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Colistin (sulfate)

Item No. 17584

Technical Information
Formal Name
Colistin, sulfate salt (2:5)
Synonyms
  • Polymyxin E Complex
Molecular Formula
[C52H98N16O13]2 • 5H2SO4
Formula Weight
Purity
≥95%
A crystalline solid
PBS (pH 7.2): 10 mg/ml
SMILES
O=S(O)(O)=O.O=S(O)(O)=O.O=S(O)(O)=O.O=S(O)(O)=O.O=S(O)(O)=O.O=C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H]1CCNC([C@H]([C@H](O)C)NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H](NC([C@@H](NC1=O)CCN)=O)CC(C)C)=O)CC(C)C)=O)CCN)=O)CCN)=O)=O)=O)CCN)=O)[C@H](O)C)=O)CCN)CCCC[C@@H](C)CC.CC(C)CCCCC(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H]2CCNC([C@H]([C@H](O)C)NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H](NC([C@@H](NC2=O)CCN)=O)CC(C)C)=O)CC(C)C)=O)CCN)=O)CCN)=O)=O)=O)CCN)=O)[C@H](O)C)=O)CCN)=O
InChi Code
InChI=1S/C53H100N16O13.C52H98N16O13.5H2O4S/c1-9-30(6)12-10-11-13-41(72)60-33(14-20-54)48(77)69-43(32(8)71)53(82)65-36(17-23-57)45(74)64-38-19-25-59-52(81)42(31(7)70)68-49(78)37(18-24-58)62-44(73)34(15-21-55)63-50(79)39(26-28(2)3)67-51(80)40(27-29(4)5)66-46(75)35(16-22-56)61-47(38)76;1-27(2)11-9-10-12-40(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(25-28(3)4)66-50(79)39(26-29(5)6)65-45(74)34(15-21-55)60-46(37)75;5*1-5(2,3)4/h28-40,42-43,70-71H,9-27,54-58H2,1-8H3,(H,59,81)(H,60,72)(H,61,76)(H,62,73)(H,63,79)(H,64,74)(H,65,82)(H,66,75)(H,67,80)(H,68,78)(H,69,77);27-39,41-42,69-70H,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);5*(H2,1,2,3,4)/t30-,31+,32+,33-,34-,35-,36-,37-,38-,39-,40+,42-,43-;30-,31-,32+,33+,34+,35+,36+,37+,38+,39-,41+,42+;;;;;/m01...../s1
InChi Key
GKAKHGNCWIRYLL-MIJZYAOCSA-N
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Colistin is a complex antibiotic containing greater than 30 components, with the cyclic polypeptide antibiotics polymyxins E1 (colistin A) and E2 (colistin B) as the major components.1,2 It was originally isolated from B. polymyxa.1 Colistin inhibits the growth of the Gram-negative bacteria E. coli, P. aeruginosa, P. fluorescens, and S. enterica (MICs = 0.04-2.08 μg/ml) and Gram-positive L. ivanovii and L. monocytogenes (MICs = 2.5-10 μg/ml) but is not active against Gram-positive L. lactis, P. polymyxa, P. acidilactici, or S. aureus at concentrations up to 5 μg/ml.3 It also inhibits the growth of clinical isolates of both susceptible and multidrug-resistant P. aeruginosa (MICs = 1-2 mg/l).4 Colistin binds selectively to LPS from susceptible strains of K. pneumoniae compared to resistant strains (Kis = 0.56 and 2.83 μM, respectively), which may contribute to its mechanism of action against Gram-negative bacteria.5 In vivo, colistin slows the growth of P. aeruginosa and A. baumannii in a neutropenic mouse model of thigh infection.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Suzuki, T., Inouye, H., Fujikawa, K., et alStudies on the chemical structure of colistin. I. Fractionation, molecular weight determination, amino acid and fatty acid composition. J. Biochem. 54(1), 25-33 (1963).

    2. Dotsikas, Y., Markopoulou, C.K., Koundourellis, J.E., et alValidation of a novel LC-MS/MS method for the quantitation of colistin A and B in human plasma. J. Sep. Sci. 34(1), 37-45 (2011).

    3. Naghmouchi, K., Hammami, R., Fliss, I., et alColistin A and colistin B among inhibitory substances of Paenibacillus polymyxa JB05-01-1. Arch. Microbiol. 194(5), 363-370 (2012).

    4. Mitsugui, C.S., Tognim, M.C.B., Cardoso, C.L., et alIn vitro activity of polymyxins in combination with β-lactams against clinical strains of Pseudomonas aeruginosa. Int. J. Antimicrob. Agents 38(5), 447-450 (2011).

    5. Velkov, T., Deris, Z.Z., Huang, J.X., et alSurface changes and polymyxin interactions with a resistant strain of Klebsiella pneumoniae. Innate Immun. 20(4), 350-363 (2014).

    6. Cheah, S.-E., Wang, J., Nguyen, V.T.T., et alNew pharmacokinetic/pharmacodynamic studies of systemically administered colistin against Pseudomonas aeruginosa and Acinetobacter baumannii in mouse thigh and lung infection models: Smaller response in lung infection. J. Antimicrob. Chemother. 70(12), 3291-3297 (2015).