Synthesis of rhamnosylated arginine glycopeptides and determination of the glycosidic linkage in bacterial elongation factor P.
نویسندگان
چکیده
A new class of N-linked protein glycosylation - arginine rhamnosylation - has recently been discovered as a critical modification for the function of bacterial elongation factor P (EF-P). Herein, we describe the synthesis of suitably protected α- and β-rhamnosylated arginine amino acid "cassettes" that can be directly installed into rhamnosylated peptides. Preparation of a proteolytic fragment of Pseudomonas aeruginosa EF-P bearing both α- and β-rhamnosylated arginine enabled the unequivocal determination of the native glycosidic linkage to be α through 2D NMR and nano-UHPLC-tandem mass spectrometry studies.
منابع مشابه
Synthesis of rhamnosylated arginine glycopeptides and determination of the glycosidic linkage in bacterial elongation factor P† †Electronic supplementary information (ESI) available: Materials and methods, compound characterization, 1D and 2D NMR and mass spectrometry data of glycopeptides. See DOI: 10.1039/c6sc03847f Click here for additional data file.
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Resolving the A-glycosidic Linkage of Arginine- Rhamnosylated Translation Elongation Factor P Triggers Generation of the First Arg Rha Specific Antibody †
Department of Organic Chemistry, School University, Shanghai 200433, China. E-mai Department of Biology I, Microbiology, Lu Munich, Germany Center for Integrated Protein Science M München, Munich, Germany. E-mail: juerge Structural and Computational Biology Un Germany School of Pharmacy, Wei Fang Medical Uni Institute of Infection and Immunity, Taihe Shiyan, Hubei 442000, China † Electronic sup...
متن کاملResolving the α-glycosidic linkage of arginine-rhamnosylated translation elongation factor P triggers generation of the first ArgRha specific antibody† †Electronic supplementary information (ESI) available: Experimental details and chemical compound characterization. CCDC 1469830. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6sc02889f Click here for additional data file. Click here for additional data file.
a Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China b Department of Biology I, Microbiology, Ludwig Maximilians-Universität München, Munich, Germany Center for Integrated Protein Science Munich, Ludwig-Maximilians-Universität München, Munich, Germany c Structural and Computational Biology Unit, EMBL Heidelberg, Heidelberg 69117, Germ...
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ورودعنوان ژورنال:
- Chemical science
دوره 8 3 شماره
صفحات -
تاریخ انتشار 2017