495388-41-5Relevant articles and documents
Streamlined Synthesis and Evaluation of Teichoic Acid Fragments
van der Es, Daan,Berni, Francesca,Hogendorf, Wouter F. J.,Meeuwenoord, Nico,Laverde, Diana,van Diepen, Angela,Overkleeft, Herman S.,Filippov, Dmitri V.,Hokke, Cornelis H.,Huebner, Johannes,van der Marel, Gijsbert A.,Codée, Jeroen D. C.
, p. 4014 - 4018 (2018)
Teichoic acids (TAs) are key components of the Gram-positive bacterial cell wall that are composed of alditol phosphate repeating units, decorated with alanine or carbohydrate appendages. Because of their microhetereogeneity, pure well-defined TAs for biological or immunological evaluation cannot be obtained from natural sources. We present here a streamlined automated solid-phase synthesis approach for the rapid generation of well-defined glycosylated, glycerol-based TA oligomers. Building on the use of a “universal” linker system and fluorous tag purification strategy, a library of glycerolphosphate pentadecamers, decorated with various carbohydrate appendages, is generated. These are used to create a structurally diverse TA-microarray, which is used to reveal, for the first time, the binding preferences of anti-LTA (lipoteichoic acids) antibodies at the molecular level.
Use of benzyloxycarbonyl (Z)-based fluorophilic tagging reagents in the purification of synthetic peptides
Filippov, Dmitri V.,Van Zoelen, Dirk J.,Oldfield, Steven P.,Van Der Marel, Gijs A.,Overkleeft, Herman S.,Drijfhout, Jan W.,Van Boom, Jacques H.
, p. 7809 - 7812 (2007/10/03)
Three novel fluorous reagents (i.e. 1-3), derived from benzyl chloroformate (Z-Cl), have been synthesized and used for the tagging of peptides prepared following a Fmoc-based solid-phase approach. It is shown that the implementation of a benzyloxycarbonyl (Z)-based fluorophilic tag facilitates purification of peptides using fluorous reverse phase chromatography.
