1405-87-4
Bacitracin
CAS: 1405-87-4
Molecular Formula: C66H102N17O16S
1405-87-4 - Names and Identifiers
| Name | Bacitracin |
| Synonyms | Ayfivin Agfivin ayfivin Citracin Altracin baci-jel Zutracin baciguent ak-tracin Baciquent Penitracin Bacitracin baciliquin Topitracin ai3-50147-x bacitekointment bacitracine(french) cyclo[N~6~-(N-{[2-(1-amino-2-methylbutyl)-4,5-dihydro-1,3-thiazol-4-yl]carbonyl}leucyl-alpha-glutamylisoleucyl)-N~2~-asparaginyllysylornithylisoleucylphenylalanylhistidyl-alpha-aspartyl] (4R)-4-[[(2S)-2-[[2-[(1S)-1-amino-2-methyl-butyl]4,5-dihydrothiazole-5-carbonyl]amino]-4-methyl-pentanoyl]amino]-5-[[(1S)-1-[[(3S,6R,9S,12R,15S,18R,21S)-3-(2-amino-2-oxo-ethyl)-18-(3-aminopropyl)-12-benzyl-6-(carboxymethyl)-9-(3H-imidazol-4-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-15-sec-butyl-1,4,7,10,13,16,19-heptazacyclopentacos-21-yl]carbamoyl]-2-methyl-butyl]amino]-5-oxo-pentanoic acid |
| CAS | 1405-87-4 |
| EINECS | 215-786-2 |
| InChI | InChI=1/C66H103N17O16S/c1-9-35(6)52(69)66-72-32-48(100-66)63(97)80-43(26-34(4)5)59(93)75-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)76-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-73-39)77-60(94)44(27-38-18-13-12-14-19-38)81-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)74-56(40)90/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,73)(H,71,89)(H,74,90)(H,75,93)(H,76,98)(H,77,94)(H,78,96)(H,79,95)(H,80,97)(H,81,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88)/t35?,36?,37?,40-,41+,42+,43-,44+,45-,46-,47+,48?,52-,53-,54-/m0/s1 |
1405-87-4 - Physico-chemical Properties
| Molecular Formula | C66H102N17O16S |
| Molar Mass | 1421.68538 |
| Density | 1.0166 (rough estimate) |
| Melting Point | 221-225°C |
| Boling Point | 1755.5°C at 760 mmHg |
| Flash Point | 1015.5°C |
| Water Solubility | soluble |
| Solubility | H2O: 50mg/mL, clear to very slightly hazy, deep yellow |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | Crystallization |
| Color | white to faintly beige |
| Odor | odorlessor slt odor |
| Merck | 13,936 |
| Storage Condition | Keep in dark place,Inert atmosphere,2-8°C |
| Sensitive | Easily hygroscopic and `sensitive` to air |
| Refractive Index | 1.6700 (estimate) |
| MDL | MFCD00062640 |
| Physical and Chemical Properties | Melting point 221-225°C An antibiotic extracted from the fermentation broth of Bacillus subtilis. White or off-white powder. Odorless or slightly odorless. Bitter in taste. Hygroscopic. Soluble in water, methanol and ethanol, insoluble in acetone, ether and chloroform. Its aqueous solution is prone to failure at room temperature. The dried product was stable. The commercial product is A mixture based on bacitracin A. It has inhibitory effect on Gram-positive bacteria. |
| Use | Suitable for the treatment of colitis, abscess, acne, purulent skin disease, amikacin dysentery, Neisseria gonorrhoeae and meningococcal infection. It is toxic to the kidney. |
1405-87-4 - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36 - Wear suitable protective clothing. |
| WGK Germany | 2 |
| RTECS | CP0175000 |
| FLUKA BRAND F CODES | 21 |
| TSCA | Yes |
| HS Code | 29419090 |
| Toxicity | LD50 oral in guinea pig: 2gm/kg |
1405-87-4 - Reference
| Reference Show more | 1. Zhu Zhihong, Xu Yanyang, Qiu Yang, et al. Optimization of Liquid Fermentation Process of Soybean-corn Compound Peptide [J]. Food Industry Technology, 2015. 2. Xu Yanyang, Huang Shengnan, Zheng Li. Optimization of Solid State Fermentation Process of Soybean-corn Compound Peptide [J]. Food Technology, 2015(04):127-136. 3. Gao Yanxiu, Jin Yong, xia Jingxia, et al. Preparation of bacitracin polybutyl cyanoacrylate nanoparticles [J]. Journal of Medicine, Yanbian University, 2013, 036(004):277-280. 4. Jin Jian, Ma Haile, Qu Wenjuan, et al. Effect of Ultrasonic Pretreatment on Enzymatic Hydrolysis of Corn Protein [J]. Chinese Journal of Cereals and Oil, 2015, 30(11):58-64. 5. [IF = 7.514] Chi Zhang et al."Identification of soybean peptides and their effect on the growth and metabolism of Limosilactobacillus reuteri LR08." Food Chem. 2022 Feb;369:130923 6. [IF = 7.514] Zhucheng Yin et al."Analysis of the interaction between cyanidin-3-O-glucoside and casein hydrolysates and its effect on the antioxidant ability of the complexes." Food Chem. 2021 Mar;340:127915 7. [IF = 4.451] Chi Zhang et al."Effects of soybean protein isolates and peptides on the growth and metabolism of Lactobacillus rhamnosus." J Funct Foods. 2021 Feb;77:104335 8. [IF = 4.411] Yaru Wu et al."Interaction of Soy Protein Isolate Hydrolysates with Cyanidin-3-O-Glucoside and Its Effect on the In Vitro Antioxidant Capacity of the Complexes under Neutral Condition." Molecules. 2021 Jan;26(6):1721 9. [IF = 5.396] Hongdong Song et al."Digestion characteristics of quinoa, barley and mungbean proteins and the effects of their simulated gastrointestinal digests on CCK secretion in enteroendocrine STC-1 cells." Food & Function. 2022 May;: |
1405-87-4 - Standard
Authoritative Data Verified Data
This product is calculated according to the dry product, and the titer of each lmg shall not be less than 55 bacitracin units.
