11023-57-7Relevant academic research and scientific papers
From plant to probe: Semi-synthesis of labelled undecaprenol analogues allows rapid access to probes for antibiotic targets
Alexander, Francesca M.,Boland, Coilín,Caffrey, Martin,Cochrane, Rachel V. K.,Cochrane, Stephen A.,Fetics, Susan K.
supporting information, p. 8603 - 8606 (2020/08/21)
Undecaprenol-containing glycolipids (UCGs) are essential precursors of bacterial glycopolymers and glycoproteins. We report a novel semi-synthetic strategy to prepare labelled UCGs directly from undecaprenol. This one-size-fits-all approach offers a concise and efficient method for obtaining labelled-UCGs, which will allow new mechanistic studies and inhibitor screens to be performed on novel antibiotic targets.
Synthesis of undecaprenyl pyrophosphate-linked glycans as donor substrates for bacterial protein N-glycosylation
Lee, Yong Joo,Ishiwata, Akihiro,Ito, Yukishige
experimental part, p. 6310 - 6319 (2009/12/06)
Synthesis of undecaprenyl pyrophosphate (Und-PP)-linked glycans is described. Bacterial ([E]3,[Z]7)-undecaprenol was synthesized from trans-geranylgeranyl sulfone and isoprenoid building blocks, which was converted to undecaprenyl ph
BIOSYNTHESIS OF A D-GLUCOSYL POLYISOPRENYL DIPHOSPHATE IN PARTICULATE PREPARATIONS OF MICROCOCCUS LYSODEIKTICUS
Yamazaki, Tatsumi,Laske, Douglas W.,Herscovics, Annette,Warren, Christopher D.,Jeanloz, Roger W.
, p. 159 - 170 (2007/10/02)
Particulate fractions of Micrococcus lysodeikticus incubated with UDP-D-glucose incorporated radioactivity into a chloroform-methanol-soluble, low-mol. wt. compound, and into a polymer.The low-mol. wt. compound consisted of a glucolipid that was extremely labile to mild acid hydrolysis with the formation of D-glucose, and to mild alkali, yielding 14C-labeled α-D-glucopyranose 1,2-phosphate and D-glucose 2-phosphate.The labeled glucolipid was eluted from a DEAE-cellulose column at a salt concentration higher than that required by synthetic ficaprenyl (D-glucopyranosyl phosphate), and it migrated more slowly than the latter compound in t.l.c.Formation of glucolipid was stimulated by exogenous ficaprenyl phosphate, but not by C55-dolichyl phophate.These results suggest that the glucolipid has the characteristic properties of a polyisoprenyl glucosyl diphosphate.
