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Merck

C4461

Colistin sulfate salt

≥19,000 IU/mg

Synonym(s):

Polymyxin E

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About This Item

CAS Number:
1264-72-8
UNSPSC Code:
51102829
eCl@ss:
34050906
EC Number:
215-034-3
NACRES:
NA.85
MDL number:
MFCD00146495

Key Documents

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Product Name

Colistin sulfate salt, ≥19,000 IU/mg

SMILES string

[S](=O)(=O)(O)O.N1[C@H](C(=O)NCC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C1=O)CCN)CCN)CC(C)C)CC(C)C)CCN)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CCCCC(CC)C)CCN)[C@H](O)C)CCN)[C@H](O)C

InChI

1S/C53H100N16O13.H2O4S/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;1-5(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);(H2,1,2,3,4)/t30?,31-,32-,33+,34+,35+,36+,37+,38+,39+,40-,42+,43+;/m1./s1

InChI key

ZJIWRHLZXQPFAD-LRYSGCCDSA-N

Quality Level

200

biological source

microbial

assay

≥19000 IU/mg ((EP, dried substance))

form

powder

specific activity

≥19,000 IU/mg

storage condition

(Tightly closed. Dry.)

concentration

≤ 100%

technique(s)

microbe id | susceptibility testing: suitable

color

white to off-white

suitability

suitable for microbiological tests

antibiotic activity spectrum

Gram-negative bacteria

application(s)

microbiology

mode of action

cell membrane | interferes

storage temp.

2-8°C

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Analysis Note

Freely soluble in water, practically insoluble in acetone and in ethanol (96%)

Application

Colistin sulfate is used to permeabilize bacterial cell membranes and to study mannose-resistant haemagglutination and antibiotic resistance in certain organisms such as A. baumannii . It has been used to study hephrotoxicity in the rat kidney , and MICs, time-kill kinetics, and postantibiotic effect (PAE) against Pseudomonas aeruginosa .

Biochem/physiol Actions

Mode of Action: Binds to lipids on the cell cytoplasmic membrane of Gram-negative bacteria and disrupts the cell wall integrity.
Antimicrobial spectrum: Gram-negative bacteria.
Mode of Action: Binds to lipids on the cell cytoplasmic membrane of Gram-negative bacteria and disrupts the cell wall integrity.
Antimicrobial spectrum: Gram-negative bacteria. It is proposed that renal reabsorption of colistin may involve organic cation transporters and peptide transporters and that the process is sensitive to pH .

General description

Chemical structure: peptide

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000521852
0000521852
0000505843
0000505843
0000505842

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Deepesh Nagarajan et al.
Science advances, 5(7), eaax1946-eaax1946 (2019-07-30)
Drug resistance is a public health concern that threatens to undermine decades of medical progress. ESKAPE pathogens cause most nosocomial infections, and are frequently resistant to carbapenem antibiotics, usually leaving tigecycline and colistin as the last treatment options. However, increasing
Ansley M Nemeth et al.
ChemMedChem, 15(2), 210-218 (2019-11-23)
Infections caused by multidrug-resistant (MDR) bacteria, particularly Gram-negative bacteria, are an escalating global health threat. Often clinicians are forced to administer the last-resort antibiotic colistin; however, colistin resistance is becoming increasingly prevalent, giving rise to the potential for a situation
Peng Cui et al.
Antimicrobial agents and chemotherapy, 60(11), 6867-6871 (2016-09-08)
Persisters are small populations of quiescent bacterial cells that survive exposure to bactericidal antibiotics and are responsible for many persistent infections and posttreatment relapses. However, little is known about how to effectively kill persister bacteria. In the work presented here
Mehri Haeili et al.
Microbial drug resistance (Larchmont, N.Y.), 24(9), 1271-1276 (2018-03-29)
Colistin is considered a last-hope antibiotic against extensively drug-resistant isolates of Acinetobacter baumannii. Resistance to colistin has been rarely reported for A. baumannii. Genetic alterations in the PmrA-PmrB two-component system and lipid A biosynthesis genes may be associated with colistin
Anna Ebbensgaard et al.
Frontiers in microbiology, 9, 2153-2153 (2018-09-25)
Bacterial resistance to classical antibiotics is emerging worldwide. The number of infections caused by multidrug resistant bacteria is increasing and becoming a serious threat for human health globally. In particular, Gram-negative pathogens including multidrug resistant Escherichia coli are of serious
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