Diazotrifluoropropionamido-containing prenylcysteines: Syntheses and applications for studying isoprenoid-protein interactions

Tamara A. Kale; Mark D. Distefano

doi:10.1021/ol026752a

Diazotrifluoropropionamido-containing prenylcysteines: Syntheses and applications for studying isoprenoid-protein interactions

Tamara A. Kale
, Mark D. Distefano

Chemistry (Twin Cities)

Research output: Contribution to journal › Article › peer-review

20 Scopus citations

Abstract

Photoaffinity-labeled prenylcysteines (1 and 2) incorporating a diazotrifluoropropionamide-based photophore have been prepared. Photolyses of 2 in the presence of RhoGDI, a protein that interacts with prenylated proteins, and prenylcysteine-containing competitors demonstrate the effectiveness of this photoaffinity-labeled analogue as a tool for studying isoprenoid binding sites.

Original language	English (US)
Pages (from-to)	609-612
Number of pages	4
Journal	Organic Letters
Volume	5
Issue number	5
DOIs	https://doi.org/10.1021/ol026752a
State	Published - Mar 6 2003

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abstract = "Photoaffinity-labeled prenylcysteines (1 and 2) incorporating a diazotrifluoropropionamide-based photophore have been prepared. Photolyses of 2 in the presence of RhoGDI, a protein that interacts with prenylated proteins, and prenylcysteine-containing competitors demonstrate the effectiveness of this photoaffinity-labeled analogue as a tool for studying isoprenoid binding sites.",

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AU - Distefano, Mark D.

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N2 - Photoaffinity-labeled prenylcysteines (1 and 2) incorporating a diazotrifluoropropionamide-based photophore have been prepared. Photolyses of 2 in the presence of RhoGDI, a protein that interacts with prenylated proteins, and prenylcysteine-containing competitors demonstrate the effectiveness of this photoaffinity-labeled analogue as a tool for studying isoprenoid binding sites.

AB - Photoaffinity-labeled prenylcysteines (1 and 2) incorporating a diazotrifluoropropionamide-based photophore have been prepared. Photolyses of 2 in the presence of RhoGDI, a protein that interacts with prenylated proteins, and prenylcysteine-containing competitors demonstrate the effectiveness of this photoaffinity-labeled analogue as a tool for studying isoprenoid binding sites.

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Diazotrifluoropropionamido-containing prenylcysteines: Syntheses and applications for studying isoprenoid-protein interactions

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