Amino acids form polypeptides and proteins, vital for hormones and enzymes.
The body has a mixture of 20 amino acids that can be assembled into proteins:
-General formula of alpha-amino acid: RCH(NH2)COOH
So the amino acid has a basic (NH2) and an acidic (COOH) group.
These can react with each other to form an internal salt, known as a ZWITTERION.
A proton is transferred from the acidic COOH to the basic NH2.
But the zwitterion has no overall charge due to cancelling out.
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Zwitterions
The zwitterion has no overall charge, at the isoelectric point.
The isoelectric point varies with each amino acid.
Amino acids are amphoteric, reacting with both acids and bases.
At an acidic pH, the amino acid behaves as a base and accepts H+ forming a positive ion.
At an alkaline pH, it behaves as an acid and dontates H+ forming a negative ion.
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Polypeptides & Proteins
Amino acids join together by peptide bonds, to form peptides.
This is a condensation reaction, where H2O is removed.
Two peptides being formed together is called a dipeptide and so on.
Proteins are simply long amino acids. generally with 50 amino acids or more.
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Hydrolysis
Acid hydrolysis:
-By using an aqueous acid, water is needed to break the bond. -The amino acids formed are positively charged due to the presence of H+ from the acid.
Alkaline hydrolysis:
-Solution of aqueous NaOH at 100 degrees C.
-Broken down into their Na salts (Sort of cut off here but only clear image)
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Optical Isomerism
Another form of stereoisomerism, but seperate to E/Z.
Arises in molecules that contain a chiral carbon, that is, one that is connected to FOUR different groups of atoms.
Two-mirror image arrangements of atoms in space are possible, that are non-superimposable and are called optical isomers - or enantiomers.
To draw an enantiomer:
These polarise light differently and may have slightly different affects to each other.
THIS OCCURS IN AMINO ACIDSSSSS.
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Condensation polymerisation: polyesters
Condensation is the joining of two monomers with the removal of H2O/HCl.
There are two different types of polyesters:
1- Where there are two different monomers, one with two -COOH groups and one with two -OH groups.
2- Where there is one monomer, with a -COOH and a -OH attached.
(Two different monomers)
(One monomer, COOH and OH)
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Condensation polymerisation: polyamides
(Amide linkage)
The same as before it is possible to form a polyamide by using two different monomers or just the one single monomer:
-Two different: A molecule with 2 COOH groups, and one with 2 NH2 groups.
-One single; A molecule that contains both a COOH group and a NH2.
(Nylon-6,6 formation)
Condensation:
-One or two monomers used.
-Uses COOH/OH or COOH/NH2.
-Forms the polyester/amide and water.
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Breaking Down Condensation Polymers
Hydrolysis of polyesters:
1-With hot alkali(aq):
-The sodium salt of the carboxylic acid.
-The hydroxyl group.
2-With hot acid(aq):
-The monomer units.
Hydrolysis of polyamides:
1-With hot alkali(aq):
-The sodium salt of the dicarboxylic acid.
-The diamine.
2-With hot acid(aq):
-The dicarboxylic acid.
-An ammonium salt of the diamine.
Biodegradable polymers:
-Made from renewable sources such as corn starch, and break down with water/light to form CO2 and H2O with the presence of bacteria.
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Examples
Polyester alkakine hydrolysis:
I cannot find a decent picture of acid hydrolysis of polyamides but basically the diamine has NH3+, that is the hardest bit.
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