32. CLV3類縁体合成と構造活性相関(口頭発表,植物化学調節学会第46回大会)

概要

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All of the highly complicated and specialized organs of higher plants above ground, the leaves, stems, and flowers, are ultimately generated from a handful of stem cells in shoot apical meristem (SAM). CLV3 is a plant peptide hormone in which the proline residues are post-taranslationally hydroxylated and glycosylated. CLV3 plays a key role in controlling stem cell mass in the SAM of Arabidopsis thaliana. We identified a dodecapeptide (MCLV3) from CLV3-overexpressing Arabidopsis calli; MCLV3 was a smallest functional peptide derived from the CLV3 precursor. Here we designed a series of MCLV3 analogs in which proline residues were substituted with N-substituted glycines (peptoids), and show the structure-activity relationship of the plant peptide hormone. To understand the solution structure of MCLV3, we performed NMR measurements and computer modeling. The NMR analyses indicated trans-conformer is predominant at the three pre-prolyl amide bonds in MCLV3. However, minor signals in the ^1H-NMR spectrum and conformational search suggest the presence of cis-conformers at three amide bonds.
2011-10-03