Question

5. A few biological transformations are shown below. They are practice for another skill you should develop: recognizing organic processes we've studied in new settings. Many biological reactions can be understood as processes we have studied. The first arrow is not a process we've discussed, but we can identify what happened; I listed the "process" at the arrow so you know what I mean by "process". A list of process options (not exhaustive, just a decent sample) is shown at bottom. Your job is to match the correct process option to each arrow + box: write the letter of the process in the box above the arrow. If more than one process option could reasonably describe a step, I'll be reasonable: Don't worry about the charges; these are just biologically relevant protonation states of amines, acids, etc. 000 acid to ca. 000 - OVH derivative (mixed anhydride) derivative Y 100 n Соо HENCO NH2 CO, Process options (could be used more than once): a.) Oxidation (ch. 8) b.) Reduction (ch. 8) c.) Nucleophilic acyl substitution (ch. 16) d.) Nucleophilic addition (ch. 14) e.) Nucleophilic substitution (ch. 12) f.) Elimination (ch. 12, 13) g.) Trans-esterification (ch. 16) h.) Electrophilic addition (ch. 8)

Answer 1

solution ( In sequence) ht) aldehyde I Ester t ho Reduction of phosphate ester to aldehyde H₂N com ң (о, Nu attack of i amine to aldehyde group followed by elimination of -H₂O molecule 6 'N CO2 - Reduction of imine (>C=N) to z amine W co

CO, ZI H N Elimination +NH, NA + 12 of Oy on lc, 9 OR' IL MOR" - ] + [enzyme conversion of one ester into another 0 [enzyme] LOR' Ao & conversion of one ester into the other is a nucleophilic acyl substitution process. It is called 'trans - esteriticatin's Se neste ring op het samen