202464-67-3Relevant academic research and scientific papers
Total Synthesis of Dansylated Park's Nucleotide for High-Throughput MraY Assays
Wohnig, Stephanie,Spork, Anatol P.,Koppermann, Stefan,Mieskes, Gottfried,Gisch, Nicolas,Jahn, Reinhard,Ducho, Christian
supporting information, p. 17813 - 17819 (2016/11/28)
The membrane protein translocase I (MraY) is a key enzyme in bacterial peptidoglycan biosynthesis. It is therefore frequently discussed as a target for the development of novel antibiotics. The screening of compound libraries for the identification of MraY inhibitors is enabled by an established fluorescence-based MraY assay. However, this assay requires a dansylated derivative of the bacterial biosynthetic intermediate Park's nucleotide as the MraY substrate. Isolation of Park's nucleotide from bacteria and subsequent dansylation only furnishes limited amounts of this substrate, thus hampering the high-throughput screening for MraY inhibitors. Accordingly, the efficient provision of dansylated Park's nucleotide is a major bottleneck in the exploration of this promising drug target. In this work, we present the first total synthesis of dansylated Park's nucleotide, affording an unprecedented amount of the target compound for high-throughput MraY assays.
Synthesis of P1-Citronellyl-P2-α-D-pyranosyl pyrophosphates as potential substrates for the E. coli undecaprenyl-pyrophosphoryl-N-acetylglucoseaminyl transferase MurG
Cudic, Predrag,Behenna, Douglas C.,Yu, Michael K.,Kruger, Ryan G.,Szewczuk, Lawrence M.,McCafferty, Dewey G.
, p. 3107 - 3110 (2007/10/03)
P1-Citronellyl-P2-α-D-pyranosyl pyrophosphates containing α-D-N-acetylglucoseaminyl, α-D-glucosyl, and α-D-N-acetylmuramyl carbohydrates were synthesized and used in substrate specificity studies of the Escherichia coli MurG enzyme. Oxalyl chloride activation of citronellyl phosphate for coupling to α-D-pyranose-1-phosphates resulted in markedly improved yields over traditional Khorana-Moffatt and diphenyl chlorophosphate activation strategies.
The total synthesis of lipid I
VanNieuwenhze,Mauldin,Zia-Ebrahimi,Aikins,Blaszczak
, p. 6983 - 6988 (2007/10/03)
A total synthesis of lipid I (4), a membrane-associated intermediate in the bacterial cell wall (peptidoglycan) biosynthesis pathway, is reported. This highly convergent synthesis will enable further studies on bacterial resistance mechanisms and may prov
