Matches in SemOpenAlex for { <https://semopenalex.org/work/W1865712839> ?p ?o ?g. }
Showing items 1 to 92 of
92
with 100 items per page.
- W1865712839 endingPage "601" @default.
- W1865712839 startingPage "595" @default.
- W1865712839 abstract "In a cell extract of Streptomyces virginiae, virginiamycin M1 was inactivated in the presence of NADPH, while virginiamycin S remained intact. The inactivated product of virginiamycin M1 was isolated, and structure analysis revealed that the inactivation involves reduction of a C-16 carbonyl group leading to the formation of 16-dihydrovirginiamycin M1. Acetonide and benzylidene acetal derivatives were synthesized from the two hydroxyl groups on C-14 and C-16, and the C-16 stereochemistry was determined by 13C nuclear magnetic resonance spectroscopy. Two methyl groups of the acetonide derivative gave 13C signals of 20.1 and 30.1 ppm, indicating that the relative stereochemistry of the C-14 and C-16 hydroxy groups is syn. Furthermore, irradiation of the benzylidene methine proton gave clear nuclear Overhauser effect enhancement of the C-14 or C-16 methine protons, indicating that H-14 and H-16 were in an axial configuration. From the (14S) absolute configuration of natural virginiamycin M1 and the syn relative configuration for the C-14 and C-16 hydroxyl groups of the inactivated product, the C-16 absolute configuration of the inactivated product was thus identified as R." @default.
- W1865712839 created "2016-06-24" @default.
- W1865712839 creator A5012448345 @default.
- W1865712839 creator A5037375255 @default.
- W1865712839 creator A5045652103 @default.
- W1865712839 creator A5060606993 @default.
- W1865712839 creator A5071994729 @default.
- W1865712839 date "1996-03-01" @default.
- W1865712839 modified "2023-10-13" @default.
- W1865712839 title "Stereospecific reduction of virginiamycin M1 as the virginiamycin resistance pathway in Streptomyces virginiae" @default.
- W1865712839 cites W1972163874 @default.
- W1865712839 cites W2058982552 @default.
- W1865712839 cites W2073865965 @default.
- W1865712839 cites W2077820923 @default.
- W1865712839 cites W2082142865 @default.
- W1865712839 cites W2102510389 @default.
- W1865712839 cites W2133769549 @default.
- W1865712839 cites W2157514566 @default.
- W1865712839 doi "https://doi.org/10.1128/aac.40.3.595" @default.
- W1865712839 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/163164" @default.
- W1865712839 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/8851577" @default.
- W1865712839 hasPublicationYear "1996" @default.
- W1865712839 type Work @default.
- W1865712839 sameAs 1865712839 @default.
- W1865712839 citedByCount "27" @default.
- W1865712839 countsByYear W18657128392013 @default.
- W1865712839 countsByYear W18657128392014 @default.
- W1865712839 countsByYear W18657128392019 @default.
- W1865712839 countsByYear W18657128392020 @default.
- W1865712839 countsByYear W18657128392022 @default.
- W1865712839 countsByYear W18657128392023 @default.
- W1865712839 crossrefType "journal-article" @default.
- W1865712839 hasAuthorship W1865712839A5012448345 @default.
- W1865712839 hasAuthorship W1865712839A5037375255 @default.
- W1865712839 hasAuthorship W1865712839A5045652103 @default.
- W1865712839 hasAuthorship W1865712839A5060606993 @default.
- W1865712839 hasAuthorship W1865712839A5071994729 @default.
- W1865712839 hasBestOaLocation W18657128391 @default.
- W1865712839 hasConcept C161790260 @default.
- W1865712839 hasConcept C185592680 @default.
- W1865712839 hasConcept C187921627 @default.
- W1865712839 hasConcept C25170562 @default.
- W1865712839 hasConcept C2776060363 @default.
- W1865712839 hasConcept C2777915650 @default.
- W1865712839 hasConcept C2779427427 @default.
- W1865712839 hasConcept C2779920670 @default.
- W1865712839 hasConcept C501593827 @default.
- W1865712839 hasConcept C523546767 @default.
- W1865712839 hasConcept C54355233 @default.
- W1865712839 hasConcept C55493867 @default.
- W1865712839 hasConcept C66974803 @default.
- W1865712839 hasConcept C71240020 @default.
- W1865712839 hasConcept C86803240 @default.
- W1865712839 hasConceptScore W1865712839C161790260 @default.
- W1865712839 hasConceptScore W1865712839C185592680 @default.
- W1865712839 hasConceptScore W1865712839C187921627 @default.
- W1865712839 hasConceptScore W1865712839C25170562 @default.
- W1865712839 hasConceptScore W1865712839C2776060363 @default.
- W1865712839 hasConceptScore W1865712839C2777915650 @default.
- W1865712839 hasConceptScore W1865712839C2779427427 @default.
- W1865712839 hasConceptScore W1865712839C2779920670 @default.
- W1865712839 hasConceptScore W1865712839C501593827 @default.
- W1865712839 hasConceptScore W1865712839C523546767 @default.
- W1865712839 hasConceptScore W1865712839C54355233 @default.
- W1865712839 hasConceptScore W1865712839C55493867 @default.
- W1865712839 hasConceptScore W1865712839C66974803 @default.
- W1865712839 hasConceptScore W1865712839C71240020 @default.
- W1865712839 hasConceptScore W1865712839C86803240 @default.
- W1865712839 hasIssue "3" @default.
- W1865712839 hasLocation W18657128391 @default.
- W1865712839 hasLocation W18657128392 @default.
- W1865712839 hasLocation W18657128393 @default.
- W1865712839 hasLocation W18657128394 @default.
- W1865712839 hasOpenAccess W1865712839 @default.
- W1865712839 hasPrimaryLocation W18657128391 @default.
- W1865712839 hasRelatedWork W1865712839 @default.
- W1865712839 hasRelatedWork W1982019810 @default.
- W1865712839 hasRelatedWork W1986867250 @default.
- W1865712839 hasRelatedWork W1994173549 @default.
- W1865712839 hasRelatedWork W2011919530 @default.
- W1865712839 hasRelatedWork W2017572508 @default.
- W1865712839 hasRelatedWork W2074011778 @default.
- W1865712839 hasRelatedWork W2094798068 @default.
- W1865712839 hasRelatedWork W2316743363 @default.
- W1865712839 hasRelatedWork W2324822545 @default.
- W1865712839 hasVolume "40" @default.
- W1865712839 isParatext "false" @default.
- W1865712839 isRetracted "false" @default.
- W1865712839 magId "1865712839" @default.
- W1865712839 workType "article" @default.