Panosialin B
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| Category | Enzyme inhibitors |
| Catalog number | BBF-03747 |
| CAS | |
| Molecular Weight | 480.63 |
| Molecular Formula | C21H36O8S2 |
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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, but it has weak anti-microbial effect.
Specification
| Synonyms | 5-Pentadecylresorcinol 1,3-bissulfuric acid; Panosialin II; Panosialin-IA; Resorcinol, 5-pentadecyl-, disulfate (ester); 5-Pentadecyl-1,3-phenylenbis(hydrogensulfat) |
| IUPAC Name | (3-pentadecyl-5-sulfooxyphenyl) hydrogen sulfate |
| Canonical SMILES | CCCCCCCCCCCCCCCC1=CC(=CC(=C1)OS(=O)(=O)O)OS(=O)(=O)O |
| InChI | InChI=1S/C21H36O8S2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(28-30(22,23)24)18-21(17-19)29-31(25,26)27/h16-18H,2-15H2,1H3,(H,22,23,24)(H,25,26,27) |
| InChI Key | USQVRFZEIYYKND-UHFFFAOYSA-N |
Properties
| Appearance | White Powder |
| Density | 1.2±0.1 g/cm3 |
| Solubility | Soluble in Methanol |
Reference Reading
1. Panosialins, inhibitors of an alpha1,3-fucosyltransferase Fuc-TVII, suppress the expression of selectin ligands on U937 cells
K Shinoda, K Shitara, Y Yoshihara, A Kusano, Y Uosaki, S Ohta, N Hanai, I Takahashi Glycoconj J. 1998 Nov;15(11):1079-83. doi: 10.1023/a:1006953626578.
Panosialins A and B were isolated as inhibitors of an alpha1,3-fucosyltransferase, Fuc-TVII, which is a key enzyme in the biosynthesis of selectin ligands, from culture broth of Streptomyces sp. Panosialins A and B inhibited the Fuc-TVII activity with IC50 values of 4.8 and 5.3 microg/ml, respectively. Panosialin A suppressed expression of selectin ligands on U937 cells, and inhibited the cell adhesion to immobilized E-selectin-immunoglobulin. Panosialins are the first reported Fuc-TVII inhibitors which can suppress the biosynthesis of selectin ligands and then inhibit selectin-mediated cell adhesion.
2. 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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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
