Chlorotetracycline
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Antibiotics |
| Catalog number | BBF-00608 |
| CAS | 57-62-5 |
| Molecular Weight | 478.88 |
| Molecular Formula | C22H23N2O8Cl |
| Purity | >98% by HPLC |
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Description
Aureomycin is produced by the strain of Streptomyces aureofaciens LSB-2201. The first reported member of the tetracycline class, isolated from streptomyces aureofaciens; extremely sensitive to environmental and storage conditions.
Specification
| Synonyms | 10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-ydro-6; 7-chlorotetracycline; acronize; aureocina; aureomycina-377; aureomykoin; biomitsin; chlortetracycline |
| Storage | -20°C |
| IUPAC Name | (4S,4aS,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide |
| Canonical SMILES | CC1(C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C(C=CC(=C41)Cl)O)O)O)O)C(=O)N)N(C)C)O |
| InChI | InChI=1S/C22H23ClN2O8/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21/h4-5,7-8,15,26-27,30,32-33H,6H2,1-3H3,(H2,24,31)/t7-,8-,15-,21-,22-/m0/s1 |
| InChI Key | DHPRQBPJLMKORJ-XRNKAMNCSA-N |
| Source | Streptomyces sp. |
Properties
| Appearance | Yellow Flake Crystalline |
| Melting Point | 168 °C |
| Solubility | Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility. |
Reference Reading
1. Effects of chlorotetracycline on antibiotic resistance genes and the bacterial community during cattle manure composting
Changlong Gou, Yuqiong Wang, Xiqing Zhang, Rongzhen Zhong, Yunhang Gao Bioresour Technol. 2021 Mar;323:124517. doi: 10.1016/j.biortech.2020.124517. Epub 2020 Dec 9.
Chlorotetracycline (CTC) is one of the most antibiotics present in cattle manure. In present study, three levels of CTC (0, 20 and 40 mg kg-1) were added to cattle manure composting systems to investigate its effects on the distribution of antibiotic-resistant genes (ARGs) and succession of bacterial community. Adding CTC hindered the removal of ARGs during composting; the high level of CTC significantly increased the relative abundance (RA) of 9/11 ARGs and four MGEs. The bacterial community could be clustered according to the composting time under various treatments, with the high level of CTC having a more persistent effect on the bacterial community. Based on redundancy analysis, bacterial community explained the most variation in ARGs (50.1%), whereas based on network analysis, Firmicutes and Proteobacteria were the main hosts for ARGs. In conclusion, the presence of CTC increased the risks of spreading ARGs in compost products.
2. Dual-mode turn-on ratiometric fluorescence sensor based on carbon dots and CuInS2/ZnS quantum dots for detection of chlorotetracycline
Xiaoping Chen, Jianwei Lin, Yafeng Zhuang, Siqi Huang, Jinghua Chen, Zhizhong Han Spectrochim Acta A Mol Biomol Spectrosc. 2022 Apr 5;270:120851. doi: 10.1016/j.saa.2021.120851. Epub 2022 Jan 5.
A new ratiometric fluorescence sensor is prepared for selective detection of chlorotetracycline (CTC) through dual-mode fluorescence method. The sensor is composed of carbon dots (CDs) with blue emission and carboxyl-modified CuInS2/ZnS quantum dots (QDs) with dark-red emission. Usually QDs are used as fluorescent probes or signal sources, but it is interesting in this strategy that CuInS2/ZnS QDs innovatively work as quenching agent to reduce the fluorescence of CDs, mainly due to the fluorescence resonance energy transfer (FRET). After the addition of CTC, the interaction between CDs and CuInS2/ZnS QDs is restrained, resulting in the fluorescence recovery of CDs, whilstthe QDs' fluorescence remains unaffected. In this work, CTC is detected in the range of 0-50 μM by conventional fluorescence and synchronous fluorescence methods under an excitation wavelength of 360 nm or Δλ = 90 nm, and the detection limits of the two methods are 0.46 μM and 0.36 μM, respectively. The designed sensor displays good selectivity compared with other tetracycline drugs with similar structure to CTC, different ions and various natural - amino acids. And the sensor can also be applied to determine CTC in tap water and milk.
3. Simultaneous determination of olaquindox, oxytetracycline and chlorotetracycline in feeds by high performance liquid chromatography with ultraviolet and fluorescence detection adopting online synchronous derivation and separation
Jin Han, Dan Jiang, Tanshu Chen, Weidong Jin, Zhenzhou Wu, Fengyue Cui J Chromatogr B Analyt Technol Biomed Life Sci. 2020 Sep 1;1152:122253. doi: 10.1016/j.jchromb.2020.122253. Epub 2020 Jun 21.
Olaquindox, oxytetracycline and chlorotetracycline were widely used in feed as antibiotics and growth promoter to improve feed conversion efficiency and increase the rate of weight gain for animals. However, the use of these antibiotics in feed was gradually prohibited because of concerns about contamination and resistance in animals. A quantitative and confirmatory method for determining the presence of olaquindox, oxytetracycline and chlorotetracycline in feed by high performance liquid chromatography equipped with ultraviolet detector in series with fluorescence detector (HPLC-UVD-FLD) was developed, optimized, and validated in three different matrices (compound, concentrated and premix feed). The analytes extraction was performed with a mixture of acetonitrile and 0.1 mol/L ethylenediamine tetraacetic acid disodium-Mcllvaine buffer (1:4, v/v) by one step sample preparation procedure. The validated method presented a broad linear range and good linearity with weighted least square method. The decision limit of the analytes ranged from 0.61 to 0.77 mg/kg for olaquindox, 0.90 to 1.2 mg/kg for oxytetracycline and 1.3 to 2.0 mg/kg for chlorotetracycline. The average recovery values found in intermediate precision conditions were ranged from 88.0 to 99.7% for olaquindox with RSD lower than 11.1%, from 84.4 to 99.0% for oxytetracycline with RSD lower than 9.6%, from 83.8 to 97.5% for chlorotetracycline with RSD lower than 10.0%. By Youden test and bottom-up method, the method was proved to be sufficiently robust and had a small uncertainty for different concentration levels. The developed method was successfully utilized for commercial feed samples to monitor complex cross contamination and residue conditions. Online synchronous derivation and separation using ultraviolet detector in series with fluorescence detector can effectively prevent false positive of chlorotetracycline in feed caused by vegetable meal. Since olaquindox, oxytetracycline and chlorotetracycline are widely used in feed, the developed method provide an important and analytical tool for the simultaneous identification and quantification of them in feed to monitor its risk of cross contamination and excessive content.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
