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Fundamentals of Biochemistry Tutorial: Peptides & Proteins

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\({\bf{Amino~Acids:}}\) - proteins are the most abundant macromolecules - composed of 20 amino acids, covalently linked - amino acid residue: the result amino acids are linked and water is lost via condensation - central, chiral carbon (carbon-alpha) linked to an amino group, carboxyl group, H, and R-group, w/ the exception of glycine which isn't chiral because it has 2 hydrogens attached to the central carbon |dw:1547911323831:dw| \({\bf{Effects~on~Acid/Base~Chemistry:}}\) - if the R-group is not ionizable --> dipolar zwitterion, ampholyte - both the amino and carboxyl group can carry acidic protons - the amino group and carboxyl group can both withdraw electrons, lowering pKa - non-ionizable R group --> 2 distinct pKas on titration curve, ionizable --> 3 distinct - isoelectronic point (pI): pH at which the electronic charge is neutral when the charge is negative and above the pI, amino acid moves toward + electrode farther away from pI --> greater net charge |dw:1547911768611:dw|

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|dw:1547911803746:dw| a lot of biochem teachers ask you to memorize these structures so I would recommend just making 20 flashcards and reviewing them when possible

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\({\bf{Peptides~and~Proteins:}}\) - peptide bond: covalent link between two amino acids, formed by removing -OH from the carboxyl group and -H from the amino group (dehydration) - this reaction is normally not thermodynamically favorable but the carboxyl group is modified (will specify how later) to make the removal of -OH more favorable. if you remember from orgo, hydroxyl is a very poor leaving group on its own. - oligopeptide: a few peptides linked - polypeptide: many peptides linked - amino-terminal/N-terminal: end of the peptide w/ the free amino group - carboxyl-terminal/C-terminal: end of the peptide w/ the free carboxyl group |dw:1547912198277:dw|

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\({\bf{Misc:}}\) - as w/ individual amino acids, ionizable R-groups influence acid/base behavior - can approximate the avg. # of amino acids by dividing MW/110. - avg weight of amino acid is closer to 138 but smaller acids are more prevalent, so the avg. weight is a bit lower in reality.

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Source material is section 3.1-3.2 of Principles of Biochemistry 7th edition by Nelson, David L., and Cox, Michael M.

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