Date of Publication

2-22-2011

Document Type

Master's Thesis

Degree Name

Master of Science in Chemistry

Subject Categories

Chemistry

College

College of Science

Department/Unit

Chemistry

Thesis Adviser

Derrick Ethelbhert C. Yu

Defense Panel Chair

Nancy Lazaro-Llanos

Defense Panel Member

Anamy Ma. C. Paano
Maribel G. Nonato



Abstract/Summary

An unprecedented condensation reaction of N-benzylimines was applied to the bioconjugation of lysine residues. A second-generation lysine dendrimer 14 with four ε-amino groups was prepared as the model peptide using solid-supported methods. The dendrimer 14 reacted with N-benzylimine 8 in DMF, which was readily obtained from fumaraldehydic acid methyl ester and benzylamine, to provide the corresponding 1,2 diazetidine derivatives at room temperature. The reaction might proceed through the conjugate addition of the lysine ε-amino groups to the α-β unsaturated ester of 8 followed by the condensation between the two imines. The novel reaction offers a promising “click” reaction for bioconjuation since it does not require any catalysts and proceeds under mild conditions.

Abstract Format

html

Language

English

Format

Electronic

Electronic File Format

MS WORD

Accession Number

CDTG004936

Shelf Location

Archives, The Learning Commons, 12F Henry Sy Sr. Hall

Physical Description

1 computer optical disc, 4 3/4 in.

Keywords

Imines; Bioconjugates; Condensation

Upload Full Text

wf_yes

Embargo Period

4-28-2022

Download

Share

COinS