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Week 7 • State the general formula for an α-amino acid as RCH(NH2)COOH. • State that an amino acid exists as a zwitterion at a pH value called the isoelectric point. • State that different R– groups in α-amino acids may result in different isoelectric points. • Describe the acid–base properties of α-amino acids at different pH values. © Pearson Education Ltd 2009 This document may have been altered from the original Week 7 General formula of an α-amino acid © Pearson Education Ltd 2009 This document may have been altered from the original Week 7 Structures of some amino acids © Pearson Education Ltd 2009 This document may have been altered from the original Week 7 Formation of a zwitterion from glycine © Pearson Education Ltd 2009 This document may have been altered from the original Week 7 Acid–base reactions of an amino acid © Pearson Education Ltd 2009 This document may have been altered from the original Week 7 • Explain the formation of a peptide (amide) linkage between α-amino acids to form polypeptides and proteins. • Describe the acid and alkaline hydrolysis of proteins and peptides to form αamino acids or carboxylates. © Pearson Education Ltd 2009 This document may have been altered from the original Week 7 Formation of a dipeptide between glycine and alanine © Pearson Education Ltd 2009 This document may have been altered from the original Week 7 Alternative reaction of alanine and glycine © Pearson Education Ltd 2009 This document may have been altered from the original Week 7 Section of a polypeptide showing four different amino acids © Pearson Education Ltd 2009 This document may have been altered from the original Week 7 Acid hydrolysis of a dipeptide © Pearson Education Ltd 2009 This document may have been altered from the original Week 7 Alkaline hydrolysis of a polypeptide chain © Pearson Education Ltd 2009 This document may have been altered from the original Week 7 • Describe optical isomers as non-superimposable mirror images about an organic chiral centre. • Identify chiral centres in a molecule of given structural formula. • Explain that optical isomerism and E/Z isomerism are types of stereoisomerism. © Pearson Education Ltd 2009 This document may have been altered from the original Week 7 E and Z isomers of but-2-ene © Pearson Education Ltd 2009 This document may have been altered from the original Week 7 The butan-2-ol molecule has a chiral carbon © Pearson Education Ltd 2009 This document may have been altered from the original Week 7 Optical isomers of CH3CH2CH(NH2)CH3 © Pearson Education Ltd 2009 This document may have been altered from the original Week 7 Simplified three-dimensional representation of two optical isomers © Pearson Education Ltd 2009 This document may have been altered from the original