Isolation and identification of molecular constituents from the protective plant polymer suberin.
Item
-
Title
-
Isolation and identification of molecular constituents from the protective plant polymer suberin.
-
Identifier
-
AAI3288742
-
identifier
-
3288742
-
Creator
-
Wang, Weimin.
-
Contributor
-
Adviser: Ruth E. Stark
-
Date
-
2007
-
Language
-
English
-
Publisher
-
City University of New York.
-
Subject
-
Chemistry, Polymer | Chemistry, Analytical
-
Abstract
-
The study of molecular structure for biopolymer suberin can provide compositional and structural information about its biosynthesis and help to understand its biological function, informing the design of crop protection strategies. Because of the intractability of suberin, a partial degradation strategy was employed. This research develops new methods for separation and identification of degraded suberin, to elucidate new aliphatic and aromatic oligomers that preserve its essential molecular architecture.;Potato suberin was depolymerized with KOH-methanol solution. Degradation conditions were varied systematically to enhance the yield of the desired compounds. A separation protocol, in which CC was used to do preliminary separation and multiple steps of solvent extraction were combined with TLC, RP-HPLC or NP-HPLC separation, was developed to improve the isolation efficiency of the target compounds. The strategy of combining NMR analysis of through-bond connectivities and MSn fragments allowed identification of some compounds that are challenging to isolate in pure form.;Twenty different triglycerides, three new aliphatic monomers, more than twenty aliphatic oligomers, one aromatic dimer, and two new aromatic monomers were isolated from degradation of suberin by CC, TLC, solvent extraction, and HPLC. The molecular structures of these isolated compounds were elucidated by 1D and 2D NMR, LC/MS, and LC/MSn. These results were used to evaluate and extend current models of suberin architecture.
-
Type
-
dissertation
-
Source
-
PQT Legacy CUNY.xlsx
-
degree
-
Ph.D.
