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Micronomicin

CAS No.
52093-21-7
Chemical Name:
Micronomicin
Synonyms
DE 020;KW 1062;XK 62-2;Sagamicin;Santemycin;MICRONOMYCIN;Micronomicin;Gentamicin C2b;Antibiotic XK 62-2;Antibiotic KW 1062
CBNumber:
CB31179195
Molecular Formula:
C20H41N5O7
Molecular Weight:
463.57
MDL Number:
MFCD00865016
MOL File:
52093-21-7.mol
Last updated:2024-11-20 11:41:24

Micronomicin Properties

Melting point 260° (dec)
alpha D20 +116° (c = 1 in water)
Boiling point 567.39°C (rough estimate)
Density 1.2416 (rough estimate)
refractive index 1.7600 (estimate)
storage temp. 4°C, stored under nitrogen
form Solid
pka 13.29±0.70(Predicted)
color Light yellow to yellow
Water Solubility Water : 250 mg/mL (539.29 mM; Need ultrasonic)
FDA UNII S9AZ0R40QV
ATC code S01AA22

SAFETY

Risk and Safety Statements

Toxicity LD50 i.v. in mice: 93 mg/kg (Okachi)

Micronomicin price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 278497 Gentamicin C2b 52093-21-7 1mg $835 2021-12-16 Buy
American Custom Chemicals Corporation API0011937 MICRONOMICIN 95.00% 52093-21-7 1G $1428 2021-12-16 Buy
American Custom Chemicals Corporation API0011937 MICRONOMICIN 95.00% 52093-21-7 5MG $502.22 2021-12-16 Buy
Product number Packaging Price Buy
278497 1mg $835 Buy
API0011937 1G $1428 Buy
API0011937 5MG $502.22 Buy

Micronomicin Chemical Properties,Uses,Production

Description

Micronomicin, formerly called sagamicin, was found in the culture broth of Micromonospora sagamiensis var. nonreducans by Kyowa Hakko Kogyo Company and Abbott Laboratories in 1974. The compound is identical with one of the minor components contained in gentamicin, gentamicin C2b, but it is produced as a single component. Its amino group at the 6 -position is methylated and is not subject to the enzymatic acetylation caused by resistant bacteria, including Pseudomonas aeruginosa. Micronomicin is less toxic than gentamicin to the renal and aural systems.

Originator

Sagamicin,Kyowa Hakko,Japan,1982

Uses

Gentamicin C2b is a component of Gentamicin Sulphate Complex C. Gentamicin (G360600) is an antibiotic from bacteria Micromonospora purpurea and used to treat respiratory and urinary tract, blood, bone and soft tissues infections.

Uses

Gentamicin C2b (micronomicin) is a trisaccharide pentaaminoglycoside antibiotic belonging to the gentamicin class. Gentamicin C2b was isolated from Micromonospora sagamiensis var. nonreductans by researchers at Kyowa Hakko Kogyo in 1974. Gentamicin C2b has broad activity against Gram positive and Gram negative bacteria. More recently, gentamicin C2b has been shown to induce neuromuscular blockage.

Definition

ChEBI: Gentamicin C2b is an aminoglycoside.

