title: Fluorescent Bocillins: synthesis and application in the detection of penicillin-binding proteins.
abstract: Novel fluorescent analogs of penicillin V were synthesized and evaluated for efficacy in the detection of penicillin binding proteins (PBPs). These molecules include the full structure of penicillin V, with the potent Bodipy fluorophore attached to the para-position of the penicillin V phenyl group. The green fluorescent Bocillin FL and the near-infrared (IR) fluorescent Bocillin 650/665 probes were shown to bind to PBPs, both purified and from membrane preparations, with high affinity and specificity. These reagents allow for facile detection of 2-4 ng of purified PBP with the aid of a fluorescent scanner.
authors.affiliation: Molecular Probes, Inc., Eugene, OR 97402, USA. kyle.gee@probes.com
authors.forename: K R
authors.initials: KR
authors.lastname: Gee
authors.forename: H C
authors.initials: HC
authors.lastname: Kang
authors.forename: T I
authors.initials: TI
authors.lastname: Meier
authors.forename: G
authors.initials: G
authors.lastname: Zhao
authors.forename: L C
authors.initials: LC
authors.lastname: Blaszcak
mesh_terms: D001419:Bacteria / Q000737:chemistry; D001426:Bacterial Proteins; D001896:Boron Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D002352:Carrier Proteins / Q000032:analysis* / Q000302:isolation & purification / Q000378:metabolism; D002462:Cell Membrane / Q000737:chemistry; D004591:Electrophoresis, Polyacrylamide Gel; D004926:Escherichia coli / Q000737:chemistry / Q000648:ultrastructure; D005456:Fluorescent Dyes / Q000138:chemical synthesis*; D006602:Hexosyltransferases; D002267:Muramoylpentapeptide Carboxypeptidase / Q000032:analysis* / Q000302:isolation & purification / Q000378:metabolism; D010403:Penicillin Resistance; D010404:Penicillin V / Q000737:chemistry; D046915:Penicillin-Binding Proteins; D010406:Penicillins / Q000138:chemical synthesis* / Q000378:metabolism; D010458:Peptidyl Transferases; D011550:Pseudomonas aeruginosa / Q000737:chemistry / Q000648:ultrastructure; D012680:Sensitivity and Specificity; D013296:Streptococcus pneumoniae / Q000737:chemistry
chemical_list: C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; C118961:BOCILLIN FL; D001426:Bacterial Proteins; D001896:Boron Compounds; D002352:Carrier Proteins; D005456:Fluorescent Dyes; D046915:Penicillin-Binding Proteins; D010406:Penicillins; D010458:Peptidyl Transferases; D006602:Hexosyltransferases; D002267:Muramoylpentapeptide Carboxypeptidase; D010404:Penicillin V