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335


Development of a Friedel-Crafts triflation

Grundl, Marc A; Kaster, Anne; Beaulieu, Ellen D; Trauner, Dirk
The development of a new variant of the Friedel-Crafts reaction that yields 3-aryl enol triflates is described. The reaction is practical, is atom-economical, and works well with electron-rich arene substrates. [reaction: see text].
PMID: 17107039
ISSN: 1523-7060
CID: 2485492

Light-induced depolarization of neurons using a modified Shaker K(+) channel and a molecular photoswitch

Chambers, James J; Banghart, Matthew R; Trauner, Dirk; Kramer, Richard H
To trigger action potentials in neurons, most investigators use electrical or chemical stimulation. Here we describe an optical stimulation method based on semi-synthetic light-activated ion channels. These SPARK (synthetic photoisomerizable azobenzene-regulated K(+)) channels consist of a synthetic azobenzene-containing photoswitch and a genetically modified Shaker K(+) channel protein. SPARK channels with a wild-type selectivity filter elicit hyperpolarization and suppress action potential firing when activated by 390 nm light. A mutation in the pore converts the K(+)-selective Shaker channel into a nonselective cation channel. Activation of this modified channel with the same wavelength of light elicits depolarization of the membrane potential. Expression of these depolarizing SPARK channels in neurons allows light to rapidly and reversibly trigger action potential firing. Hence, hyper- and depolarizing SPARK channels provide a means for eliciting opposite effects on neurons in response to the same light stimulus.
PMID: 16870840
ISSN: 0022-3077
CID: 2485502

ORGN 517-Suzuki cross-couplings for functionalized azobenzene synthesis [Meeting Abstract]

Harvey, Jessica H; Butler, Brandon K; Volgraf, Matthew; Trauner, Dirk
ISI:000207781608308
ISSN: 0065-7727
CID: 2486012

ORGN 701-Pericyclic reactions of prenylated naphthoquinones: Biomimetic syntheses of rubicordifolin and microphyllaquinone [Meeting Abstract]

Lumb, Jean-Philip; Trauner, Dirk
ISI:000207781608436
ISSN: 0065-7727
CID: 2486022

ORGN 716-Total synthesis of smenochromene B [Meeting Abstract]

Kienzler, Michael; Rosa, Carla PDCP; Olson, Brooke; Trauner, Dirk
ISI:000207781608716
ISSN: 0065-7727
CID: 2486052

ORGN 697-Toward a total synthesis of guanacastepene E [Meeting Abstract]

Miller, Aubry K; Hughes, Chambers C; Kennedy-Smith, Joshua J; Trauner, Dirk
ISI:000207781608521
ISSN: 0065-7727
CID: 2486042

ORGN 934-Photocontrol of ionotropic glutamate receptors: New tools for chemical neurobiology [Meeting Abstract]

Volgraf, Matthew; Gorostiza, Pau; Szobota, Stephanie; Numano, Rika; Kramer, Richard H; Isacoff, Ehud Y; Trauner, Dirk
ISI:000207781608437
ISSN: 0065-7727
CID: 2486032

ORGN 94-Manipulating Nature's molecular machines: Development of light-gated ion channels [Meeting Abstract]

Trauner, Dirk
ISI:000207781608724
ISSN: 0065-7727
CID: 2486062

Reversible photo control of carbonic anhydrase activity [Meeting Abstract]

Harvey, Jessica H; Trauner, Dirk
ISI:000207781600726
ISSN: 0065-7727
CID: 2485952

Photoswitchable affinity labels for optical regulation of native potassium channels [Meeting Abstract]

Banghart, Matthew R; Fortin, Doris L; Kramer, Richard H; Trauner, Dirk
ISI:000207781600739
ISSN: 0065-7727
CID: 2485962