Manufacturing Process

A. Culturing of MK-65: In this example, Micromonospora sagamiensis MK-65 ATCC 21826 (FERM-P No. 1530) is used as the seed strain. One loopful of the seed strain is inoculated into 30 ml of a first seed medium in a 250 mlErlenmeyer flask. The first seed medium has the following composition:
Percent Dextrin 1 Glucose 1 Peptone 0.5 Yeast extract 0.5 CaCO3(pH: 7.2 before sterilization) 0.1
Culturing is carried out with shaking at 30°C for 5 days. 30 ml of the seed culture is then inoculated into 300 ml of a second seed medium, of the same composition as the first seed medium, in a 2 liter-Erlenmeyer flask provided with baffles. The second seed culturing is carried out with shaking at 30°C for 2 days. Then 1.5 liters of the second seed culture (corresponding to the content of 5 flasks) is inoculated into 15 liters of a third seed medium of the same composition as set forth above, in a 30 liter-glass jar fermenter. Culturing in the jar fermenter is carried out with aeration (15 liters/minute) and stirring (350 rpm) at 30°C for 2 days. Then, 15 liters of the third seed culture is inoculated into 60 liters of a fourth seed medium of the same composition as set forth above, in a 300 liter-fermenter. Culturing in the fermenter is carried out with aeration (60 liters/minute) and stirring (150 rpm) at 30°C for 2 days. Finally, 60 liters of the fourth seed culture is inoculated into 600 liters of a fermentation medium having the following composition in a 1,000 liter-fermenter.
Percent Dextrin 5 Soybean meal 4 CaCO3 (pH: 7.2 before sterilization) 0.7
Culturing in the fermenter is carried out with aeration (600 liters/minute) and stirring 150 rpm) at 35°C for 5 days.
B. Isolation of crude antibiotic: After the completion of fermentation, the culture liquor is adjusted to a pH of 2.0 with 12 N sulfuric acid and stirred for 30 minutes. Then, about 10 kg of a filter aid, Radiolite No. 600 (product of Showa Kagaku Kogyo Co., Ltd., Japan) is added thereto and the microbial cells are removed by filtration. The filtrate is adjusted to a pH of 8.0 with 6N sodium hydroxide and passed through a column packed with about 50 liters of a cation exchange resin, Amberlite IRC-50 (ammonia form). The active substance is adsorbed on the resin and the eluate is discarded. After washing the resin with water, the active substance is eluted out with 1N aqueous ammonia. The eluate is obtained in fractions and the activity of each of the fractions is determined against Bacillus subtilis No. 10707 by a paper disk method using an agar plate.
Active fractions are combined and concentrated in vacuo to about 5 liters. The concentrate is then adjusted to a pH of 8.0 with 6N sulfuric acid and passed through a column packed with 1 liter of an anion exchange resin, Dowex 1X2 (OH-form). The column is washed with about 5 liters of water and the effluent and the washings containing active substance are combined and are concentrated to 1/15 by volume. The concentrate is adjusted to a pH of 10.5 with 6 N sodium hydroxide and 5 volumes of acetone is added thereto. The resultant precipitate is removed by filtration and the filtrate is concentrated to 500 ml. The concentrate is adjusted to a pH of 4.5 with 6 N sulfuric acid and 2.5 liters of methanol is added thereto. After cooling, a white precipitate is obtained. The precipitate is separated by filtration and washed with methanol. After drying in vacuo, about 300 g of white powder is obtained.
The white powder is a mixture of the sulfate of gentamicin C1a, and the sulfate of XK-62-2, and exhibits an activity of 620 units/mg (the activity of 1 mg of pure product corresponds to 1,000 units).
C. Isolation and purification of XK-62-2: 100 g of the white powder obtained in the above step B are placed to form a thin, uniform layer on the upper part of a 5 cm x 150 cm column packed with about 3 kg of silica gel advancely suspended in a solvent of chloroform, isopropanol and 17% aqueous ammonia(2:1:1 by volume). Thereafter, elution is carried out with the same solvent at a flow rate of about 250 ml/hour. The eluate is separated in 100 ml portions. The active fraction is subjected to paper chromatography to examine the components eluted. XK-62-2 is eluted in fraction Nos. 53-75 and gentamicin C1ais eluted in fraction Nos. 85-120. The fraction Nos. 53-75 are combined and concentrated under reduced pressure to sufficiently remove the solvent. The concentrate is then dissolved in a small amount of water. After freezedrying the solution, about 38 g of a purified preparate of XK-62-2 (free base) is obtained. The preparate has an activity of 950 units/mg. Likewise, fraction Nos. 85-120 are combined and concentrated under reduced pressure to sufficiently remove the solvent. The concentrate is then dissolved in a small amount of water. After freeze-drying the solution, about 50 g of a purified preparate of gentamicin C1a (free base) is obtained. The activity of the preparate is about 980 units/mg.

Therapeutic Function

Antibiotic

Antimicrobial activity

Antibacterial and pharmacokinetic properties are similar to those of its precursor gentamicin C1a but it is more resistant to AAC(6′). Dosage is similar to that for gentamicin, and should be controlled by blood level determinations. It is available in Japan.

Micronomicin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 41)Suppliers
Supplier Tel Email Country ProdList Advantage
Standardpharm Co. Ltd.
86-714-3992388 overseasales1@yongstandards.com United States 14332 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32165 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 22783 58
BOC Sciences
16314854226; +16314854226 inquiry@bocsci.com United States 19741 58
Shijiazhuang Ruitian Biochemical Co. Ltd 0311-89102030 18031153398 3212842192@qq.com China 184 58
Beijing HuaMeiHuLiBiological Chemical 010-56205725 waley188@sohu.com China 12335 58
ChemStrong Scientific Co.,Ltd 0755-0755-66853366 13670046396 sales@chem-strong.com China 18042 56
Lynnchem 86-(0)29-85992781 17792393971 info@lynnchem.com China 4587 58
Novachemistry 44-20819178-90 02081917890 info@novachemistry.com United Kingdom 4381 58
Shenzhen Polymeri Biochemical Technology Co., Ltd. +86-400-002-6226 +86-13028896684; sales@rrkchem.com China 57412 58

View Lastest Price from Micronomicin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Micronomicin pictures 2024-11-19 Micronomicin
52093-21-7
US $42.00 / mg 99.24% 10g TargetMol Chemicals Inc.
Micronomicin pictures 2022-05-17 Micronomicin
52093-21-7
US $1.10 / g 1g 99.9% Min 100 Tons Dideu Industries Group Limited
  • Micronomicin pictures
  • Micronomicin
    52093-21-7
  • US $42.00 / mg
  • 99.24%
  • TargetMol Chemicals Inc.
  • Micronomicin pictures
  • Micronomicin
    52093-21-7
  • US $1.10 / g
  • 99.9% Min
  • Dideu Industries Group Limited

Micronomicin Spectrum

Micronomicin MICRONOMYCIN Antibiotic KW 1062 Antibiotic XK 62-2 DE 020 D-Streptamine, O-2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-a-D-erythro-hexopyranosyl-(14)-O-[3-deoxy- Gentamicin C2b KW 1062 Sagamicin Santemycin XK 62-2 Gentamycin Sulfate Impurity 11 (2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,6S)-3-amino-6-(methylaminomethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol Gentamicin C2b (Component of Gentamicin Sulphate Complex C) D-Streptamine, O-2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-α-D-erythro-hexopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1→6)]-2-deoxy- Gentamycin Sulfate Impurity 11(Gentamicin C2b) Gentamicin Impurity 3 Bacterial,Sagamicin,Micronomicin,antibacterial,bactericidal,inhibit,eye,Inhibitor,aminoglycoside ,antibiotic 52093-21-7