CHEM 237 Lecture Notes - Lecture 1: Strecker Amino Acid Synthesis, Diethyl Malonate, Phthalimide
Document Summary
Carbon in amino acid binds together. On the left of the carbon -> l. On the right of the carbon -> d. D and l are enantiomers of one another! Glycine (g; gly) - only one that is achiral! Cysteine (c; cys) - thiol groups form disulfide bonds. Proline (p; pro) - alpha carbon is connected in a ring to the amino group. Helix breaker; cannot form alpha helices in secondary structure. Acidic - all donate h+ (negative charge at neutral) Both have extra carboxyl group, at neutral ph, both donate h+ Basic - all accept h+ (positive charge at neutral) Synthesis - carboxyl group + amino group + r group needed to make aa. Achiral starting material yields a non-stereoselective amino acid! Non-stereoselective synthesis of amino acid from aldehyde. Starting material - r group attached to aldehyde. Non-stereoselective synthesis of amino acid from n-phthalimido malonic ester. React phthalimide with base, removal of h+ yielding - on n.
