5.05893
Mycobacterium Bactericide, TCA1
Synonym(s):
Mycobacterium Bactericide, TCA1, Mtb Inhibitor, Mycobacteria DprE1 Inhibitor, Mycobacteria MoeW Inhibitor, Ethyl-(2-(benzo[d]thiazole-2-carboxamido)thiophene-3-carbonyl)carbamate, Ethyl-((2-((1,3-benzothiazol-2-ylcarbonyl)amino)-3-thienyl)carbonyl)carbamate
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About This Item
Empirical Formula (Hill Notation):
C16H13N3O4S2
Molecular Weight:
375.42
UNSPSC Code:
12352200
assay
≥97% (HPLC)
Quality Segment
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
yellow
solubility
DMSO: 50 mg/mL
storage temp.
2-8°C
General description
A cell-permeable benzothiazolylthiophene that exhibits bactericidal activity against mycobacteria, including M. smegmatis, M. bovis GCG, and M. tuberculosis (MIC50 = 30, 40, and 10 ng/mL, respectively, in biofilm medium; MIC50 = 4.5, 3, 0.19 µg/mL, respectively, in 7H9 medium), but not E. coli, Staphylococcus aureus, or Pseudomonas aeruginosa, by simultaneously targeting DprE1 FAD-binding domain of DprE1/DprE2 required for Mycobacterium cell wall arabinan biosynthesis and the Mtb MoeW protein involved in the biosynthesis of MoCo, molybdenum cofactor indispensable for nitrate assimilation via MoCo-dependent enzymes. Either alone or used in combination, TCA1 is shown to greatly complement INH (Isoniazid) and RIF (Rifampicin) against both wt and drug-resistant Mtb cultures in vitro (1-7.5 µg/mL) and in treating acute and chronic Mtb H37Rv infections in mice in vivo (10-100 mg/kg p.o.) with no apparent host toxicity.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
DprE1
DprE1
Secondary Target
MoeW
MoeW
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Other Notes
Wang, F., et al. 2013. Proc. Natl. Acad. Sci. USA110, E2510.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_c
Not applicable
flash_point_f
Not applicable
Certificates of Analysis (COA)
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