FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W1966331330> ?p ?o ?g. }

• W1966331330 endingPage "493" @default.
• W1966331330 startingPage "485" @default.
• W1966331330 abstract "Peptidyl derivatives of diphenyl (alpha-aminoalkyl)phosphonates have been synthesized and are effective and specific inhibitors of serine proteases at low concentrations. Z-PheP(OPh)2 irreversibly reacts with chymotrypsin (kobsd/[I] = 1200 M-1 s-1) and does not react with two elastases. The best inhibitor for most chymotrypsin-like enzymes including bovine chymotrypsin, cathepsin G, and rat mast cell protease II is the tripeptide Suc-Val-Pro-PheP(OPh)2 which corresponds to the sequence of an excellent p-nitroanilide substrate for several chymases. The valine derivative Z-ValP(OPh)2 is specific for elastases and reacts with human leukocyte elastase (HLE, 280 M-1 s-1) but not with chymotrypsin. The tripeptide Boc-Val-Pro-ValP(OPh)2, which has a sequence found in a good trifluoromethyl ketone inhibitor of HLE, is the best inhibitor for HLE (kobsd/[I] = 27,000 M-1 s-1) and porcine pancreatic elastase (PPE, kobsd/[I] = 11,000 M-1 s-1). The rates of inactivation of chymotrypsin by MeO-Suc-Ala-Ala-Pro-PheP(OPh)2 and PPE and HLE by MeO-Suc-Ala-Ala-Pro-ValP(OPh)2 were decreased 2-5-fold in the presence of the corresponding substrate, which demonstrates active site involvement. Only one of two diastereomers of Suc-Val-Pro-PheP(OPh)2 reacts with chymotrypsin (146,000 M-1 s-1), and the enzyme-inhibitor complex had one broad signal at 25.98 ppm in the 31P NMR spectrum corresponding to the Ser-195 phosphonate ester. Phosphonylated serine proteases are extremely stable since the half-time for reactivation was greater than 48 h for the inhibited elastases and 7.5-26 h for chymotrypsin.(ABSTRACT TRUNCATED AT 250 WORDS)" @default.
• W1966331330 created "2016-06-24" @default.
• W1966331330 creator A5015489808 @default.
• W1966331330 creator A5059635297 @default.
• W1966331330 date "1991-01-15" @default.
• W1966331330 modified "2023-09-26" @default.
• W1966331330 title "Irreversible inhibition of serine proteases by peptide derivatives of (.alpha.-aminoalkyl)phosphonate diphenyl esters" @default.
• W1966331330 cites W1535477876 @default.
• W1966331330 cites W1578057712 @default.
• W1966331330 cites W1968504271 @default.
• W1966331330 cites W1972042330 @default.
• W1966331330 cites W1978521007 @default.
• W1966331330 cites W1985469117 @default.
• W1966331330 cites W1993585253 @default.
• W1966331330 cites W1995609060 @default.
• W1966331330 cites W1998312296 @default.
• W1966331330 cites W2001928158 @default.
• W1966331330 cites W2005744886 @default.
• W1966331330 cites W2006170518 @default.
• W1966331330 cites W2006370393 @default.
• W1966331330 cites W2018436173 @default.
• W1966331330 cites W2019418335 @default.
• W1966331330 cites W2036474910 @default.
• W1966331330 cites W2041619606 @default.
• W1966331330 cites W2047688858 @default.
• W1966331330 cites W2049208252 @default.
• W1966331330 cites W2054398089 @default.
• W1966331330 cites W2057307013 @default.
• W1966331330 cites W2063532783 @default.
• W1966331330 cites W2084466907 @default.
• W1966331330 cites W2087883017 @default.
• W1966331330 cites W2089984898 @default.
• W1966331330 cites W2160497260 @default.
• W1966331330 cites W2342559244 @default.
• W1966331330 cites W2404349476 @default.
• W1966331330 cites W2046963322 @default.
• W1966331330 doi "https://doi.org/10.1021/bi00216a026" @default.
• W1966331330 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/1988040" @default.
• W1966331330 hasPublicationYear "1991" @default.
• W1966331330 type Work @default.
• W1966331330 sameAs 1966331330 @default.
• W1966331330 citedByCount "189" @default.
• W1966331330 countsByYear W19663313302012 @default.
• W1966331330 countsByYear W19663313302013 @default.
• W1966331330 countsByYear W19663313302014 @default.
• W1966331330 countsByYear W19663313302015 @default.
• W1966331330 countsByYear W19663313302016 @default.
• W1966331330 countsByYear W19663313302017 @default.
• W1966331330 countsByYear W19663313302018 @default.
• W1966331330 countsByYear W19663313302019 @default.
• W1966331330 countsByYear W19663313302020 @default.
• W1966331330 countsByYear W19663313302021 @default.
• W1966331330 countsByYear W19663313302022 @default.
• W1966331330 countsByYear W19663313302023 @default.
• W1966331330 crossrefType "journal-article" @default.
• W1966331330 hasAuthorship W1966331330A5015489808 @default.
• W1966331330 hasAuthorship W1966331330A5059635297 @default.
• W1966331330 hasConcept C167392928 @default.
• W1966331330 hasConcept C181199279 @default.
• W1966331330 hasConcept C182220744 @default.
• W1966331330 hasConcept C185592680 @default.
• W1966331330 hasConcept C2776326425 @default.
• W1966331330 hasConcept C2776414213 @default.
• W1966331330 hasConcept C2776714187 @default.
• W1966331330 hasConcept C2777132095 @default.
• W1966331330 hasConcept C2777626080 @default.
• W1966331330 hasConcept C2777807008 @default.
• W1966331330 hasConcept C2778401398 @default.
• W1966331330 hasConcept C2779281246 @default.
• W1966331330 hasConcept C2780340462 @default.
• W1966331330 hasConcept C2781044401 @default.
• W1966331330 hasConcept C2909000736 @default.
• W1966331330 hasConcept C55493867 @default.
• W1966331330 hasConcept C71240020 @default.
• W1966331330 hasConceptScore W1966331330C167392928 @default.
• W1966331330 hasConceptScore W1966331330C181199279 @default.
• W1966331330 hasConceptScore W1966331330C182220744 @default.
• W1966331330 hasConceptScore W1966331330C185592680 @default.
• W1966331330 hasConceptScore W1966331330C2776326425 @default.
• W1966331330 hasConceptScore W1966331330C2776414213 @default.
• W1966331330 hasConceptScore W1966331330C2776714187 @default.
• W1966331330 hasConceptScore W1966331330C2777132095 @default.
• W1966331330 hasConceptScore W1966331330C2777626080 @default.
• W1966331330 hasConceptScore W1966331330C2777807008 @default.
• W1966331330 hasConceptScore W1966331330C2778401398 @default.
• W1966331330 hasConceptScore W1966331330C2779281246 @default.
• W1966331330 hasConceptScore W1966331330C2780340462 @default.
• W1966331330 hasConceptScore W1966331330C2781044401 @default.
• W1966331330 hasConceptScore W1966331330C2909000736 @default.
• W1966331330 hasConceptScore W1966331330C55493867 @default.
• W1966331330 hasConceptScore W1966331330C71240020 @default.
• W1966331330 hasIssue "2" @default.
• W1966331330 hasLocation W19663313301 @default.
• W1966331330 hasLocation W19663313302 @default.
• W1966331330 hasOpenAccess W1966331330 @default.
• W1966331330 hasPrimaryLocation W19663313301 @default.
• W1966331330 hasRelatedWork W1966331330 @default.
• W1966331330 hasRelatedWork W1972293829 @default.

• next