphalin wikiPageUsesTemplate Template:Opioid_peptides.
- Biphalin wikiPageUsesTemplate Template:Opioidergics.
- Biphalin wikiPageUsesTemplate Template:Reflist.
- Biphalin subject Category:Analgesics.
- Biphalin subject Category:Dimers_(chemistry).
- Biphalin subject Category:Opioids.
- Biphalin subject Category:Peptides.
- Biphalin hypernym Peptide.
- Biphalin type Article.
- Biphalin type Biomolecule.
- Biphalin type ChemicalCompound.
- Biphalin type ChemicalSubstance.
- Biphalin type Drug.
- Biphalin type Alkaloid.
- Biphalin type Analgesic.
- Biphalin type Article.
- Biphalin type Biomolecule.
- Biphalin type Drug.
- Biphalin type Opioid.
- Biphalin type Peptide.
- Biphalin type ChemicalObject.
- Biphalin type Thing.
- Biphalin type Q8386.
- Biphalin comment "Biphalin is a dimeric enkephalin endogenous peptide (Tyr-D-Ala-Gly-Phe-NH)2 composed of two tetrapeptides derived from enkephalins, connected 'tail-to-tail' by a hydrazide bridge. The presence of two distinct pharmacophore confers of Biphalin highly affinity for both μ and δ opioid receptors (with a with an EC50 of about 1-5 nM for both μ and δ receptors), therefore it has analgesic activity.Biphalin presents a considerable antinociceptive profile.".
- Biphalin label "Biphalin".
- Biphalin sameAs Bifalina.
- Biphalin sameAs m.0hr0jp3.
- Biphalin sameAs Bifalin.
- Biphalin sameAs Bifalin.
- Biphalin sameAs Q3639770.
- Biphalin sameAs Q3639770.
- Biphalin wasDerivedFrom Biphalin?oldid=655949919.
- Biphalin depiction Biphalin.svg.
- Biphalin isPrimaryTopicOf Biphalin.