Matches in SemOpenAlex for { <https://semopenalex.org/work/W3204359612> ?p ?o ?g. }
- W3204359612 endingPage "5981" @default.
- W3204359612 startingPage "5981" @default.
- W3204359612 abstract "2,5-diketopiperazines (DKPs) are cyclic dipeptides ubiquitously found in nature. In particular, cyclo(Phe-Pro), cyclo(Leu-Pro), and cyclo(Val-Pro) are frequently detected in many microbial cultures. Each of these DKPs has four possible stereoisomers due to the presence of two chirality centers. However, absolute configurations of natural DKPs are often ambiguous due to the lack of a simple, sensitive, and reproducible method for stereochemical assignment. This is an important problem because stereochemistry is a key determinant of biological activity. Here, we report a synthetic DKP library containing all stereoisomers of cyclo(Phe-Pro), cyclo(Leu-Pro), and cyclo(Val-Pro). The library was subjected to spectroscopic characterization using mass spectrometry, NMR, and electronic circular dichroism (ECD). It turned out that ECD can clearly differentiate DKP stereoisomers. Thus, our ECD dataset can serve as a reference for unambiguous stereochemical assignment of cyclo(Phe-Pro), cyclo(Leu-Pro), and cyclo(Val-Pro) samples from natural sources. The DKP library was also subjected to a biological screening using assays for E. coli growth and biofilm formation, which revealed distinct biological effects of cyclo(D-Phe-L-Pro)." @default.
- W3204359612 created "2021-10-11" @default.
- W3204359612 creator A5019022662 @default.
- W3204359612 creator A5038406618 @default.
- W3204359612 creator A5057116314 @default.
- W3204359612 creator A5069985455 @default.
- W3204359612 creator A5075467266 @default.
- W3204359612 creator A5079713072 @default.
- W3204359612 creator A5085762117 @default.
- W3204359612 date "2021-10-02" @default.
- W3204359612 modified "2023-10-04" @default.
- W3204359612 title "Unambiguous Stereochemical Assignment of Cyclo(Phe-Pro), Cyclo(Leu-Pro), and Cyclo(Val-Pro) by Electronic Circular Dichroic Spectroscopy" @default.
- W3204359612 cites W1987021877 @default.
- W3204359612 cites W2015411669 @default.
- W3204359612 cites W2022939277 @default.
- W3204359612 cites W2057301646 @default.
- W3204359612 cites W2067477145 @default.
- W3204359612 cites W2074645979 @default.
- W3204359612 cites W2075680556 @default.
- W3204359612 cites W2079853033 @default.
- W3204359612 cites W2081598926 @default.
- W3204359612 cites W2084295974 @default.
- W3204359612 cites W2092693285 @default.
- W3204359612 cites W2167072944 @default.
- W3204359612 cites W2194325169 @default.
- W3204359612 cites W2326842020 @default.
- W3204359612 cites W2333263973 @default.
- W3204359612 cites W2333536087 @default.
- W3204359612 cites W2504691963 @default.
- W3204359612 cites W2571683914 @default.
- W3204359612 cites W2597041039 @default.
- W3204359612 cites W2790197978 @default.
- W3204359612 cites W2922783957 @default.
- W3204359612 cites W2950347146 @default.
- W3204359612 cites W2952177870 @default.
- W3204359612 cites W2955406199 @default.
- W3204359612 cites W3008082379 @default.
- W3204359612 cites W3009151814 @default.
- W3204359612 cites W3169759031 @default.
- W3204359612 cites W3187063354 @default.
- W3204359612 doi "https://doi.org/10.3390/molecules26195981" @default.
- W3204359612 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/8512403" @default.
- W3204359612 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/34641525" @default.
- W3204359612 hasPublicationYear "2021" @default.
- W3204359612 type Work @default.
- W3204359612 sameAs 3204359612 @default.
- W3204359612 citedByCount "0" @default.
- W3204359612 crossrefType "journal-article" @default.
- W3204359612 hasAuthorship W3204359612A5019022662 @default.
- W3204359612 hasAuthorship W3204359612A5038406618 @default.
- W3204359612 hasAuthorship W3204359612A5057116314 @default.
- W3204359612 hasAuthorship W3204359612A5069985455 @default.
- W3204359612 hasAuthorship W3204359612A5075467266 @default.
- W3204359612 hasAuthorship W3204359612A5079713072 @default.
- W3204359612 hasAuthorship W3204359612A5085762117 @default.
- W3204359612 hasBestOaLocation W32043596121 @default.
- W3204359612 hasConcept C121332964 @default.
- W3204359612 hasConcept C124668440 @default.
- W3204359612 hasConcept C133571119 @default.
- W3204359612 hasConcept C171250308 @default.
- W3204359612 hasConcept C185592680 @default.
- W3204359612 hasConcept C192562407 @default.
- W3204359612 hasConcept C20621625 @default.
- W3204359612 hasConcept C2778564446 @default.
- W3204359612 hasConcept C2779281246 @default.
- W3204359612 hasConcept C2909663711 @default.
- W3204359612 hasConcept C55493867 @default.
- W3204359612 hasConcept C60984968 @default.
- W3204359612 hasConcept C62520636 @default.
- W3204359612 hasConcept C66974803 @default.
- W3204359612 hasConcept C71240020 @default.
- W3204359612 hasConcept C7602139 @default.
- W3204359612 hasConcept C92869835 @default.
- W3204359612 hasConceptScore W3204359612C121332964 @default.
- W3204359612 hasConceptScore W3204359612C124668440 @default.
- W3204359612 hasConceptScore W3204359612C133571119 @default.
- W3204359612 hasConceptScore W3204359612C171250308 @default.
- W3204359612 hasConceptScore W3204359612C185592680 @default.
- W3204359612 hasConceptScore W3204359612C192562407 @default.
- W3204359612 hasConceptScore W3204359612C20621625 @default.
- W3204359612 hasConceptScore W3204359612C2778564446 @default.
- W3204359612 hasConceptScore W3204359612C2779281246 @default.
- W3204359612 hasConceptScore W3204359612C2909663711 @default.
- W3204359612 hasConceptScore W3204359612C55493867 @default.
- W3204359612 hasConceptScore W3204359612C60984968 @default.
- W3204359612 hasConceptScore W3204359612C62520636 @default.
- W3204359612 hasConceptScore W3204359612C66974803 @default.
- W3204359612 hasConceptScore W3204359612C71240020 @default.
- W3204359612 hasConceptScore W3204359612C7602139 @default.
- W3204359612 hasConceptScore W3204359612C92869835 @default.
- W3204359612 hasFunder F4320306076 @default.
- W3204359612 hasFunder F4320337351 @default.
- W3204359612 hasFunder F4320337354 @default.
- W3204359612 hasIssue "19" @default.
- W3204359612 hasLocation W32043596121 @default.
- W3204359612 hasLocation W32043596122 @default.
- W3204359612 hasLocation W32043596123 @default.
- W3204359612 hasOpenAccess W3204359612 @default.