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Optical Rotatory Dispersion and Circular Dichroism of the Carboxyl Chromophore in Gibbane-10-carboxylic Acids with an Aromatic A Ring,and Their Application to the Stereochemistry of the B Ring of Gibberellins and Their Derivatives |
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| Authors: | Hiroshi Meguro Kiyomi Hachiya Katura Tuzimura Kenji Mori Masanao Matsui |
| Affiliation: | 1. Department of Food Chemistry, Faculty of Agriculture, Tohoku University, Sendai, Japan;2. Department of Agricultural Chemistry, The University of Tokyo, Bunkyo-ku, Tokyo, Japan |
| Abstract: | CD and ORD of twelve gibbane-10-carboxylic acid compounds with an aromatic A ring together with two related compounds were measured. The sign of the Cotton effect was found to be positive (negative) when the configuration of the C–10 carboxyl is β (α). The ORD also provided information to determine the configuration at C–4b. The C–10 carboxyl gave a stronger magnitude and redshift of the peak in a cis relation with 4b–H compared with that in a trans relation. |
| Keywords: | small ubiquitin-related modifier (SUMO) ubiquitin Ran GTPase activating protein (RanGAP1) post-translational modification |