NMR studies of molecular structure in fruit cuticle polyesters.

Abstract:

:The cuticle of higher plants functions primarily as a protective barrier for the leaves and fruits, controlling microbial attack as well as the diffusion of water and chemicals from the outside environment. Its major chemical constituents are waxes (for waterproofing) and cutin (a structural support polymer). However, the insolubility of cutin has hampered investigations of its covalent structure and domain architecture, which are viewed as essential for the design of crop protection strategies and the development of improved synthetic waterproofing materials. Recently developed strategies designed to meet these investigative challenges include partial depolymerization using enzymatic or chemical reagents and spectroscopic examination of the intact polyesters in a solvent-swelled form. The soluble oligomers from degradative treatments of lime fruit cutin are composed primarily of the expected 10,16-dihydroxyhexadecanoic and 16-hydroxy-10-oxo-hexadecanoic acids; low-temperature HF treatments also reveal sugar units that are covalently attached to the hydroxyfatty acids. Parallel investigations of solvent-swollen cutin using 2D NMR spectroscopy assisted by magic-angle spinning yield well-resolved spectra that permit detailed comparisons to be made among chemical moieties present in the intact biopolymer, the soluble degradation products, and the unreacted solid residue.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Fang X,Qiu F,Yan B,Wang H,Mort AJ,Stark RE

doi

10.1016/s0031-9422(01)00106-6

subject

Has Abstract

pub_date

2001-07-01 00:00:00

pages

1035-42

issue

6

eissn

0031-9422

issn

1873-3700

pii

S0031-9422(01)00106-6

journal_volume

57

pub_type

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