KANAMYCIN B SULFATE

KANAMYCIN B SULFATE Basic information
Product Name:KANAMYCIN B SULFATE
Synonyms:aminodeoxykanamycinsulfate;kanamycinb,sulfate(1:1)(salt);BEKANAMYCIN SULFATE;BEKANAMYCIN SULFATE SALT;KANAMYCIN B SULFATE;KANAMYCIN B SULFATE SALT;Aminodeoxybekanamycin;Kanamycin B sulfate CRS
CAS:29701-07-3
MF:C18H39N5O14S
MW:581.59
EINECS:
Product Categories:Amines;Intermediates & Fine Chemicals;Oligosaccharides;Pharmaceuticals
Mol File:29701-07-3.mol
KANAMYCIN B SULFATE Structure
KANAMYCIN B SULFATE Chemical Properties
storage temp. 2-8°C
solubility H2O: 50 mg/mL, clear, colorless
form powder
Merck 13,5299
BRN 5235274
Stability:Hygroscopic
Safety Information
Safety Statements 22-24/25
WGK Germany 2
RTECS WK1976500
MSDS Information
ProviderLanguage
SigmaAldrich English
KANAMYCIN B SULFATE Usage And Synthesis
OriginatorKanendomycin,Meiji Seika,Japan,1969
UsesAntibiotic complex produced by Streptomyces kanamyceticus Okami & Umezawa from Japanese soil. Comprised of three components, kanamycin A, the major component, and kanamycins B and C, two minor congeners. Antibacterial.
DefinitionChEBI: Bekanamycin sulfate is an aminoglycoside sulfate salt. It is functionally related to a kanamycin B.
Manufacturing Process200 liters of the medium containing 2.0% starch, 1.0% soybean meal, 0.05% KCl, 0.05% MgSO4·7H2O, 0.3% NaCl, 0.2% NaNO3 was placed in the 400 liter fermenter, the pH was adjusted to 7.5, and the medium was then sterilized (pH after the sterilization was 7.0) for 30 minutes at 120°C, inoculated with 1,000 ml of 40 hour shake-cultured broth of S. kanamyceticus (a selected subculture of K2-J strain) and tank-cultured at 27°-29°C. As antifoam,soybean oil (0.04%)and silicone (0.04%) were added. The broth after 48 hours was found to contain 250 mcg/ml of kanamycin.
A portion (950 ml) of the rich eluate was adjusted to pH 6.0 by the addition of sulfuric acid. Ultrawet K (7.0 g) in 70 ml water was added slowly to the neutralized eluate to precipitate kanamycin B dodecylbenzenesulfonate which was collected by filtration after adding filter aid (Dicalite). The cake was washed with water and extracted with 100 ml methanol. After filtering and washing with methanol, sulfuric acid was added to the filtrate until no more kanamycin B sulfate precipitated. After addition of an equal volume of acetone to provide more complete precipitation, the kanamycin B sulfate was collected by filtration, washed with methanol and dried in vacuo at 50°C.
Therapeutic FunctionD-Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1- 6)-O-[2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl-(1-4)]-2-deoxy sulfate (1:1)
Purification MethodsA small quantity of kanamycin B (24mg) can be purified on a small Dowex-1 x 2 column (6 x 50mm); the required fraction is evaporated to dryness and the residue crystallised from EtOH containing a small amount of H2O. [Umezawa et al. Bull Chem Soc Jpn 42 537 1969.] It has been crystallised from H2O by dissolving ~1g in H2O (3mL), adding Me2NCHO (3mL) and setting aside at 4o overnight. The needles are collected and dried to constant weight at 130o. It has also been recrystallised from aqueous EtOH. It is slightly soluble in CHCl3 and isoPrOH. [IR: Wakazawa et al. J Antibiot 14A 180, 187 1961, Ito et al. J Antibiot 17 A 189 1964, Beilstein 18 III/IV 7631.]
KANAMYCIN B SULFATE Preparation Products And Raw materials
Raw materialsHAM'S F10-MEDIUM
Dibekacin (R)-2-Aminocyclohenanol (1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL C-(TETRAHYDRO-PYRAN-2-YL)-METHYLAMINE HYDROCHLORIDE 6-O-(2-Amino-2-deoxy-α-D-xylopyranosyl)-4-O-(2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl)-2-deoxy-D-streptamine KANAMYCIN A SULFATE SALT,Kanamycin A sulfate (7CI),KANAMYCIN ACID SULFATE GENTAMINE C1A TOBRAMYCIN A 3-(CYCLOHEXYLOXY)PROPAN-1-AMINE Cyclohexanol, 2-amino-, (1S,2S)- 3-Amino-cyclohexanol 4-Aminotetrahydropyran 1-AMINO-3,3-DIETHOXYPROPANE TRANS-2-AMINOCYCLOHEXANOL HYDROCHLORIDE KANAMYCIN B SULFATE Tobramycin 6,7-DIHYDROXY-4-OXAHEPTYLAMINE 1-AMINO-3-CYCLOHEXYLOXY-PROPAN-2-OL

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