Jeff Aubé
Distinguished Professor
Department of Chemistry
College of Arts and Sciences, University of North Carolina at Chapel Hill;Division of Chemical Biology and Medicinal Chemistry, Center for Integrative Chemical Biology and Drug Discovery, Eshelman School of Pharmacy, University of North Carolina at Chapel Hill;Department of Medicinal Chemistry, University of Kansas
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个人简介
Research Synopsis
The Aubé group has a continuing interest in the development of new reactions that complement existing methods for the preparation of biologically relevant molecules. This interest has been especially directed toward nitrogen-insertion reactions because of the ubiquity of nitrogen in pharmaceutical products.We have used such ring expansion reactions in syntheses of alkaloids, amino acid bioisosteres, and various classes of peptidomimetics.
A useful reaction discovered in the Aubé laboratories is the intramolecular Schmidt reaction. This beautifully simple reaction involves the acid-promoted combination of a carbonyl compound with an alkyl azide. The result of this process is an amide, one of the most versatile nitrogen-containing functional groups known. As part of an active program in total synthesis, the group has used this new reaction in synthetic approaches to compounds such as the indolizidine alkaloids of South American poison frogs, sparteine, aspidospermidine, and stenine.
Another aspect of our overall research program is concerned with how novel molecules can be designed as peptide mimics, enzyme inhibitors, or as probes of cellular transport processes. Peptide mimics are compounds designed to inhabit the naturally occurring recognition sites of biologically important peptide hormones, eventually resulting in the synthesis of small-molecule antagonists or agonists of the endemic peptides. This project involves aspects of NMR, CD, and computational methods in addition to organic synthesis. In collaborative work, we have also been heavily involved in the synthesis of protease inhibitors and the study of cellular transport mechanisms.
The Aubé group has a continuing interest in the development of new reactions that complement existing methods for the preparation of biologically relevant molecules. This interest has been especially directed toward nitrogen-insertion reactions because of the ubiquity of nitrogen in pharmaceutical products.We have used such ring expansion reactions in syntheses of alkaloids, amino acid bioisosteres, and various classes of peptidomimetics.
A useful reaction discovered in the Aubé laboratories is the intramolecular Schmidt reaction. This beautifully simple reaction involves the acid-promoted combination of a carbonyl compound with an alkyl azide. The result of this process is an amide, one of the most versatile nitrogen-containing functional groups known. As part of an active program in total synthesis, the group has used this new reaction in synthetic approaches to compounds such as the indolizidine alkaloids of South American poison frogs, sparteine, aspidospermidine, and stenine.
Another aspect of our overall research program is concerned with how novel molecules can be designed as peptide mimics, enzyme inhibitors, or as probes of cellular transport processes. Peptide mimics are compounds designed to inhabit the naturally occurring recognition sites of biologically important peptide hormones, eventually resulting in the synthesis of small-molecule antagonists or agonists of the endemic peptides. This project involves aspects of NMR, CD, and computational methods in addition to organic synthesis. In collaborative work, we have also been heavily involved in the synthesis of protease inhibitors and the study of cellular transport mechanisms.
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论文共 551 篇作者统计合作学者相似作者
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Journal of organic chemistry (2024)
Amrita Singh,Samantha Ottavi,Inna Krieger,Kyle Planck,Andrew Perkowski,Takushi Kaneko, Andrew M. Davis, Christine Suh, David Zhang,Laurent Goullieux,Alexander Alex,Christine Roubert,Mark Gardner,Marian Preston,Dave M. Smith,Yan Ling,Julia Roberts,Bastien Cautain,Anna Upton,Christopher B. Cooper,Natalya Serbina, Zaid Tanvir,John Mosior,Ouathek Ouerfelli,Guangli Yang,Ben S. Gold,Kyu Y. Rhee,James C. Sacchettini,Nader Fotouhi,Jeffrey Aube,Carl Nathan
Ashley E. Trojniak,Vuong Q. Dang, Kerri M. Czekner,Robin J. Russo, Lilyan M. Mather,Edward L. Stahl,Michael D. Cameron,Laura M. Bohn,Jeffrey Aube
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2024)
bioRxiv (Cold Spring Harbor Laboratory) (2024)
Hanna Vihma,Kelin Li, Anna Welton-Arndt, Audrey L Smith, Kiran R Bettadapur,Rachel B Gilmore, Eric Gao,Justin L Cotney, Hsueh-Cheng Huang, Jon L Collins,Stormy J Chamberlain,Hyeong-Min Lee,Jeffrey Aubé,Benjamin D Philpot
Nature communicationsno. 1 (2024): 5558-5558
Cancer Researchno. 5_Supplement (2023): P1-13
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作者统计
#Papers: 544
#Citation: 11411
H-Index: 57
G-Index: 85
Sociability: 7
Diversity: 0
Activity: 2
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