Benjamin Mulchin

Doctor of Philosophy, (Chemistry)
Study Completed: 2009
College of Sciences

Citation

Thesis Title
Synthesis of substrate analogues and inhibitors of phosphoribosyl anthranilate isomerase and indole-3-glycorolphosphate synthase

Read article at Massey Research Online: MRO icon

Mr Mulchin developed organic-synthetic methodology to synthesise molecules to probe two key steps in the biosynthetic pathway of the amino acid tryptophan as there is little information on how the substrates and enzymes interact. In these key enzymatic steps, 5-phosphoribosylanthranilate is converted into indole-3-glycerolphosphate (IGP), via the intermediate species 1-(O-carboxyphenylamino)-1-deoxyribulose-5-phosphate (CdRP). Mr Mulchin undertook the first systematic attempt to develop synthetic methodology to produce a plethora of substrate and product analogues of CdRP. The methodology developed focused on secondary aryl amine formation, using a variety of techniques, and led to the synthesis of CdRP analogues. Mr Mulchin has shown that synthesis of CdRP analogues via nucleophilic substitution of good leaving groups and epoxide ring opening proved consistently reproducible. This methodology allows for future synthesis of a range of CdRP-like target compounds, which can then be used to gain information on how substrates and enzymes interact.

Supervisors
Associate Professor Emily Parker
Professor Geoff Jameson

Massey Contact Centre Mon - Fri 8:30am to 4:30pm 0800 MASSEY (+64 6 350 5701) TXT 5222 contact@massey.ac.nz Web chat Staff Alumni News Māori @ Massey