Last Update：2024-01-02 23:10:35
1405-87-4 - Trait
Authoritative Data Verified Data
- This product is a white to light yellow powder; Odorless; There is a hygroscopicity; Easy to be destroyed by the oxidant, in the solution can be a variety of heavy metal salts precipitation.
- This product is soluble in water, soluble in ethanol, insoluble in acetone or ether.
Last Update：2022-01-01 11:56:11
1405-87-4 - Differential diagnosis
Authoritative Data Verified Data
take the right amount of this product and the standard sample of bacitracin, respectively, with 1% ethylenediamine tetraacetic acid disodium solution made in each lml containing about 6.0 mg solution, as test solution and standard solution, according to thin layer chromatography (General 0502) test method, take 5ul of each of the above two solutions and put them on the same silica gel GF254 thin layer plate (activated at 105°C for 1~2 hours before use), and dry them naturally, N-butanol-glacial acetic acid-water-pyridine-ethanol (60:15:10:6:5) was used as the developing solvent, developed, dried, and sprayed with 1% ninhydrin butanol-pyridine (99:1) The solution was heated at 105°C for about 5 minutes to the appearance of brown-red spots. The position and color of the main spot displayed by the test solution should be the same as the position and color of the main spot of the standard solution.
Last Update：2022-01-01 11:56:12
1405-87-4 - Exam
Authoritative Data Verified Data
- pH value take this product, add water to make 1000 units per lml of solution, according to the law (General 0631),pH value should be 5.5~7.5.
- weight loss on drying this product shall be dried under reduced pressure at 60°C for 3 hours with phosphorus pentoxide as desiccant, and the weight loss shall not exceed 5.0% (General rule 0831).
Last Update：2022-01-01 11:56:13
1405-87-4 - Content determination
Authoritative Data Verified Data
precision weighing the appropriate amount of this product, with the quantitative preparation of sterile water per lml containing about 100 units of solution, according to the microbiological assay of antibiotics (General Principles 1201) determination.
Last Update：2022-01-01 11:56:13
1405-87-4 - Category
Authoritative Data Verified Data
antibacterial agents.
Last Update：2022-01-01 11:56:13
1405-87-4 - Storage
Authoritative Data Verified Data
sealed and stored in a dry place.
Last Update：2022-01-01 11:56:14
1405-87-4 - Bacitracin ointment
Authoritative Data Verified Data
This product containing bacitracin should be labeled amount of 90.0% ~ 120.0%.
trait
This product is light yellow or yellow ointment.
identification
take an appropriate amount of this product, add an appropriate amount of 1% ethylenediamine tetraacetic acid disodium solution, place it on a water bath, heat and stir to dissolve bacitracin, cool it, filter it, the filtrate is prepared into a solution containing about 500 bacitracin units per 1 ml as a test solution, A solution containing 500 bacitracin units per 1 ml was prepared by adding 1% ethylene diamine tetraacetic acid disodium solution. As a standard solution, the same results were obtained according to the identification method under the item of bacitracin.
examination
should comply with the relevant provisions under ointment (General rule 0109).
Content determination
take about 2g of this product, weigh it accurately, set it in a separatory funnel, add 20ml of ether without peroxide, shake to dissolve Vaseline, and use phosphate buffer (pH 6.0) extract 3 to 4 times, 10ml each time, combined extract, quantitative dilution with the above buffer to a certain concentration, according to the method under the item of bacitracin, that is obtained.
category
The same as bacitracin.
specification
8g(4000 units)
storage
sealed and stored in a dry and cool place.
Last Update：2022-01-01 11:56:14
1405-87-4 - Bacitracin eye ointment
Authoritative Data Verified Data
This product containing bacitracin should be labeled amount of 90.0% ~ 120.0%.
trait
This product is light yellow or yellow oil.
identification
take an appropriate amount of this product, add an appropriate amount of 1% ethylenediamine tetraacetic acid disodium solution, place it on a water bath, heat and stir to dissolve bacitracin, cool it, filter it, the filtrate is prepared into a solution containing about 500 bacitracin units per 1 ml as a test solution, A solution containing about 500 bacitracin units per 1 ml was prepared by adding 1% ethylene diamine tetraacetic acid disodium solution as a standard solution. The same results were shown according to the identification test under the item bacitracin.
examination
should comply with the relevant provisions under Ophthalmic Preparations (General rule 0105).
