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Capreomycin Sulfate

CAS# 1405-37-4

Capreomycin Sulfate

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Capreomycin Sulfate

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Chemical Properties of Capreomycin Sulfate

Cas No. 1405-37-4 SDF Download SDF
PubChem ID 3032400 Appearance Powder
Formula C25H46N14O12S M.Wt 766.8
Type of Compound N/A Storage Desiccate at -20°C
Solubility H2O : ≥ 37 mg/mL (49.28 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name 3,6-diamino-N-[[(8Z)-15-amino-11-(2-amino-1,4,5,6-tetrahydropyrimidin-6-yl)-8-[(carbamoylamino)methylidene]-2-(hydroxymethyl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide;sulfuric acid
SMILES C1CN=C(NC1C2C(=O)NCC(C(=O)NC(C(=O)NC(C(=O)NC(=CNC(=O)N)C(=O)N2)CNC(=O)CC(CCCN)N)CO)N)N.OS(=O)(=O)O
Standard InChIKey AJQVUIHGEOLMDY-SOCRLDLMSA-N
Standard InChI InChI=1S/C25H44N14O8.H2O4S/c26-4-1-2-11(27)6-17(41)32-8-14-20(43)35-15(9-34-25(30)47)21(44)39-18(13-3-5-31-24(29)38-13)23(46)33-7-12(28)19(42)37-16(10-40)22(45)36-14;1-5(2,3)4/h9,11-14,16,18,40H,1-8,10,26-28H2,(H,32,41)(H,33,46)(H,35,43)(H,36,45)(H,37,42)(H,39,44)(H3,29,31,38)(H3,30,34,47);(H2,1,2,3,4)/b15-9-;
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 Capreomycin Sulfate

DescriptionCapreomycin is a peptide antibiotic, commonly grouped with the aminoglycosides, which is given in combination with other antibiotics for MDR-tuberculosis. IC50 value: Target: The drug should not be given with streptomycin or other drugs that may damage the auditory vestibular nerve. Patients on this drug will often require audiology tests. It is a cyclic peptide.Capreomycin is administered intramuscularly and shows bacteriostatic activity.

References:
[1]. Johansen SK, et al. Capreomycin binds across the ribosomal subunit interface using tlyA-encoded 2'-O-methylations in 16S and 23S rRNAs. Mol Cell. 2006 Jul 21;23(2):173-82.

Capreomycin Sulfate Dilution Calculator

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Preparing Stock Solutions of Capreomycin Sulfate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.3041 mL 6.5206 mL 13.0412 mL 26.0824 mL 32.603 mL
5 mM 0.2608 mL 1.3041 mL 2.6082 mL 5.2165 mL 6.5206 mL
10 mM 0.1304 mL 0.6521 mL 1.3041 mL 2.6082 mL 3.2603 mL
50 mM 0.0261 mL 0.1304 mL 0.2608 mL 0.5216 mL 0.6521 mL
100 mM 0.013 mL 0.0652 mL 0.1304 mL 0.2608 mL 0.326 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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Background on Capreomycin Sulfate

Capreomycin Sulfate is a cyclic peptide antibiotic and thought to inhibit protein synthesis by binding to the 70S ribosomal unit.

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References on Capreomycin Sulfate

Unilamellar vesicles as potential capreomycin sulfate carriers: preparation and physicochemical characterization.[Pubmed:15198564]

AAPS PharmSciTech. 2004 Dec 31;4(4):E69.

The aim of this work was to evaluate unilamellar liposomes as new potential Capreomycin Sulfate (CS) delivery systems for future pulmonary targeting by aerosol administration. Dipalmitoylphosphatidylcholine, hydrogenated phosphatidylcholine, and distearoylphosphatidylcholine were used for liposome preparation. Peptide-membrane interaction was investigated by differential scanning calorimetry (DSC) and attenuated total internal reflection Fourier-transform infrared spectroscopy (ATIR-FTIR). Peptide entrapment, size, and morphology were evaluated by UV spectrophotometry, photocorrelation spectroscopy, and transmission electron microscopy, respectively. Interaction between CS and the outer region of the bilayer was revealed by DSC and ATIR-FTIR. DSPC liposomes showed enhanced interdigitation when the CS molar fraction was increased. Formation of a second phase on the bilayer surface was observed. From kinetic and permeability studies, CS loaded DSPC liposomes resulted more stable if compared to DPPC and HPC over the period of time investigated. The amount of entrapped peptide oscillated between 10% and 13%. Vesicles showed a narrow size distribution, from 138 to 166 nm, and a good morphology. These systems, in particular DSPC liposomes, could represent promising carriers for this peptide.

