201670-50-0Relevant academic research and scientific papers
Rationally designed short polyisoprenol-linked PglB substrates for engineered polypeptide and protein N-glycosylation
Liu, Feng,Vijayakrishnan, Balakumar,Faridmoayer, Amirreza,Taylor, Thomas A.,Parsons, Thomas B.,Bernardes, Goncalo J.L.,Kowarik, Michael,Davis, Benjamin G.
supporting information, p. 566 - 569 (2014/02/14)
The lipid carrier specificity of the protein N-glycosylation enzyme C. jejuni PglB was tested using a logical, synthetic array of natural and unnatural C10, C20, C30, and C40 polyisoprenol sugar pyrophosphates, including those bearing repeating cis-prenyl units. Unusual, short, synthetically accessible C20 prenols (nerylnerol 1d and geranylnerol 1e) were shown to be effective lipid carriers for PglB sugar substrates. Kinetic analyses for PglB revealed clear KM-only modulation with lipid chain length, thereby implicating successful in vitro application at appropriate concentrations. This was confirmed by optimized, efficient in vitro synthesis allowing >90% of Asn-linked β-N-GlcNAc-ylated peptide and proteins. This reveals a simple, flexible biocatalytic method for glycoconjugate synthesis using PglB N-glycosylation machinery and varied chemically synthesized glycosylation donor precursors.
Synthesis of tricyclopolyprenols via a radical addition and a stereoselective elimination, part II: (Z)-tricyclopentaprenol, (E,E)- and (Z,Z)-tricyclohexaprenol, (Z,Z,Z)-tricycloheptaprenol
Jenn, Thierry,Heissler, Denis
, p. 107 - 118 (2007/10/03)
Four tricyclopolyprenols have been synthesised by addition of the isocopalenyl radical either to a 2-methylene-3-hydroxy alkenenitrile (in the case of (E,E)-tricyclohexaprenol) or to a methyl 2-methylene-3-hydroxy alkenoate (in the case of the three (Z)-t
