A cationic thiazolidine antibiotic
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QPyN16Th

Item No. 42701

Product Insert (PDF)
Technical Information
Formal Name
1-methyl-2-(3-palmitoylthiazolidin-2-yl)pyridin-1-ium, iodide
Molecular Formula
C25H43N2OS • I
Formula Weight
Purity
≥95%
A solid
DMSO: Soluble: ≥10 mg/mlEthanol: Sparingly Soluble: 1-10 mg/ml
SMILES
O=C(CCCCCCCCCCCCCCC)N1C(SCC1)C2=[N+](C)C=CC=C2.[I-]
InChi Code
InChI=1S/C25H43N2OS.HI/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-19-24(28)27-21-22-29-25(27)23-18-16-17-20-26(23)2;/h16-18,20,25H,3-15,19,21-22H2,1-2H3;1H/q+1;/p-1
InChi Key
NEVNGGXITIRUJC-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    QPyN16Th is an N-palmitoylated cationic thiazolidine antibiotic.1 It is selectively active against the Gram-positive bacteria E. faecalis, S. aureus, and methicillin-resistant S. aureus (MRSA; MICs = 1.95 µM for all) over the Gram-negative bacteria E. coli, uropathogenic E. coli (UPEC), and P. aeruginosa (MICs = 500, 125, and 62.5 µM, respectively). QPyN16Th (2 µM) induces membrane permeabilization and depolarization and reactive oxygen species (ROS) production in MRSA. In vivo, QPyN16Th (2 µM in the tank water) increases survival in a zebrafish model of intramuscular MRSA infection.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pious, A., Venkatasubramanian, V., Singaravelu, D.K., et al. Synthesis of cationic N-acylated thiazolidine for selective activity against Gram-positive bacteria and evaluation of N-acylation’s role in membrane-disrupting activity. RSC Med. Chem. (2024).