310-43 - CH 310 N LECTURE 43 Textbook Assignment Chapter...

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CH 310 N LECTURE 43 Textbook Assignment: Chapter 26 (selections) Homework (for credit): POW 13 posted Today’s Topics: AA’s & Properties Notice & Announcements: Organic Lecture Series 2 Amino Acids Amino Acids and and Proteins Proteins
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Organic Lecture Series NH 3 + CO 2 - Organic Lecture Series 4 Amino Acids Amino Acids • Amino acid: Amino acid: a compound that contains both an amino group and a carboxyl group α -Amino acid: Amino acid: an amino acid in which the amino group is on the carbon adjacent to the carboxyl group – although α -amino acids are commonly written in the unionized form, they are more properly written in the zwitterion zwitterion (internal salt) form RCHCOH NH 2 O RCHCO - 3 + O
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Organic Lecture Series 5 In 1891, Emil Fischer made the arbitrary assignments of D- and L- to the enantiomers of glyceraldehyde (aldehyde is C1-at the top). CHO HO H CH 2 OH 2 H DD L-Glyceraldehyde D-Glyceraldehyde [ α ] 25 = +13.5 [ α ] 25 = -13.5 -OH to Right -OH to Left D,L D,L Monosaccharides Monosaccharides Organic Lecture Series 6 Chirality of Amino Acids Chirality of Amino Acids • With the exception of glycine, all protein- derived amino acids have at least one stereocenter ( the α -carbon ) and are chiral – the vast majority have the L-configuration at their α -carbon COO - 3 H H 3 N L-Alanine - 3 HN H 3 + D-Alanine
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Organic Lecture Series 7 Nonpolar side chains Nonpolar side chains NH 3 + COO - 3 + COO - 3 + COO - 3 + COO - 3 + COO - S 3 + COO - N HH COO - 3 + COO - N H COO - 3 + Alanine (Ala, A) Glycine (Gly, G) Isoleucine (Ile, I) Leucine (Leu, L) Methionine (Met, M) Phenylalanine (Phe, F) Proline (Pro, P) Tryptophan (Trp, W) Valine (Val, V) Organic Lecture Series 8 N COO - Proline (Pro, P) Captopril- ACE Inhibitor Angiotensin Converting Enzyme Angiotensin I Angiotensin II Angiotensin II is a potent vasoconstrictor so, ACE inhibitors are used for the treatment of hypertension
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Organic Lecture Series 9 Polar side chains Polar side chains NH
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310-43 - CH 310 N LECTURE 43 Textbook Assignment Chapter...

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