Novobiocin sodium

Novobiocin sodium

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Novobiocin sodium
Category Enzyme inhibitors
Catalog number BBF-03760
CAS 1476-53-5
Molecular Weight 634.60
Molecular Formula C31H35N2NaO11
Purity >98%

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Description

Novobiocin Sodium is a very potent bacterial DNA gyrase and human organic anion transporter with Ki of 14.87 ± 0.40 μM for hOAT1, 4.77 ± 1.12 μM for hOAT3 and 90.50 ± 7.50 μM for hOAT4.

Specification

Related CAS 303-81-1 (free acid)
Synonyms Albamycin; Cathomycin
Storage Store at 2-8°C
IUPAC Name sodium;4-[[7-(4-carbamoyloxy-3-hydroxy-5-methoxy-6,6-dimethyloxan-2-yl)oxy-4-hydroxy-8-methyl-2-oxochromen-3-yl]carbamoyl]-2-(3-methylbut-2-enyl)phenolate
Canonical SMILES CC1=C(C=CC2=C1OC(=O)C(=C2O)NC(=O)C3=CC(=C(C=C3)[O-])CC=C(C)C)OC4C(C(C(C(O4)(C)C)OC)OC(=O)N)O.[Na+]
InChI InChI=1S/C31H36N2O11.Na/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29;/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37);/q;+1/p-1/t23-,25-,26+,29+;/m0./s1
InChI Key WWPRGAYLRGSOSU-DUZLMVPISA-M
Source Synthetic

Properties

Appearance White to Yellow Powder
Boiling Point 848.2°C at 760 mmHg
Melting Point 215-220°C
Density 1.42 g/cm3
Solubility Soluble in Water

Reference Reading

1.Anticancer Inhibitors of Hsp90 Function: Beyond the Usual Suspects.
Garg G1, Khandelwal A1, Blagg BS2. Adv Cancer Res. 2016;129:51-88. doi: 10.1016/bs.acr.2015.12.001. Epub 2016 Feb 10.
The 90-kDa heat-shock protein (Hsp90) is a molecular chaperone responsible for the stability and function of a wide variety of client proteins that are critical for cell growth and survival. Many of these client proteins are frequently mutated and/or overexpressed in cancer cells and are therefore being actively pursued as individual therapeutic targets. Consequently, Hsp90 inhibition offers a promising strategy for simultaneous degradation of several anticancer targets. Currently, most Hsp90 inhibitors under clinical evaluation act by blocking the binding of ATP to the Hsp90 N-terminal domain and thereby, induce the degradation of many Hsp90-dependent oncoproteins. Although, they have shown some promising initial results, clinical challenges such as induction of the heat-shock response, retinopathy, and gastrointestinal tract toxicity are emerging from human trials, which constantly raise concerns about the future development of these inhibitors.
2.Novobiocin susceptibility of MukBEF deficient Escherichia coli is combinatorial with efflux and resides in DNA topoisomerases.
Petrushenko ZM1, Zhao H1, Zgurskaya HI1, Rybenkov VV2. Antimicrob Agents Chemother. 2016 Feb 29. pii: AAC.03102-15. [Epub ahead of print]
Condensins play a key role in global organization of bacterial chromosome. In Escherichia coli, inactivation of its sole condensin MukBEF induces severe growth defects and renders cells hypersusceptible to novobiocin. We report here that this hypersusceptibility can be observed in TolC deficient cells and, therefore, is unrelated to multidrug efflux. We further show that mutations in MukE that impair its focal subcellular localization potentiate novobiocin and that the extent of potentiation correlates with the residual activity of MukE. Finally, both DNA gyrase and topoisomerase IV could partially complement novobiocin susceptibility in a temperature dependent manner. These data indicate that the observed antibiotic susceptibility resides in both type-2 DNA topoisomerases and is efflux independent. Furthermore, novobiocin susceptibility is associated with the activity of MukBEF and can be induced by its partial inactivation, which makes the protein a plausible target for inhibition.
3.Extracellular synthesis of silver and gold nanoparticles by Sporosarcina koreensis DC4 and their biological applications.
Singh P1, Singh H1, Kim YJ2, Mathiyalagan R3, Wang C1, Yang DC4. Enzyme Microb Technol. 2016 May;86:75-83. doi: 10.1016/j.enzmictec.2016.02.005. Epub 2016 Feb 12.
The present study highlights the microbial synthesis of silver and gold nanoparticles by Sporosarcina koreensis DC4 strain, in an efficient way. The synthesized nanoparticles were characterized by ultraviolet-visible spectrophotometry, which displayed maximum absorbance at 424nm and 531nm for silver and gold nanoparticles, respectively. The spherical shape of nanoparticles was characterized by field emission transmission electron microscopy. The energy dispersive X-ray spectroscopy and elemental mapping were displayed the purity and maximum elemental distribution of silver and gold elements in the respective nanoproducts. The X-ray diffraction spectroscopy results demonstrate the crystalline nature of synthesized nanoparticles. The particle size analysis demonstrate the nanoparticles distribution with respect to intensity, volume and number of nanoparticles. For biological applications, the silver nanoparticles have been explored in terms of MIC and MBC against pathogenic microorganisms such as Vibrio parahaemolyticus, Escherichia coli, Salmonella enterica, Bacillus anthracis, Bacillus cereus and Staphylococcus aureus.

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