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Novobiocin Sodium

CAS# 1476-53-5

Novobiocin Sodium

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Chemical structure

Novobiocin Sodium

3D structure

Chemical Properties of Novobiocin Sodium

Cas No. 1476-53-5 SDF Download SDF
PubChem ID 87271665 Appearance Powder
Formula C31H35N2NaO11 M.Wt 634.61
Type of Compound N/A Storage Desiccate at -20°C
Synonyms Albamycin; Cathomycin
Solubility Soluble in DMSO > 10 mM
SMILES CC1=C(C=CC2=C1OC(=O)[C-](C2=O)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+]
Standard InChIKey AXOUUAINTJNFRS-UHFFFAOYSA-N
Standard InChI InChI=1S/C31H35N2O11.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;+1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Novobiocin Sodium

DescriptionNovobiocin Sodium is an antibiotic compound derived from Streptomyces niveus. Target: Antibacterial Novobiocin, also known as albamycin or cathomycin, is an aminocoumarin antibiotic that is produced by the actinomycete Streptomyces niveus, which has recently been identified as a subjective synonym for S. spheroides a member of the order Actinobacteria . Other aminocoumarin antibiotics include clorobiocin and coumermycin A1. The molecular basis of action of novobiocin, and other related drugs clorobiocin and coumermycin A1 has been examined. Aminocoumarins are very potent inhibitors of bacterial DNA gyrase and work by targeting the GyrB subunit of the enzyme involved in energy transduction. Novobiocin as well as the other aminocoumarin antibiotics act as competitive inhibitors of the ATPase reaction catalysed by GyrB. The potency of novobiocin is considerably higher than that of the fluoroquinolones that also target DNA gyrase, but at a different site on the enzyme. The GyrA subunit is involved in the DNA nicking and ligation activity [1-4].

References:
[1]. http://www.ncbi.nlm.nih.gov/pubmed/8231802 [2]. Maxwell, A., DNA gyrase as a drug target. Biochem Soc Trans, 1999. 27(2): p. 48-53. [3]. Lewis, R.J., F.T. Tsai, and D.B. Wigley, Molecular mechanisms of drug inhibition of DNA gyrase. Bioessays, 1996. 18(8): p. 661-71. [4]. Maxwell, A. and D.M. Lawson, The ATP-binding site of type II topoisomerases as a target for antibacterial drugs. Curr Top Med Chem, 2003. 3(3): p. 283-303.

Novobiocin Sodium Dilution Calculator

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Preparing Stock Solutions of Novobiocin Sodium

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.5758 mL 7.8789 mL 15.7577 mL 31.5154 mL 39.3943 mL
5 mM 0.3152 mL 1.5758 mL 3.1515 mL 6.3031 mL 7.8789 mL
10 mM 0.1576 mL 0.7879 mL 1.5758 mL 3.1515 mL 3.9394 mL
50 mM 0.0315 mL 0.1576 mL 0.3152 mL 0.6303 mL 0.7879 mL
100 mM 0.0158 mL 0.0788 mL 0.1576 mL 0.3152 mL 0.3939 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Novobiocin Sodium

Intramuscular administration of ceftiofur sodium versus intramammary infusion of penicillin/novobiocin for treatment of Streptococcus agalactiae mastitis in dairy cows.[Pubmed:8567385]

J Am Vet Med Assoc. 1996 Jan 15;208(2):258-60.

OBJECTIVE: To determine the efficacy of intramuscular administration of ceftiofur sodium as treatment for intramammary infections attributable to Streptococcus agalactiae, compared with that for a standard treatment of intramammary infusion of penicillin/novobiocin. DESIGN: Prospective, randomized, controlled trial. ANIMALS: 72 lactating Holstein cows with intramammary infections caused by S agalactiae from 5 commercial dairies in Michigan. PROCEDURE: In 36 of 72 infected cows, ceftiofur was administered (2.2 mg/kg of body weight, IM, q 24 h) for 5 days; 150 mg of novobiocin and 100,000 U of procaine penicillin G was infused daily into each mammary gland of the other 36 cows for 2 days. Milk samples were collected aseptically at approximately 4 and 8 weeks after initial treatment. If cows were determined to be infected at 4 weeks after initial treatment, the treatment was repeated. RESULTS: The cure rate at 4 weeks (91.7%) and at 8 weeks (96.8%) after initial treatment for the penicillin/novobiocin-treated cows was significantly (P < 0.0001) higher, compared with that of the ceftiofur-treated cows (2.8 and 9.1%, respectively). Somatic cell counts were significantly (P < 0.0001) lower in the penicillin/novobiocin-treated group after treatment. CLINICAL IMPLICATIONS: Intramuscular administration of ceftiofur is not efficacious as a treatment to eliminate intramammary infections caused by S agalactiae and should not be used to reduce the prevalence of this organism in dairy herds.

[Solubility of the sodium salt of novobiocin in ethyl alcohol mixtures with other solvents].[Pubmed:453794]

Antibiotiki. 1979 Jun;24(6):422-4.

Solubility of sodium novobiocin in binary mixtures of ethyl alcohol with ehtyl acetate, methylene chloride, diethyl ether, carbon tetrachloride or n-heptane was studied. Deviation in the sodium novobiocin solubility from the additivity was observed depending on the nature of the second component of the solvent mixture.

Description

Novobiocin Sodium (Albamycin; Cathomycin) is an orally active antibiotic compound derived from Streptomyces niveus and a potent DNA gyrase inhibitor by binding the ATP-binding site in the ATPase subunit. Novobiocin Sodium manifests strong anti-bacterial activities effectively against gram-positive pathogens and shows limited activity against gram-negative organisms due to LPS-containing outer membrane.Novobiocin Sodium binds to the C-terminus of Hsp90 and slightly induces degradation of Hsp90-dependent client proteins (IC50=700 µM).

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