| http://purl.uniprot.org/citations/22525496 | http://www.w3.org/1999/02/22-rdf-syntax-ns#type | http://purl.uniprot.org/core/Journal_Citation |
| http://purl.uniprot.org/citations/22525496 | http://www.w3.org/2000/01/rdf-schema#comment | "We developed abscinazole-E2B (Abz-E2B), a practical and specific inhibitor of abscisic acid (ABA) 8'-hydroxylase (CYP707A), by structural modification of abscinazole-E1 (Abz-E1), another compound we developed. A butoxy group was introduced to Abz-E2B instead of the tosylate group of Abz-E1, in expectation of better water solubility, because the calculated logP value of Abz-E2B is 3.47, which is smaller than that of Abz-E1 (4.02). The water solubility of Abz-E2B was greater than 90% at a concentration of 100 μM, at which the solubility of Abz-E1 was 20%. The enzyme specificity was improved significantly. In in vitro assays constructed using recombinant enzymes, (±)-Abz-E2B was a considerably weaker inhibitor than (±)-Abz-E1 for CYP701A, a GA biosynthetic enzyme, which is a target of S-uniconazole (S-UNI), a lead compound of Abz-E1. (±)-Abz-E2B application to plants resulted in improved desiccation tolerance and an increase in endogenous ABA, with little retardation of growth. We also prepared optically pure Abz-E2B and determined its absolute configuration. The R-enantiomer of Abz-E2B was the more potent inhibitor of CYP707A, unlike UNI, whereas both enantiomers were markedly less effective than S-UNI in inhibiting CYP701A. Because S-Abz-E2B arrested the growth of rice seedlings at 100 μM, probably because of off-target effects, R-Abz-E2B should be used as a chemical tool for research focusing on CYP707A when 100 μM or higher concentration is required, although (±)-Abz-E2B may be useful as an alternative option at a lower concentration."xsd:string |
| http://purl.uniprot.org/citations/22525496 | http://purl.org/dc/terms/identifier | "doi:10.1016/j.bmc.2012.03.068"xsd:string |
| http://purl.uniprot.org/citations/22525496 | http://purl.uniprot.org/core/author | "Kondo S."xsd:string |
| http://purl.uniprot.org/citations/22525496 | http://purl.uniprot.org/core/author | "Hirai N."xsd:string |
| http://purl.uniprot.org/citations/22525496 | http://purl.uniprot.org/core/author | "Ohnishi T."xsd:string |
| http://purl.uniprot.org/citations/22525496 | http://purl.uniprot.org/core/author | "Mizutani M."xsd:string |
| http://purl.uniprot.org/citations/22525496 | http://purl.uniprot.org/core/author | "Ueno K."xsd:string |
| http://purl.uniprot.org/citations/22525496 | http://purl.uniprot.org/core/author | "Todoroki Y."xsd:string |
| http://purl.uniprot.org/citations/22525496 | http://purl.uniprot.org/core/author | "Okazaki M."xsd:string |
| http://purl.uniprot.org/citations/22525496 | http://purl.uniprot.org/core/author | "Kittikorn M."xsd:string |
| http://purl.uniprot.org/citations/22525496 | http://purl.uniprot.org/core/date | "2012"xsd:gYear |
| http://purl.uniprot.org/citations/22525496 | http://purl.uniprot.org/core/name | "Bioorg Med Chem"xsd:string |
| http://purl.uniprot.org/citations/22525496 | http://purl.uniprot.org/core/pages | "3162-3172"xsd:string |
| http://purl.uniprot.org/citations/22525496 | http://purl.uniprot.org/core/title | "Abscinazole-E2B, a practical and selective inhibitor of ABA 8'-hydroxylase CYP707A."xsd:string |
| http://purl.uniprot.org/citations/22525496 | http://purl.uniprot.org/core/volume | "20"xsd:string |
| http://purl.uniprot.org/citations/22525496 | http://www.w3.org/2004/02/skos/core#exactMatch | http://purl.uniprot.org/pubmed/22525496 |
| http://purl.uniprot.org/citations/22525496 | http://xmlns.com/foaf/0.1/primaryTopicOf | https://pubmed.ncbi.nlm.nih.gov/22525496 |
| http://purl.uniprot.org/uniprot/#_Q5Z5R4-mappedCitation-22525496 | http://www.w3.org/1999/02/22-rdf-syntax-ns#object | http://purl.uniprot.org/citations/22525496 |
| http://purl.uniprot.org/uniprot/Q5Z5R4 | http://purl.uniprot.org/core/mappedCitation | http://purl.uniprot.org/citations/22525496 |