Design and synthesis of fluorescently labeled pilicides and curlicides: bioactive tools to study bacterial virulence mechanisms

Chorell, Erik,1980-Umeå universitet,Kemiska institutionen,Fredrik Almqvist (author)

Pilicides and curlicides block formation of the E. coli virulence factors pili and curli. To facilitate studies of the interaction between these compounds and the pili and curli assembly systems, fluorescent pilicides and curlicides have been synthesized. This was achieved using a strategy where key pilicide and curlicide substituents were replaced by fluorophores having similar physicochemical properties. The resulting fluorescent compounds had improved anti-virulence activities as measured in pili- and curli-dependent biofilm assays. We created fluorescent pilicides and curlicides by introducing both coumarin and 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) fluorophores at two positions on the peptidomimetic pilicide and curlicide scaffold. Fluorescence images of the uropathogenic Escherichia coli (UPEC) strain UTI89 grown in the presence of these compounds shows that the compounds are strongly associated to the bacteria and seem to discriminate between different bacteria in a population.

MEDICIN OCH HÄLSOVETENSKAP Klinisk medicin Infektionsmedicin hsv//swe
MEDICAL AND HEALTH SCIENCES Clinical Medicine Infectious Medicine hsv//eng
NATURVETENSKAP Kemi Organisk kemi hsv//swe
NATURAL SCIENCES Chemical Sciences Organic Chemistry hsv//eng
MEDICIN OCH HÄLSOVETENSKAP Medicinska och farmaceutiska grundvetenskaper Läkemedelskemi hsv//swe
MEDICAL AND HEALTH SCIENCES Basic Medicine Medicinal Chemistry hsv//eng
Infectious diseases
Infektionssjukdomar
Organic chemistry
Organisk kemi
Bioorganic chemistry
Bioorganisk kemi
Pharmaceutical chemistry
Läkemedelskemi
Organic synthesis
Organisk syntes
Biorganic Chemistry
bioorganisk kemi
Infectious Diseases
infektionssjukdomar
datorlingvistik
computational linguistics
organisk kemi
Organic Chemistry

Pinkner, Jerome S.Department of Molecular Microbiology, Washington University, School of Medicine, St. Louis, Missouri 63110, USA (author)
Bengtsson, ChristofferUmeå universitet,Kemiska institutionen(Swepub:umu)chrben00 (author)
Edvinsson, SofieUmeå universitet,Kemiska institutionen(Swepub:umu)soeedn02 (author)
Cusumano, Corinne K. (author)
Rosenbaum, Erik,1978-Umeå universitet,Kemiska institutionen(Swepub:umu)erkrom99 (author)
Johansson, Lennart B-ÅUmeå universitet,Kemiska institutionen(Swepub:umu)lejo0007 (author)
Hultgren, Scott J.Department of Molecular Microbiology, Washington University, School of Medicine, St. Louis, Missouri 63110, USA (author)
Almqvist, FredrikUmeå universitet,Kemiska institutionen(Swepub:umu)fral0001 (author)
Umeå universitetKemiska institutionen (creator_code:org_t)

By the author/editor: Chorell, Erik, 1 ...; Pinkner, Jerome ...; Bengtsson, Chris ...; Edvinsson, Sofie; Cusumano, Corinn ...; Rosenbaum, Erik, ...; show more...; Johansson, Lenna ...; Hultgren, Scott ...; Almqvist, Fredri ...; show less...

About the subject

MEDICAL AND HEALTH SCIENCES: MEDICAL AND HEAL ...; and Clinical Medicin ...; and Infectious Medic ...

NATURAL SCIENCES: NATURAL SCIENCES; and Chemical Science ...; and Organic Chemistr ...

MEDICAL AND HEALTH SCIENCES: MEDICAL AND HEAL ...; and Basic Medicine; and Medicinal Chemis ...

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