Preparation of large porous biodegradable microspheres by using a simple double-emulsion method for capreomycin sulfate pulmonary delivery.[Pubmed:17079101]

Int J Pharm. 2007 Mar 21;333(1-2):103-11.

The aim of this work was to evaluate if a simple double-emulsion method could be used for developing a new formulation of large porous microspheres (MS) potentially useful for Capreomycin Sulfate (CS) pulmonary delivery. Poly(DL-lactide-co-glycolide) was used for MS preparation. A simple W/O/W double-emulsion/solvent evaporation preparation method was employed and MS were characterized by UV spectrophotometry, particle size, and scanning electron microscopy. A computer-generated response surface method (RSM) was employed to evaluate % drug content, volume mean diameter (VMD), and span upon variation of two numeric and two categorical factors. MS size distribution was found to be strongly affected by the homogenization method and the type of emulsifier employed. Mean diameters ranged from 1 to 20 microm. The MS presented a proper morphology, with a highly porous interior and a rough surface. Peptide content ranged between 1 and 20%. The region of optimality was referred to as a low VMD and span values, and a high drug content. The best results were found when using a 20% loading, 19.8-3.2 dichloromethane/acetone ratio, ultraturrax mixing, and HPMC as emulsifier. The double-emulsion method allowed the preparation of CS loaded large porous MS having suitable characteristics to match respirability requirements. The use of RSM helped to establish the conditions to obtain formulations potentially useful for a possible CS pulmonary delivery, by using a simple preparation method with a consistent time, cost, and material saving.

Development and validation of a liquid chromatographic method for the analysis of capreomycin sulfate and its related substances.[Pubmed:19185869]

J Chromatogr A. 2009 Mar 20;1216(12):2449-55.

A gradient LC method for the analysis of Capreomycin Sulfate and its related substances was developed. The chromatographic conditions include the use of a Hypersil base deactivated C(18) (250 mm x 4.6mm, 5 microm) column maintained at 25 degrees C, a mobile phase containing acetonitrile, phosphate buffer pH 2.3 and 0.025M hexanesulfonate at a flow rate of 1.0 mL/min and UV detection performed at 268 nm. Good separation of the four active components of capreomycin and eleven unknown impurities was achieved. A system suitability test to check the quality of the separation is specified. The method shows good repeatability, linearity and robustness.

Development of liposomal capreomycin sulfate formulations: effects of formulation variables on peptide encapsulation.[Pubmed:16439072]

Int J Pharm. 2006 Mar 27;311(1-2):172-81.

PURPOSE: The aim of this work was the investigation of the effects of preparation variables on drug content for the development of Capreomycin Sulfate (CS) liposomal formulations as potential aerosol antitubercular agents. METHODS: Dipalmitoylphosphatidylcholine (DPPC), hydrogenated phosphatidylcholine (HPC) and distearoylphosphatidylcholine (DSPC) were used for liposome preparation. A freeze-thawing method was chosen for CS encapsulation. Peptide entrapment, size and morphology were evaluated by UV spectrophotometry, photocorrelation spectroscopy (PCS) and transmission electron microscopy (TEM), respectively. A 2(3) full factorial protocol was designed to evaluate the conditions for CS encapsulation improvement. RESULTS: Peptide content ranged between 1 and 8%. Vesicles showed a narrow size distribution, with average diameters around 1 microm and a good morphology. A mathematical model was generated for each liposomal system and check point analyses revealed good agreement between experimental and predicted values. DPPC liposomes were found to provide the highest CS content. CONCLUSIONS: Peptide content was successfully increased by assessing formulation variable effects using a 2(3) factorial design that proved to be a time saving method helpful in developing new CS liposomal formulations for a possible application in aerosol antitubercular therapies.

Description

Capreomycin sulfate is a peptide antibiotic, commonly grouped with the aminoglycosides, which is given in combination with other antibiotics for MDR-tuberculosis.

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