detergents & quaternary ammonium compounds
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DETERGENTS &QUATERNARY
AMMONIUMCOMPOUNDS
Medical Research InstituteMicrobiology department
Biosafety unit
By Rasha Emad
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General terms Detergent: Product that after formulation is devised
to promote the development of detergency.
Surface Active Agent: Chemical compound which,when dissolved or dispersed in a li uid is absorbed atan interface, giving rise to a number of importantchemical properties.
Amphiphilic Product: Product which contains in itsstructure one or more hydrophilic groups and one or more hydrophobic groups.
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Detergents Detergents are organic compounds
comprised of a hydrophobic hydrocarbonmoiety and a hydrophilic chargedheadgroup.
When dissolved in water at a givenconcentration and temperature, detergentmolecules will form micelles, with thehydrophobic part in the interior of themicelle and the headgroup at the exterior.
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Mode of action ofdetergents Detergents used in biomedical laboratories
are mild surfactants (=surface actingagents , used for the disruption of cellmembranes (cell lysis and the release ofintracellular materials in a soluble form.
Detergents brea! the protein"protein,protein"lipid and lipid"lipid associations,
denature proteins and othermacromolecules, prevent unspeci#c bindingin immunochemical assays and proteincrystalli$ation.
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Detergents % detergent is a surfactant or a mixture of
surfactants with &cleaning properties in dilutesolutions.
Detergents are commonly available as powders orconcentrated solutions. Detergents, li!e soaps, wor!because they are amphiphilic ' partly hydrophilic (polar and partly hydrophobic (non"polar .
heir dual nature facilitates the mixture of hydrophobic cpds (oil and grease with water. Detergents are also
foaming agents to varying degrees.
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)lassi#cation ofdetergents Detergents are classi#ed into three broad
groupings, depending on the electricalcharge of the surfactants.
%nionic detergents)ationic detergents*onionic detergents
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General structure of detergents
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%nionic detergents ypical anionic detergents are
al!ylben$enesulfonates .
he al!ylben$ene portion of these anions islipophilicand the sulfonate is hydrophilic.
wo di erent varieties have been populari$ed, thosewith branched al!yl groups and those with linearal!yl groups.
Main example is soap
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)ationic detergents )ationic detergents are similar to the
anionic ones, with a hydrophobiccomponent, but, instead of the anionicsulfonate group, the cationic surfactantshave -uaternary ammonium as the polarend.
he ammonium center is positively charged.
Main example is -uaternary ammoniumcompounds or %)s or uats
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*onionic detergents *on"ionic detergents are characteri$ed by
their uncharged, hydrophilic headgroups.
ypical non"ionic detergents are based onpolyoxyethylene or a glycoside .
)ommon examples ween .
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Di erence between tween /0 120
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Quaternary ammoniumom!ound"
ypically !nown as 3 uats4
Many individual chemicals
5resent in thousands of end"useformulations, many of which are blendsof various uats
)ommon uses include disinfectants,surfactants, fabric softeners, antistatic
agents, and wood preservation
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Quaternary ammoniumom!ound"
hey are positively chargedpolyatomic ions of the structure *678with 6 being al!yl or aryl groups.
hey are permanently charged,independent of the p9 of theirsolution.
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Quaternary ammoniumom!ound"
:ach uat has its own chemical and anti"microbiological characteristics. ;<:5% hasclustered uats into four categories'
. Group >' he al!yl or hydroxyl (straight chainsubstituted uats
/. Group >>' he non"halogenated ben$ylsubstituted
uats (including hydroxyben$yl,hydroxyethylben$yl,naphylmethyl, dodecyhlben$hyl, and al!ylben$yl
?. Group >>>' he di" and tri"chloroben$yl
substituted
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;ses of ;% < he uni-ue physicalAchemical properties of %)s
have resulted in a variety of uses and a highlevel of popularity in dome"ti , agri u#tura#$hea#th are$ and industrial applications such as
surfactants, emulsi#ers, fabric softeners, disinfectants,
pesticides, corrosion inhibitors, and personal care products.
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QUATS a" antimi ro%ia#"
!"Cs possess surface#active properties, self#assembly characteristics, detergency, andantimicrobial properties.
Certain !"Cs, especially those containing longal$yl chains, are used as antimicrobials anddisinfectants .
E%amples are ben&al$onium chloride ,benðonium chloride , methylbenðoniumchloride, cetal$onium chloride , cetylpyridinium chloride , cetrimonium , cetrimide , dofaniumchloride, tetraethylammonium bromide ,didecyldimethylammonium chloride and domiphen
bromide.
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QUATS a" antimi ro%ia#"
%lso good against fungi, amoeba, andenveloped viruses, -uats are believed to actby disrupting the cell membrane.
uaternary ammonium compounds arelethal to a wide variety of organisms exceptendospores , Mycobacterium tuberculosis and non"enveloped viruses .
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QUATS a" antimi ro%ia#"
uats are e ective in destroying a broad spectrum ofharmful microorganisms.
hey are e ective in !illing many pathogenicmicroorganisms while cleaning the surfaces upon
which they reside B all in one simple step. % few of the microorganisms !illed by -uat
disinfectants and saniti$ers include'Gram negative and gram positive bacteria li!e salmonellatyphi, staphylococcus aureus, streptococcus epidermidis,
pseudomonas aeruginosa, and :"coli.@iruses li!e 9>@" , 9epatitis C and ), 9erpes simplex and /,>n uen$a and 5arvovirus %ntibiotic resistant strains ofbacteria including methicillin resistant staphylococcus aureus(M6<% , @6: and many other antibiotic resistant strains.
Eungi li!e trichophyton interdigitale (athleteFs foot and thefungus that causes ringworm.
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)lassi#cation of ;% < %)s can be classi#ed in #ve ma or groups
depending on the type of functional groups'monoal!onium , dial!onium, ben$al!onium,diesteral!onium, and pyridal!onium
halides
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;% < as antimicrobial hey are e ective against a variety of
bacteria, fungi, and viruses at very lowconcentrations. When %)s are used asdisinfectants, the applied concentration istypically between 700 and H00 ppm andalmost always below 000 ppm (e.g., 0. IwAv in Jysol .
he most commonly used %)s as bioactiveagents are monoal!onium () K , dial!onium()2B 0 , and ben$al!onium () /B Kchlorides
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Mode of action of uats %)s are lytic bioactive agents.
he main mode of action of %)s againstbacterial cells involves perturbation of thelipid bilayer of the bacterial cytoplasmicmembrane and the outer membrane ofGram"negative bacteria.
<uch action leads to a progressive lea!ageof cytoplasmic components out of the celland #nally cell lysis.
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ea#th e'e t" o( Quat"
uaternary ammonium compounds can display arange of health e ects, amongst which are milds!in and respiratory irritation up to severecaustic burns on s!in and gastro"intestinal lining(depending on concentration , gastro"intestinalsymptoms (e.g., nausea and vomiting , coma,convulsions, hypotension and death.
hey are thought to be the chemical groupresponsible for anaphylactic reactions that occurwith use of neuromuscular bloc!ing drugs duringgeneral anaesthesia in surgery . uaternium" H is
the single most often found cause of allergiccontact dermatitis of the hands
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Than) you