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Organic Chemistry
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13 Nov 2009 05:49:30 IST
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A zwitter ion is an inner salt of amphoteric compound resulting due to the reaction between acidic and basic groups. Amino acids and proteins constitute both acidic (-COOH ) and alkaline (-NH2) groups, as a result they can form salts with acid and alkali. When dissolved in either acid or alkali, they behave like anions and cations, migrating to either cathod or anode. However, at a definite pH, called isoelectric pH, they form inner salt or zwitter ions, at which they are least soluble and electrically neutral.












A zwitterion (first part pronounced TSVIT-ər, from German "Zwitter" ([ˈtsvɪtɐ]) = hybrid, hermaphrodite) is a chemical compound that carries a total net charge of 0 and is thus electrically neutral, but carries formal charges on different atoms.
Some chemists restrict the term to compounds with the charges on non-adjacent atoms. [1] This would exclude compounds such as N-oxidesand ylides, which have a charge on adjacent atoms, specificately, nitrogen and carbon being the cations, respectively. Zwitterions are polarand are usually very water-soluble, but poorly soluble in most organic solvents.
Ampholytes are molecules that contain both acidic and basic groups (and are therefore amphoteric) and will exist mostly as zwitterions in a certain range of pH. The pH at which the average charge is zero is known as the molecule's isoelectric point.
Applications
Ampholytes are used to establish a stable pH gradient for use in isoelectric focusing.
Typical examples of zwitterions are:
http://en.wikipedia.org/skins-1.5/monobook/bullet.gif); ">- Most amino acids at physiological pH are zwitterionic.
- Used as buffering agents in Good's buffers:
- Used as detergents:
- Natural products like the alkaloids psilocybin and lysergic acid.
- Betaines
http://en.wikipedia.org/skins-1.5/monobook/bullet.gif); ">- The amino-sulfonic acid based MES, MOPS, HEPES, PIPES or CAPS
- The amino-carboxylic acid (amino acid) based glycine, its derivatives bicine and tricine, and alanine
http://en.wikipedia.org/skins-1.5/monobook/bullet.gif); ">- CHAPSO
Less common examples of zwitterions are:
http://en.wikipedia.org/skins-1.5/monobook/bullet.gif); ">- Quinonoid zwitterions.
- Drugs such as Fexofenadine (Allegra) and Cephaloridine.
- decaphenylferrocene [(η5-C5Ph5)2Fe] has been shown to have a zwitterionic linkage isomer [(η5-C5Ph5)Fe+(η6-C6H5C5Ph4−)].
PLZZ DO RATE IS SATISFIED.