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Cifone, Matthew T. ; He, YongLe ; Basu, Rajeswari , et al. J. Med. Chem.,2022,65(24):16510-16525. DOI: 10.1021/acs.jmedchem.2c01380 PubMed ID: 36459397
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Abstract: The relationship between drug-target residence time and the post-antibiotic effect (PAE) provides insights into target vulnerability. To probe the vulnerability of bacterial acetyl-CoA carboxylase (ACC), a series of heterobivalent inhibitors were synthesized based on pyridopyrimidine 1 and moiramide B (3) which bind to the biotin carboxylase and carboxyltransferase ACC active sites, resp. The heterobivalent compound 17, which has a linker of 50 ?, was a tight binding inhibitor of Escherichia coli ACC (Kiapp 0.2 nM) and could be displaced from ACC by a combination of both 1 and 3 but not just by 1. In agreement with the prolonged occupancy of ACC resulting from forced proximity binding, the heterobivalent inhibitors produced a PAE in E. coli of 1-4 h in contrast to 1 and 3 in combination or alone, indicating that ACC is a vulnerable target and highlighting the utility of kinetic, time-dependent effects in the drug mechanism of action.
Purchased from AmBeed: 14542-71-3 ; 112-27-6 ; 112-27-6 ; 2615-15-8 ; 2468-56-6 ; 2834-05-1 ; 13979-81-2 ; 85141-94-2 ; 20781-06-0 ; 688744-20-9 ; 13321-75-0 ; 2092351-86-3 ; 130445-13-5
CAS No. : | 85141-94-2 | MDL No. : | MFCD18205852 |
Formula : | C8H17BrO4 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | CERQCRALBKUCTF-UHFFFAOYSA-N |
M.W : | 257.12 | Pubchem ID : | 14786209 |
Synonyms : |
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Chemical Name : | 2-(2-(2-(2-Bromoethoxy)ethoxy)ethoxy)ethanol |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P233-P260-P261-P264-P270-P271-P280-P301+P312-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P330-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |