Novobiocin
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| Category | Antibiotics |
| Catalog number | BBF-02611 |
| CAS | 303-81-1 |
| Molecular Weight | 612.62 |
| Molecular Formula | C31H36N2O11 |
| Purity | >95% |
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Description
Novobiocin is found to bind at a second ATP-binding site in the C-terminal domain of Hsp90, thus disrupting the interaction of both p23 and Hsp70 co-chaperones with the Hsp90 complex. (IC50=700μmol/L)
Specification
| Related CAS | 1476-53-5 (mono-hydrochloride) 1476-53-5 (sodium) |
| Synonyms | Streptonivicin; Inamycin; Albamycin; Cathomycin; Cardelmycin; Spheromycin; Antibiotic PA-93; Novobiocina; Benzamide, N-(7-((3-O-(aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-beta-L-lyxo-hexopyranosyl)oxy)-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-4-hydroxy-3-(3-methyl-2-butenyl)- |
| Storage | Store at -20°C |
| IUPAC Name | [(3R,4S,5R,6R)-5-hydroxy-6-[4-hydroxy-3-[[4-hydroxy-3-(3-methylbut-2-enyl)benzoyl]amino]-8-methyl-2-oxochromen-7-yl]oxy-3-methoxy-2,2-dimethyloxan-4-yl] carbamate |
| 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 |
| InChI | InChI=1S/C31H36N2O11/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)/t23-,25+,26-,29-/m1/s1 |
| InChI Key | YJQPYGGHQPGBLI-KGSXXDOSSA-N |
| Source | Streptomyces sp. |
Properties
| Appearance | White Crystalline |
| Boiling Point | 657.29°C at 760 mmHg |
| Melting Point | 152-156°C |
| Flash Point | 466.8±34.3 °C |
| Density | 1.3448 g/cm3 |
| Solubility | Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility. |
Reference Reading
1.Comparison of Assurance GDS<sup>®</sup> MPX ID for Top STEC with Reference Culture Methods for the Detection of <em>E. coli </em>Top 6 STEC; Direct Confirmation of Top 6 STEC from Isolation Plates and Determination of Equivalence of PickPen<sup>®</sup> and FSIS OctoMACS™ Concentration Protocols.
J AOAC Int. 2016 Mar 19. [Epub ahead of print]
Assurance GDS® MPX ID for Top Shiga toxin-producing Escherichia coli (STEC; MPX ID) was validated according to the AOAC INTERNATIONAL Methods Committee Guidelines for Validation of Microbiological Methods for Foods and Environmental Surfaces as (1) a secondary screening method for specific detection of the Top 6 STEC serogroups (O26, O45, O103, O111, O121, and O145) in raw beef trim, raw ground beef, raw spinach, and on stainless steel; and (2) as a confirmatory method for the identification of pure culture isolates as Top 6 STEC. MPX ID is used in conjunction with the upfront BCS Assurance GDS MPX Top 7 STEC assay. This Performance Tested Method SM validation has two main parts: Method Developer studies and the Independent Laboratory study. A total of 180 samples and controls were analyzed. Results showed that MPX ID had no statistically significant differences with the reference culture methods for the detection of Top 6 STEC in the food matrixes (raw beef trim, raw ground beef, and raw spinach) and environmental sponges (stainless steel) studied.
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.Evaluation of bacteriological profile and antibiotic sensitivity patterns in children with urinary tract infection: A prospective study from a tertiary care center.
Badhan R1, Singh DV2, Badhan LR1, Kaur A1. Indian J Urol. 2016 Jan-Mar;32(1):50-6. doi: 10.4103/0970-1591.173118.
INTRODUCTION: Development of regional surveillance programs is necessary for the development of community-acquired urinary tract infection (UTI) guidelines, especially for sub-urban and rural areas where empirical treatment is the mainstay in the absence of proper diagnostic modalities. Our aim was to evaluate the bacteriological profile and antibiotic sensitivity patterns in children with UTI prospectively from a tertiary care center.
4.Improving the Enrichment and Plating Methods for Rapid Detection of Non-O157 Shiga Toxin-Producing Escherichia coli in Dairy Compost.
Wang H1, Chen Z2, Jiang X3. J Food Prot. 2016 Mar;79(3):413-20. doi: 10.4315/0362-028X.JFP-15-249.
A culture method to detect non-O157 Shiga toxin-producing Escherichia coli (STEC) was optimized in this study. The finished dairy compost with 30% moisture content was inoculated with a cocktail of six non-O157 STEC serovars at initial concentrations of 1 to 100 CFU/g. Afterward, non-O157 STEC cells in the inoculated dairy compost were enriched by four methods, followed by plating onto cefixime-tellurite sorbitol MacConkey agar supplemented with 5 mg/liter novobiocin (CTNSMAC) and modified Rainbow agar containing 5 mg/liter novobiocin, 0.05 mg/liter cefixime trihydrate, and 0.15 mg/liter potassium tellurite (mRBA). Immunomagnetic bead separation (IMS) was used to compare the cell concentration of individual non-O157 STEC serotypes after enrichment. There was no significant difference (P > 0.05) between CTN-SMAC and mRBA for non-O157 STEC enumeration. The single-step selective enrichment recovered ca. 0.54 log CFU/g more cells (ca. 0.41 log CFU/g for compost-adapted cells) (P < 0.
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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 ╳
