FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2088228850> ?p ?o ?g. }

• W2088228850 endingPage "329" @default.
• W2088228850 startingPage "316" @default.
• W2088228850 abstract "Peptides and peptidomimetics often exhibit poor oral bioavailability due to their metabolic instability and low permeation across the intestinal mucosa. N-Methylation has been used successfully in peptide-based drug design in an attempt to improve the metabolic stability of a peptide-based lead compound. However, the effect of N-methylation on the absorption of peptides through the intestinal mucosa is not well understood, particularly when transporters, i.e. the oligopeptide transporter (OPT) and P-glycoprotein (P-gp), modulate the passive diffusion of these types of molecules. To examine this, terminally free and terminally modified (N-acetylated and C-amidated) analogs of H-Ala-Phe-Ala-OH with N-methyl groups on either the Ala-Phe or Phe-Ala peptide bond were synthesized. Transport studies using Caco-2 cell monolayers, an in vitro model of the intestinal mucosa, showed that N-methylation of the Ala-Phe peptide bond of H-Ala-Phe-Ala-OH stabilized the molecule to protease degradation, and the resulting analog exhibited significant substrate activity for OPT. However, N-methylation of the Phe-Ala peptide bond of H-Ala-Phe-Ala-OH did not stabilize the molecule to protease degradation, and the substrate activity of the resulting molecule for OPT could not be determined. Interestingly, N-methylation of the Phe-Ala peptide bond of the terminally modified tripeptide Ac-Ala-Phe-Ala-NH2 decreased the substrate activity of the molecule for the efflux transporter P-gp. In contrast, N-methylation of the Ala-Phe peptide bond of the terminally modified tripeptide Ac-Ala-Phe-Ala-NH2 increased the substrate activity of the molecule for P-gp." @default.
• W2088228850 created "2016-06-24" @default.
• W2088228850 creator A5022778760 @default.
• W2088228850 creator A5077602446 @default.
• W2088228850 creator A5078579842 @default.
• W2088228850 creator A5088422127 @default.
• W2088228850 date "2001-04-01" @default.
• W2088228850 modified "2023-10-16" @default.
• W2088228850 title "Transport characteristics of peptides and peptidomimetics: I.<i>N</i>-methylated peptides as substrates for the oligopeptide transporter and P-glycoprotein in the intestinal mucosa" @default.
• W2088228850 cites W1480345605 @default.
• W2088228850 cites W1543510859 @default.
• W2088228850 cites W170938872 @default.
• W2088228850 cites W187487230 @default.
• W2088228850 cites W1904678284 @default.
• W2088228850 cites W1966952510 @default.
• W2088228850 cites W1970101430 @default.
• W2088228850 cites W1973064981 @default.
• W2088228850 cites W1974963512 @default.
• W2088228850 cites W1982598501 @default.
• W2088228850 cites W1994902154 @default.
• W2088228850 cites W2004692733 @default.
• W2088228850 cites W2012334764 @default.
• W2088228850 cites W2015766640 @default.
• W2088228850 cites W2039709461 @default.
• W2088228850 cites W2041802266 @default.
• W2088228850 cites W2042066665 @default.
• W2088228850 cites W2042096520 @default.
• W2088228850 cites W2051499054 @default.
• W2088228850 cites W2070369762 @default.
• W2088228850 cites W2073025812 @default.
• W2088228850 cites W2081576714 @default.
• W2088228850 cites W2129960499 @default.
• W2088228850 cites W2131013047 @default.
• W2088228850 cites W2178934911 @default.
• W2088228850 cites W226087760 @default.
• W2088228850 cites W2318804693 @default.
• W2088228850 cites W251297179 @default.
• W2088228850 cites W4253658821 @default.
• W2088228850 cites W4299993368 @default.
• W2088228850 doi "https://doi.org/10.1046/j.1397-002x.2001.00000.x" @default.
• W2088228850 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/11328489" @default.
• W2088228850 hasPublicationYear "2001" @default.
• W2088228850 type Work @default.
• W2088228850 sameAs 2088228850 @default.
• W2088228850 citedByCount "28" @default.
• W2088228850 countsByYear W20882288502013 @default.
• W2088228850 countsByYear W20882288502014 @default.
• W2088228850 countsByYear W20882288502015 @default.
• W2088228850 countsByYear W20882288502016 @default.
• W2088228850 countsByYear W20882288502018 @default.
• W2088228850 countsByYear W20882288502019 @default.
• W2088228850 countsByYear W20882288502021 @default.
• W2088228850 crossrefType "journal-article" @default.
• W2088228850 hasAuthorship W2088228850A5022778760 @default.
• W2088228850 hasAuthorship W2088228850A5077602446 @default.
• W2088228850 hasAuthorship W2088228850A5078579842 @default.
• W2088228850 hasAuthorship W2088228850A5088422127 @default.
• W2088228850 hasConcept C104317684 @default.
• W2088228850 hasConcept C124790011 @default.
• W2088228850 hasConcept C13935069 @default.
• W2088228850 hasConcept C167392928 @default.
• W2088228850 hasConcept C181199279 @default.
• W2088228850 hasConcept C185592680 @default.
• W2088228850 hasConcept C2777774944 @default.
• W2088228850 hasConcept C2779281246 @default.
• W2088228850 hasConcept C31684184 @default.
• W2088228850 hasConcept C33288867 @default.
• W2088228850 hasConcept C55493867 @default.
• W2088228850 hasConcept C71240020 @default.
• W2088228850 hasConceptScore W2088228850C104317684 @default.
• W2088228850 hasConceptScore W2088228850C124790011 @default.
• W2088228850 hasConceptScore W2088228850C13935069 @default.
• W2088228850 hasConceptScore W2088228850C167392928 @default.
• W2088228850 hasConceptScore W2088228850C181199279 @default.
• W2088228850 hasConceptScore W2088228850C185592680 @default.
• W2088228850 hasConceptScore W2088228850C2777774944 @default.
• W2088228850 hasConceptScore W2088228850C2779281246 @default.
• W2088228850 hasConceptScore W2088228850C31684184 @default.
• W2088228850 hasConceptScore W2088228850C33288867 @default.
• W2088228850 hasConceptScore W2088228850C55493867 @default.
• W2088228850 hasConceptScore W2088228850C71240020 @default.
• W2088228850 hasIssue "4" @default.
• W2088228850 hasLocation W20882288501 @default.
• W2088228850 hasLocation W20882288502 @default.
• W2088228850 hasOpenAccess W2088228850 @default.
• W2088228850 hasPrimaryLocation W20882288501 @default.
• W2088228850 hasRelatedWork W13708140 @default.
• W2088228850 hasRelatedWork W1994396522 @default.
• W2088228850 hasRelatedWork W2016846109 @default.
• W2088228850 hasRelatedWork W2051662811 @default.
• W2088228850 hasRelatedWork W2053559118 @default.
• W2088228850 hasRelatedWork W2079832626 @default.
• W2088228850 hasRelatedWork W2130073805 @default.
• W2088228850 hasRelatedWork W2493253759 @default.
• W2088228850 hasRelatedWork W2891540701 @default.
• W2088228850 hasRelatedWork W85301507 @default.
• W2088228850 hasVolume "57" @default.
• W2088228850 isParatext "false" @default.

• next