BQ-123 (original) (raw)
BQ-123, also known as cyclo(-D-Trp-D-Asp-Pro-D-Val-Leu-), is a cyclic pentapeptide that was first isolated from a fermentation broth of Streptomyces misakiensis in 1991. NMR studies indicate that the polypeptide backbone consists of a type II beta turn and an inverse gamma turn. The side-chains adopt different orientations depending on the solvent used. The proline carbonyl oxygen atom located at the onset of a beta turn is a sodium ion binding site. It has a high affinity for sodium ions and can coordinate up to three of them. Studies have shown that BQ123 is effective in reversing Ischemia-induced acute renal failure, and it has been suggested that this might be because BQ123 increases reabsorption of sodium ions in the proximal tubule cells.
| Property | Value |
|---|---|
| dbo:abstract | BQ-123, also known as cyclo(-D-Trp-D-Asp-Pro-D-Val-Leu-), is a cyclic pentapeptide that was first isolated from a fermentation broth of Streptomyces misakiensis in 1991. NMR studies indicate that the polypeptide backbone consists of a type II beta turn and an inverse gamma turn. The side-chains adopt different orientations depending on the solvent used. The proline carbonyl oxygen atom located at the onset of a beta turn is a sodium ion binding site. It has a high affinity for sodium ions and can coordinate up to three of them. Studies have shown that BQ123 is effective in reversing Ischemia-induced acute renal failure, and it has been suggested that this might be because BQ123 increases reabsorption of sodium ions in the proximal tubule cells. BQ-123 is a selective ETA endothelin receptor antagonist. As such, it is used as a biochemical tool in the study of endothelin receptor function. BQ-123 works as an ET-1 antagonist by reversing already established contractions to ET-1. This indicates that BQ-123 can work as an antagonist to remove ET-1 from its receptor (ETA). (en) |
| dbo:alternativeName | Cyclo((D)-trp-(D)-asp-(L)-pro-(D)-val-(L)-leu) (en) |
| dbo:iupacName | 2-[(3R,6R,9S,12R,15S)-6-(1H-indol-3-ylmethyl)-9-(2-methylpropyl)-2,5,8,11,14-pentaoxo-12-propan-2-yl-1,4,7,10,13-pentazabicyclo[13.3.0]octadecan-3-yl]acetic acid (en) |
| dbo:thumbnail | wiki-commons:Special:FilePath/BQ-123_structure.svg?width=300 |
| dbo:wikiPageID | 25335781 (xsd:integer) |
| dbo:wikiPageLength | 9425 (xsd:nonNegativeInteger) |
| dbo:wikiPageRevisionID | 1096097359 (xsd:integer) |
| dbo:wikiPageWikiLink | dbc:Endothelin_receptor_antagonists dbr:Endothelin_receptor dbr:Endothelin_receptor_antagonist dbc:Heterocyclic_compounds_with_1_ring dbr:Streptomyces_misakiensis dbc:Cyclic_peptides dbc:Pentapeptides |
| dbp:imagefile | BQ-123 structure.svg (en) |
| dbp:iupacname | 2 (xsd:integer) |
| dbp:othernames | Cyclo (en) |
| dbp:verifiedfields | changed (en) |
| dbp:verifiedrevid | 393276085 (xsd:integer) |
| dbp:watchedfields | changed (en) |
| dbp:wikiPageUsesTemplate | dbt:Biochem-stub dbt:Chembox dbt:Chembox_Hazards dbt:Chembox_Identifiers dbt:Chembox_Properties dbt:Portal_bar dbt:Reflist dbt:Cascite dbt:Chemspidercite dbt:Ebicite dbt:Fdacite dbt:HPhrases dbt:PPhrases dbt:Stdinchicite |
| dcterms:subject | dbc:Endothelin_receptor_antagonists dbc:Heterocyclic_compounds_with_1_ring dbc:Cyclic_peptides dbc:Pentapeptides |
| gold:hypernym | dbr:Peptide |
| rdf:type | owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q11173 yago:Adversary109773245 yago:CausalAgent100007347 yago:LivingThing100004258 yago:Object100002684 yago:Organism100004475 yago:Person100007846 yago:PhysicalEntity100001930 yago:YagoLegalActor yago:YagoLegalActorGeo dbo:ChemicalCompound yago:Whole100003553 yago:WikicatEndothelinReceptorAntagonists umbel-rc:ChemicalSubstanceType |
| rdfs:comment | BQ-123, also known as cyclo(-D-Trp-D-Asp-Pro-D-Val-Leu-), is a cyclic pentapeptide that was first isolated from a fermentation broth of Streptomyces misakiensis in 1991. NMR studies indicate that the polypeptide backbone consists of a type II beta turn and an inverse gamma turn. The side-chains adopt different orientations depending on the solvent used. The proline carbonyl oxygen atom located at the onset of a beta turn is a sodium ion binding site. It has a high affinity for sodium ions and can coordinate up to three of them. Studies have shown that BQ123 is effective in reversing Ischemia-induced acute renal failure, and it has been suggested that this might be because BQ123 increases reabsorption of sodium ions in the proximal tubule cells. (en) |
| rdfs:label | BQ-123 (en) |
| owl:sameAs | freebase:BQ-123 yago-res:BQ-123 wikidata:BQ-123 dbpedia-fa:BQ-123 dbpedia-sh:BQ-123 dbpedia-sr:BQ-123 dbpedia-vi:BQ-123 https://global.dbpedia.org/id/4UrhL |
| prov:wasDerivedFrom | wikipedia-en:BQ-123?oldid=1096097359&ns=0 |
| foaf:depiction | wiki-commons:Special:FilePath/BQ-123_structure.svg |
| foaf:isPrimaryTopicOf | wikipedia-en:BQ-123 |
| is dbo:wikiPageDisambiguates of | dbr:BQ |
| is dbo:wikiPageRedirects of | dbr:BQ123 dbr:C31H42N6O7 dbr:BQ_123 |
| is dbo:wikiPageWikiLink of | dbr:BQ dbr:BQ123 dbr:Endothelin_receptor_antagonist dbr:List_of_compounds_with_carbon_numbers_30–39 dbr:C31H42N6O7 dbr:List_of_signaling_peptide/protein_receptor_modulators dbr:Signaling_peptide_receptor dbr:Solute_carrier_organic_anion_transporter_family_member_1B3 dbr:BQ_123 |
| is foaf:primaryTopic of | wikipedia-en:BQ-123 |
