Panosialin wB

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Category Enzyme inhibitors
Catalog number BBF-02355
CAS
Molecular Weight 400.57
Molecular Formula C21H36O5S

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Description

It is produced by the strain of Str. sp OH-5186. It can inhibit α,β-glucosidase and mannose glycosidase. It does not inhibit the influenza virus, it has weak anti-microbial effect.

Specification

IUPAC Name (3-hydroxy-5-pentadecylphenyl) hydrogen sulfate
Canonical SMILES CCCCCCCCCCCCCCCC1=CC(=CC(=C1)OS(=O)(=O)O)O
InChI InChI=1S/C21H36O5S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(17-19)26-27(23,24)25/h16-18,22H,2-15H2,1H3,(H,23,24,25)
InChI Key RFXJKCXWJAFPEB-UHFFFAOYSA-N

Properties

Appearance White Powder
Melting Point 238°C (dec.)
Solubility Soluble in Methanol

Reference Reading

1. Panosialins, inhibitors of enoyl-ACP reductase from Streptomyces sp. AN1761
Yun Ju Kwon, Mi-Jin Sohn, Taegwon Oh, Sang-Nae Cho, Chang-Jin Kim, Won-Gon Kim J Microbiol Biotechnol. 2013 Feb;23(2):184-8. doi: 10.4014/jmb.1209.09038.
In the continued search for inhibitors of enoyl-acyl carrier protein (ACP) reductase, we found that four acylbenzenediol sulfate metabolites from Streptomyces sp. AN1761 potently inhibited bacterial enoyl-ACP reductases of Staphylococcus aureus, Streptococcus pneumoniae, and Mycobacterium tuberculosis. Their structures were identified as panosialins A, B, wA, and wB by MS and NMR data. They showed stronger inhibition against S. aureus FabI and S. pneumoniae FabK with IC50 of 3-5 microM than M. tuberculosis InhA with IC50 of 9-12 microM. They also exhibited a stronger antibacterial spectrum on S. aureus and S. pneumoniae than M. tuberculosis. In addition, the higher inhibitory activity of panosialin wB than panosialin B on fatty acid biosynthesis was consistent with that on bacterial growth, suggesting that they could exert their antibacterial activity by inhibiting fatty acid synthesis.

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