Synthesis and Isolation of an Orthoamide Carbocation Metalloenzyme Mimic Building Block
Emily Twitchell and Megan Brown
University of West Florida Libraries
Summer Undergraduate Research Program (University of West Florida, Pensacola, Florida, 08/2024)
08/2024
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Abstract
Macrocyclic polyamines are important building blocks as ligands for biomimetic chemistry to develop inhibitors that target specific enzymes. Our goal is to synthesize 1,4,8-triazacycloundecane (TACU) (Figure 1), a small molecule mimic of the active site of a Zn(II) containing metalloenzyme, carboxypeptidase A (CPA) (Figure 1).1 In this presentation, we however report the synthesis of a carbocation intermediate (Figure 2) during the TACU synthesis in an attempt to isolate and study its X-ray crystal structure so that we can understand the possible reasons for the low literature-reported yields of 50-60% for TACU.1
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Title
Synthesis and Isolation of an Orthoamide Carbocation Metalloenzyme Mimic Building Block
Resource Type
Poster
Event
Summer Undergraduate Research Program (University of West Florida, Pensacola, Florida, 08/2024)
Contributors
Ajay Lajmi (Faculty Mentor)
Publisher
University of West Florida Libraries; Argo Scholar Commons
Format
pdf
Copyright
Permission granted to the University of West Florida Libraries by the author to digitize and/or display this information for non-profit research and educational purposes. Any reuse of this item in excess of fair use or other copyright exemptions requires the permission of the copyright holder.
Identifiers
99380576895306600
Academic Unit
Summer Undergraduate Research Program 2024; Hal Marcus College of Science and Engineering ; Chemistry
Language
English
Synthesis and Isolation of an Orthoamide Carbocation Metalloenzyme Mimic Building Block