Colistin Sulfate

Colistin (Polymixin E) is a cyclic cationic decapeptide linked to a fatty acid side chain, it belongs to a group of similarly structured bacterial antimicrobial peptides.

Product information

CAS Number: 1264-72-8

Molecular Weight: 1253.51

Formula: C52H100N16O17S

Synonym:

Polymyxin E Sulfate

Chemical Name: 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-bis(2-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclotricosan-21-yl]carbamoyl}propyl]carbamoyl}-2-hydroxypropyl]carbamoyl}propyl]-5-methylheptanamide; sulfuric acid

Smiles: CCC(C)CCCC(=O)N[C@@H](CCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCN)C(=O)N[C@H]1CCNC(=O)[C@@H](NC(=O)[C@H](CCN)NC(=O)[C@H](CCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CCN)NC1=O)[C@@H](C)O.OS(O)(=O)=O

InChiKey: VEXVWZFRWNZWJX-NBKAJXASSA-N

InChi: InChI=1S/C52H98N16O13.H2O4S/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;1-5(2,3)4/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);(H2,1,2,3,4)/t29?,30-,31-,32+,33+,34+,35+,36+,37+,38+,39-,41+,42+;/m1./s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Solubility (25°C). Insoluble. 100 mg/mL.

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Colistin (2 μg/mL) is active against most strains of Escherichia coli and P. aeruginosa, and all species of Enterobacter, Salmonella, Shigella, Pasteurella, Brucella, and Bordetella. Proteus, Serratia, Providencia. Colistin inhibits 225 strains of P.aeruginosa with MIC90 and MIC50 of 6.3 μg/mL and 1.6μg/mL, respectively. Colistin sulfate is approved only for topical and oral use because of its toxicity. Colistin sulfate is administered orally (tablets or syrup) for bowel decontamination and topically as a powder for the treatment of bacterial skin infections. Colistin interacts with the bacterial membrane through electrostatic interactions between the cationic polypeptide (colistin) and anionic lipopolysaccharide (LPS) molecules in the outer membrane of the gram-negative bacteria, leading to derangement of the cell membrane. Colistin displaces magnesium (Mg+2) and calcium (Ca+2), which normally stabilize the LPS molecules, from the negatively charged LPS, leading to a local disturbance of the outer membrane. Colistin has also potent anti-endotoxin activity. Colistin sulfate produces a strong postantibiotic effects against Acinetobacter baumannii ranging from 2.5 hours to 7.0 hours in a concentration-dependent manner.

In Vivo:

Colistin sulfate (5%, i.m.) causes the muscle circumference to appear erythematic in mice. Colistin sulfate (i.m., 15 mg/kg/day for 5 days) causes obvious neurotoxicity to piglets with moderate granular degenerations in the epithelial tissues from kidney and liver of mice. Colistin sulfate (i.m.) at dose of 2.5 mg/kg and 5.0 mg/kg results in Cmax of 3.73 mg/mL and 6.40 mg/mL, Tmax of 32 min and 34 min, t(1/2beta) of 256 min and 264 min, and absolute bioavailability of 95.94% and 88.45% in mice.

References:

1. Hancock RE et al. Peptide antibiotics. Antimicrob Agents Chemother. 1999 Jun;43(6):1317-23.
2. Li J, et al. In vitro pharmacodynamic properties of colistin and colistin methanesulfonate againstPseudomonas aeruginosa isolates from patients with cystic fibrosis. Antimicrob Agents Chemother. 2001 Mar;45(3):781-5.
3. W S Yapa S, et al. Population pharmacokinetics of colistin methanesulfonate in rats: achieving sustained lung concentrations of colistin for targeting respiratory infections. Antimicrob Agents Chemother. 2013 Oct;57(10):5087-95.

Products are for research use only. Not for human use.