Content determination
take about 2g of this product, weigh it accurately, set it in a separatory funnel, add 20ml of ether without peroxide, shake to dissolve Vaseline, and use phosphate buffer (pH 6.0) extract 3 to 4 times, 10ml each time, combined extract, quantitative dilution with the above buffer to a certain concentration, according to the method under the item of bacitracin, that is obtained.
category
The same as bacitracin.
specification
2G (1000 units)
storage
sealed and stored in a dry, cool place.
Last Update：2022-01-01 11:56:15
1405-87-4 - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| use | bacitracin zinc is very effective against gram-positive bacteria, and it is also effective against some gram-negative bacteria spirochetes and radioactive bacteria. In addition, it can promote the growth of livestock and poultry. It can be used for pig feed under 4 months old with an dosage of 4(16.8 × 104U)-40(168 × 104U)g/t; It can be used for chicken feed under 16 weeks old with an dosage of 4-20g/t; Can be used for cattle feed under 3 months old 10-100g/t; It can also be used for cattle feed under 6 months old with an dosage of 4-40g/t. It is suitable for the treatment of carbuncle, abscess, acne, purulent skin disease, ammy dysentery, gonococcus and meningococcus and other infections. It is more toxic to the kidneys. this product is mainly added to feed as an animal growth promoter. Due to the presence of zinc, cadmium and mercury salts, the activity of the product is enhanced, so the zinc salt and manganese salt of the product are used as feed additives. Growth promoters are non-nutritive additives, which can stimulate the growth of livestock and poultry, increase the rate of weight gain and feed utilization, and improve the health of livestock and poultry. This product has a strong antibacterial effect on most gram-positive bacteria. The antibacterial effect is similar to penicillin, and it is also effective against penicillin-resistant Staphylococcus aureus. As a drug, it is mainly used to treat various infections caused by drug-resistant Staphylococcus aureus, such as sepsis, pneumonia, endocarditis, etc. It is suitable for the treatment of carbuncle furuncle, abscess, acne, purulent skin disease, Ami dysentery, gonococcus and meningococcus and other infections. It is more toxic to the kidneys. Bacterial peptide zinc is very effective against Gram-positive bacteria, and is also effective against some Gram-negative bacteria spirochetes and radioactive bacteria. In addition, it can promote the growth of livestock and poultry. It can be used for pig feed under 4 months old with an dosage of 4(16.8 × 104U)-40(168 × 104U)g/t; It can be used for chicken feed under 16 weeks old with an dosage of 4-20g/t; Can be used for cattle feed under 3 months old 10-100g/t; It can also be used for cattle feed under 6 months old with an dosage of 4-40g/t. Bacitracin is a polypeptide antibiotic produced by Bacillus licheniformis. It is used to study the biosynthesis of peptidoglycan and the metabolic level of isoprene to disrupt the synthesis of bacterial cell walls. It is also used to study the biosynthesis of sterols and squalene. |
| production method | obtained by fermentation of Bacillus licheniformis (Bacillus licheni formus). Soybean powder, starch, corn extract, molasses and inorganic salts were used as culture media, inoculated with 5%-10%, and fermented for 30-40h. After 7-8h of fermentation, PH decreased from 7.3-7.5 to 6.06; The initial temperature of fermentation was controlled at about 30 ℃, and the temperature was increased to 37 ℃ after 2-3h. After fermentation, adjust the PH to 5.5 with concentrated hydrochloric acid, then add 50kg of zinc oxide to 20M3 fermentation broth and mix for 30min. Then vacuum, evaporation and concentration are carried out to increase the dry matter content from 4.5%-5% to 17%-20%, and then spray-dried to obtain the product. The producing bacteria is Bacillus subtilis. The culture medium is defatted soybean powder (5%), sucrose (1.2%), ammonium sulfate (0.2%), calcium carbonate (0.2%), etc. The culture process of bacteria can be divided into two stages: the development of bacteria and the production of antibiotics. The most suitable temperature for bacitracin production is about 37 ℃, while the temperature during bacterial development needs to be slightly higher by 1-2 ℃, and the ventilation per minute is 90% of the fermentation broth. The bacitracin produced was adsorbed on a carboxylic-type exchange resin at a pH of 4-5.7 and then eluted with a weak base (ammonia). |
| category | toxic substances |
| toxicity classification | highly toxic |
| acute toxicity | abdominal cavity-rat LD50: 190 mg/kg; Abdominal cavity-mouse LD50: 300 mg/kg |
| flammability hazard characteristics | combustible, burning produces stimulating smoke |
| storage and transportation characteristics | ventilation and low temperature drying; separate from warehouse food raw materials |
| fire extinguishing agent | dry powder, foam, sand, carbon dioxide, mist water |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:50:46
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