Premium
Optimised Synthesis of the Bacterial Magic Spot (p)ppGpp Chemosensor PyDPA
Author(s) -
Conti Gabriele,
Minneci Marco,
Sattin Sara
Publication year - 2019
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201900013
Subject(s) - stringent response , nucleotide , guanosine , chemistry , combinatorial chemistry , multidrug tolerance , biochemistry , biophysics , computational biology , bacteria , biofilm , biology , escherichia coli , gene , genetics
Guanosine penta‐ or tetraphosphate (pppGpp or ppGpp, respectively) is a nucleotide signalling molecule with a marked effect on bacterial physiology during stress. Its accumulation slows down cell metabolism and replication, supposedly leading to the formation of the antibiotic‐tolerant persister phenotype. A specifically tailored fluorescent chemosensor, PyDPA, allows the detection of (p)ppGpp in solution with high selectivity, relative to that of other nucleotides. Herein, an optimised synthetic approach is presented that improves the overall yield from 9 to 67 % over 7 steps. The simplicity and robustness of this approach will allow groups investigating the many facets of (p)ppGpp easy access to this probe.