Colistin
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Antibiotics |
| Catalog number | BBF-01730 |
| CAS | 1066-17-7 |
| Molecular Weight | 1155.43 |
| Molecular Formula | C52H98N16O13 |
| Purity | >95% by HPLC |
Online Inquiry
Description
It is produced by the strain of Bacillus polymyxa var. colistinus and Bac. colistinum Koyama 70-B. It has good anti-gram-negative bacterial activity, but has poor effect on Pseudomonas aeruginosa and Proteus aeruginosa. Colistin, also known as polymyxin E, is an antibiotic medication used as a last-resort treatment for multidrug-resistant Gram negative infections including pneumonia.
Specification
| Related CAS | 1264-72-8 (sulfate) |
| Synonyms | Polymyxin E; Colobreathe; Promixin; Colimycin M; Belcomycin; Colymycin; Torazin; N-[(1S)-3-amino-1-[[(1S,2R)-1-[[(1S)-3-amino-1-[[(3S,6S,9S,12S,15R,18S,21S)-6,9,18-tris(2-aminoethyl)-3-[(1R)-1-hydroxyethyl]-12,15-diisobutyl-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazacyclotricos-21-yl]carbamoyl]propyl]carbamoyl]-2-hydroxy-propyl]carbamoyl]propyl]-5-methyl-heptanamide |
| Storage | -20 °C |
| IUPAC Name | N-[(2S)-4-amino-1-[[(2S,3R)-1-[[(2S)-4-amino-1-oxo-1-[[(3S,6S,9S,12S,15R,18S,21S)-6,9,18-tris(2-aminoethyl)-3-[(1R)-1-hydroxyethyl]-12,15-bis(2-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazacyclotricos-21-yl]amino]butan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-1-oxobutan-2-yl]-5-methylheptanamide |
| Canonical SMILES | CCC(C)CCCC(=O)NC(CCN)C(=O)NC(C(C)O)C(=O)NC(CCN)C(=O)NC1CCNC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)CCN)CC(C)C)CC(C)C)CCN)CCN)C(C)O |
| InChI | InChI=1S/C52H98N16O13/c1-9-29(6)11-10-12-40(71)59-32(13-19-53)47(76)68-42(31(8)70)52(81)64-35(16-22-56)44(73)63-37-18-24-58-51(80)41(30(7)69)67-48(77)36(17-23-57)61-43(72)33(14-20-54)62-49(78)38(25-27(2)3)66-50(79)39(26-28(4)5)65-45(74)34(15-21-55)60-46(37)75/h27-39,41-42,69-70H,9-26,53-57H2,1-8H3,(H,58,80)(H,59,71)(H,60,75)(H,61,72)(H,62,78)(H,63,73)(H,64,81)(H,65,74)(H,66,79)(H,67,77)(H,68,76)/t29?,30-,31-,32+,33+,34+,35+,36+,37+,38+,39-,41+,42+/m1/s1 |
| InChI Key | YKQOSKADJPQZHB-QNPLFGSASA-N |
| Source | Bacillus polymyxa |
Properties
| Appearance | White Powder |
| Antibiotic Activity Spectrum | Gram-negative bacteria |
| Boiling Point | 1536.8 °C at 760 mmHg |
| Density | 1.25 g/cm3 |
| Solubility | Soluble in Water, Ethanol, DMF, DMSO; Hardly soluble in Methanol; Insoluble in Acetone, Ether |
Reference Reading
1.High rate of colistin dependence in Acinetobacter baumannii.
Hong YK1, Lee JY1, Wi YM2, Ko KS3. J Antimicrob Chemother. 2016 Apr 13. pii: dkw121. [Epub ahead of print]
2.Colistin resistance gene mcr-1 in Escherichia coli isolates from humans and retail meats, Taiwan.
Kuo SC1, Huang WC1, Wang HY1, Shiau YR1, Cheng MF2, Lauderdale TL3. J Antimicrob Chemother. 2016 Apr 13. pii: dkw122. [Epub ahead of print]
3.A Putative ABC Transporter Permease Is Necessary for Resistance to Acidified Nitrite and EDTA in Pseudomonas aeruginosa under Aerobic and Anaerobic Planktonic and Biofilm Conditions.
McDaniel C1, Su S1, Panmanee W1, Lau GW2, Browne T1, Cox K1, Paul AT1, Ko SH1, Mortensen JE3, Lam JS4, Muruve DA5, Hassett DJ6. Front Microbiol. 2016 Apr 1;7:291. doi: 10.3389/fmicb.2016.00291. eCollection 2016.
Pseudomonas aeruginosa (PA) is an important airway pathogen of cystic fibrosis and chronic obstructive disease patients. Multiply drug resistant PA is becoming increasing prevalent and new strategies are needed to combat such insidious organisms. We have previously shown that a mucoid, mucA22 mutant PA is exquisitely sensitive to acidified nitrite ([Formula: see text], pH 6.5) at concentrations that are well tolerated in humans. Here, we used a transposon mutagenesis approach to identify PA mutants that are hypersensitive to [Formula: see text]. Among greater than 10,000 mutants screened, we focused on PA4455, in which the transposon was found to disrupt the production of a putative cytoplasmic membrane-spanning ABC transporter permease. The PA4455 mutant was not only highly sensitive to [Formula: see text], but also the membrane perturbing agent, EDTA and the antibiotics doxycycline, tigecycline, colistin, and chloramphenicol, respectively.
4.Amino acid substitutions of CrrB responsible for resistance to colistin through CrrC in Klebsiella pneumoniae.
Cheng YH1, Lin TL1, Lin YT2, Wang JT3. Antimicrob Agents Chemother. 2016 Apr 11. pii: AAC.00009-16. [Epub ahead of print]
Colistin is a last-resort antibiotic for treatment of carbapenem-resistantKlebsiella pneumoniae A recent study indicated that missense mutations in the CrrB protein contribute to colistin resistance. In our previous study, mechanisms of colistin resistance were defined in seventeen of twenty-six colistin-resistantK. pneumoniaeclinical isolates. Of the remaining nine strains, eight were highly resistant to colistin. In the present study,crrABsequences were determined for these eight strains. Six separate amino acid substitutions in CrrB (Q10L, Y31H, W140R, N141I, P151S, and S195N) were detected. Site-directed mutagenesis was used to generatecrrBloci harboring individual missense mutations; introduction of the mutated genes into a susceptible strain, A4528, resulted in 64- to 1024-fold increases in colistin minimum inhibitory concentrations (MICs). ThesecrrBmutants showed increased accumulation ofH239_3062,H239_3059,pmrA,pmrC,andpmrHtranscripts by quantitative RT-PCR.
Recommended Products
| BBF-00677 | 3-Amino-3-deoxy-D-glucose | Inquiry |
| BBF-02642 | Lactonamycin | Inquiry |
| BBF-01825 | Loganin | Inquiry |
| BBF-01829 | Deoxynojirimycin | Inquiry |
| BBF-03754 | CASTANOSPERMINE | Inquiry |
| BBF-01693 | Doxorubicin EP Impurity A (Daunorubicin) | Inquiry |
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 ╳
