Design and synthesis of Selenazole-containing peptides for cocrystallization with P-glycoprotein.
作者信息
Tao Houchao, Weng Yue, Zhuo Rupeng, Chang Geoffrey, Urbatsch Ina L, Zhang Qinghai
机构信息
Department of Molecular Biology, The Scripps Research Institute, La Jolla, CA 92037, USA.
出版信息
Chembiochem. 2011 Apr 11;12(6):868-73. doi: 10.1002/cbic.201100048. Epub 2011 Mar 8.
Abstract
摘要
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2
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Chem Rev. 2009 Jul;109(7):2989-3011. doi: 10.1021/cr9000226.
3
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4
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Org Biomol Chem. 2007 May 21;5(10):1541-53. doi: 10.1039/b701999h. Epub 2007 Apr 16.
5
Peptide-embedded heterocycles by mild single and multiple Aza-Wittig ring closures.
Angew Chem Int Ed Engl. 2007;46(15):2701-3. doi: 10.1002/anie.200604507.
6
Targeting multidrug resistance in cancer.
Nat Rev Drug Discov. 2006 Mar;5(3):219-34. doi: 10.1038/nrd1984.
7
Valspodar: current status and perspectives.
Expert Opin Investig Drugs. 1999 Jun;8(6):807-35. doi: 10.1517/13543784.8.6.807.
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