Matches in SemOpenAlex for { <https://semopenalex.org/work/W1947953959> ?p ?o ?g. }
Showing items 1 to 86 of
86
with 100 items per page.
- W1947953959 endingPage "194" @default.
- W1947953959 startingPage "183" @default.
- W1947953959 abstract "Abstract Two novel efficient methods for the synthesis of racemic silicon- and germanium-containing α-amino acids of the formula type rac-H2NCH(CH2ElR3)COOH (El=Si, Ge; R=organyl), starting from 3,6-diethoxy-2,5-dihydropyrazine, have been developed. Racemic α-amino acids synthesized: rac-H2NCH(CH2SiMe3)COOH (rac-2), rac-H2NCH(CH2GeMe3)COOH (rac-3), rac-H2NCH(CH2SiMe2Ph)COOH (rac-4), rac-H2NCH(CH2GeMe2Ph)COOH (rac-5), and rac-H2NCH(CH2SiMe2CHCH2)COOH (rac-6). Preparative liquid-chromatographic resolution of rac-2 and rac-3 [CHIROBIOTIC T (glycopeptide Teicoplanin covalently linked to spherical silica gel) as the stationary phase] yielded the α-amino acids (R)-2, (S)-2, (R)-3, and (S)-3. The (R)- and (S)-enantiomers of β-(trimethylsilyl)alanine [(R)- and (S)-2] and β-(trimethylgermyl)alanine [(R)- and (S)-3] are sila-analogs and germa-analogs, respectively, of the antipodes of the non-proteinogenic α-amino acid β-tert-butylalanine [(S)- and (R)-H2NCH(CH2CMe3)COOH; (S)- and (R)-1]. Starting from the N-Fmoc-protected C/Si/Ge-analogous ( d -configurated) α-amino acids (R)-1, (S)-2, and (S)-3, the C/Si/Ge-analogous decapeptides 7–9 [Ac- d -Nal1-4-Cl- d -Phe2- d -Pal3-Ser4-N-Me-Tyr5- d -Hci6-Nle7-Arg8-Pro9- d -Me3El-Ala10-NH2 (7, El=C; 8, El=Si; 9, El=Ge)] were prepared by sequential solid-phase synthesis. The decapeptides 7–9 were studied in vitro in a functional assay using a recombinant cell line expressing the human GnRH receptor (agonist Triptorelin). Compounds 7–9 behaved as medium-potent GnRH antagonists, the antagonistic potencies of these three C/Si/Ge analogs being very similar." @default.
- W1947953959 created "2016-06-24" @default.
- W1947953959 creator A5022199023 @default.
- W1947953959 creator A5022916807 @default.
- W1947953959 creator A5045802054 @default.
- W1947953959 creator A5047144179 @default.
- W1947953959 creator A5061001948 @default.
- W1947953959 date "2001-05-01" @default.
- W1947953959 modified "2023-10-16" @default.
- W1947953959 title "Syntheses of racemic and non-racemic silicon- and germanium-containing α-amino acids of the formula type H2NCH(CH2ElR3)COOH (El=Si, Ge; R=organyl) and incorporation of d-H2NCH(CH2SiMe3)COOH and d-H2NCH(CH2GeMe3)COOH into biologically active decapeptides: a study on C/Si/Ge bioisosterism" @default.
- W1947953959 cites W1968674041 @default.
- W1947953959 cites W1970706188 @default.
- W1947953959 cites W1985200828 @default.
- W1947953959 cites W1994738605 @default.
- W1947953959 cites W2009347366 @default.
- W1947953959 cites W2011052935 @default.
- W1947953959 cites W2040471757 @default.
- W1947953959 cites W2055657578 @default.
- W1947953959 cites W2085836399 @default.
- W1947953959 cites W2089605240 @default.
- W1947953959 cites W2100544287 @default.
- W1947953959 cites W2111824146 @default.
- W1947953959 cites W2131326418 @default.
- W1947953959 cites W2136324990 @default.
- W1947953959 cites W2319263309 @default.
- W1947953959 cites W2950147935 @default.
- W1947953959 cites W2950631807 @default.
- W1947953959 cites W2950738951 @default.
- W1947953959 cites W2952549343 @default.
- W1947953959 cites W2952838156 @default.
- W1947953959 cites W4250971254 @default.
- W1947953959 cites W4251551301 @default.
- W1947953959 doi "https://doi.org/10.1016/s0022-328x(01)00783-5" @default.
- W1947953959 hasPublicationYear "2001" @default.
- W1947953959 type Work @default.
- W1947953959 sameAs 1947953959 @default.
- W1947953959 citedByCount "44" @default.
- W1947953959 countsByYear W19479539592012 @default.
- W1947953959 countsByYear W19479539592015 @default.
- W1947953959 countsByYear W19479539592016 @default.
- W1947953959 countsByYear W19479539592021 @default.
- W1947953959 countsByYear W19479539592022 @default.
- W1947953959 countsByYear W19479539592023 @default.
- W1947953959 crossrefType "journal-article" @default.
- W1947953959 hasAuthorship W1947953959A5022199023 @default.
- W1947953959 hasAuthorship W1947953959A5022916807 @default.
- W1947953959 hasAuthorship W1947953959A5045802054 @default.
- W1947953959 hasAuthorship W1947953959A5047144179 @default.
- W1947953959 hasAuthorship W1947953959A5061001948 @default.
- W1947953959 hasConcept C178790620 @default.
- W1947953959 hasConcept C185592680 @default.
- W1947953959 hasConcept C21951064 @default.
- W1947953959 hasConcept C515207424 @default.
- W1947953959 hasConcept C544956773 @default.
- W1947953959 hasConcept C550623735 @default.
- W1947953959 hasConcept C55493867 @default.
- W1947953959 hasConcept C71240020 @default.
- W1947953959 hasConceptScore W1947953959C178790620 @default.
- W1947953959 hasConceptScore W1947953959C185592680 @default.
- W1947953959 hasConceptScore W1947953959C21951064 @default.
- W1947953959 hasConceptScore W1947953959C515207424 @default.
- W1947953959 hasConceptScore W1947953959C544956773 @default.
- W1947953959 hasConceptScore W1947953959C550623735 @default.
- W1947953959 hasConceptScore W1947953959C55493867 @default.
- W1947953959 hasConceptScore W1947953959C71240020 @default.
- W1947953959 hasIssue "2" @default.
- W1947953959 hasLocation W19479539591 @default.
- W1947953959 hasOpenAccess W1947953959 @default.
- W1947953959 hasPrimaryLocation W19479539591 @default.
- W1947953959 hasRelatedWork W1965536737 @default.
- W1947953959 hasRelatedWork W1981231057 @default.
- W1947953959 hasRelatedWork W1997899403 @default.
- W1947953959 hasRelatedWork W2030512404 @default.
- W1947953959 hasRelatedWork W2031925471 @default.
- W1947953959 hasRelatedWork W2061025206 @default.
- W1947953959 hasRelatedWork W2281450668 @default.
- W1947953959 hasRelatedWork W3034239317 @default.
- W1947953959 hasRelatedWork W4232127046 @default.
- W1947953959 hasRelatedWork W968834859 @default.
- W1947953959 hasVolume "628" @default.
- W1947953959 isParatext "false" @default.
- W1947953959 isRetracted "false" @default.
- W1947953959 magId "1947953959" @default.
- W1947953959 workType "article" @default.