Atanu Banerjee, Jia Li, Monika A Molenda, William W Brennessel, Ferman A Chavez
{"title":"研究水杨酸双加氧酶的仿生系统。","authors":"Atanu Banerjee, Jia Li, Monika A Molenda, William W Brennessel, Ferman A Chavez","doi":"10.1021/bk-2019-1317.ch004","DOIUrl":null,"url":null,"abstract":"<p><p>We report the characterization of [Fe(T1Et4iPrIP)(sal)] (<b>2</b>) (T1Et4iPrIP = tris(1-ethyl-4-isopropyl-imidazolyl)phosphine; sal<sup>2-</sup> = salicylate dianion), which serves as a model for substrate-bound salicylate dioxygenase (SDO). Complex <b>2</b> crystallizes in the monoclinic space group <i>P</i>2<sub>1</sub>/n with <i>a</i> = 10.7853(12) Å, <i>b</i> = 16.5060(19) Å, <i>c</i> = 21.217(2) Å, <i>β</i> = 94.489(2)°, and <i>V</i> = 3765.5(7) Å<sup>3</sup>. The structure consists of Fe<sup>II</sup> bonded in distorted square pyramidal geometry (<i>τ</i> = 0.32) with two salicylate oxygens and two T1Et4iPrIP nitrogens serving as the base and the apical position occupied by the other ligand nitrogen. [Fe(T1Et4iPrIP)(OTf)<sub>2</sub>] (<b>1</b>), the precursor for <b>2</b>, catalyzes the cleavage of 1,4-dihydroxy-2-naphthoate in the presence of O<sub>2</sub>. Complex <b>1</b> is also capable of cleaving the salicylate aromatic ring in the presence of H<sub>2</sub>O<sub>2</sub>. The progression of this reaction toward product formation involves an Fe<sup>III</sup>-phenoxide species.</p>","PeriodicalId":72050,"journal":{"name":"ACS symposium series. American Chemical Society","volume":"1317 4","pages":"71-83"},"PeriodicalIF":0.0000,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1021/bk-2019-1317.ch004","citationCount":"0","resultStr":"{\"title\":\"A Biomimetic System for Studying Salicylate Dioxygenase.\",\"authors\":\"Atanu Banerjee, Jia Li, Monika A Molenda, William W Brennessel, Ferman A Chavez\",\"doi\":\"10.1021/bk-2019-1317.ch004\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>We report the characterization of [Fe(T1Et4iPrIP)(sal)] (<b>2</b>) (T1Et4iPrIP = tris(1-ethyl-4-isopropyl-imidazolyl)phosphine; sal<sup>2-</sup> = salicylate dianion), which serves as a model for substrate-bound salicylate dioxygenase (SDO). Complex <b>2</b> crystallizes in the monoclinic space group <i>P</i>2<sub>1</sub>/n with <i>a</i> = 10.7853(12) Å, <i>b</i> = 16.5060(19) Å, <i>c</i> = 21.217(2) Å, <i>β</i> = 94.489(2)°, and <i>V</i> = 3765.5(7) Å<sup>3</sup>. The structure consists of Fe<sup>II</sup> bonded in distorted square pyramidal geometry (<i>τ</i> = 0.32) with two salicylate oxygens and two T1Et4iPrIP nitrogens serving as the base and the apical position occupied by the other ligand nitrogen. [Fe(T1Et4iPrIP)(OTf)<sub>2</sub>] (<b>1</b>), the precursor for <b>2</b>, catalyzes the cleavage of 1,4-dihydroxy-2-naphthoate in the presence of O<sub>2</sub>. Complex <b>1</b> is also capable of cleaving the salicylate aromatic ring in the presence of H<sub>2</sub>O<sub>2</sub>. The progression of this reaction toward product formation involves an Fe<sup>III</sup>-phenoxide species.</p>\",\"PeriodicalId\":72050,\"journal\":{\"name\":\"ACS symposium series. American Chemical Society\",\"volume\":\"1317 4\",\"pages\":\"71-83\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2019-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://sci-hub-pdf.com/10.1021/bk-2019-1317.ch004\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ACS symposium series. American Chemical Society\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1021/bk-2019-1317.ch004\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2019/7/12 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS symposium series. American Chemical Society","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1021/bk-2019-1317.ch004","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2019/7/12 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
A Biomimetic System for Studying Salicylate Dioxygenase.
We report the characterization of [Fe(T1Et4iPrIP)(sal)] (2) (T1Et4iPrIP = tris(1-ethyl-4-isopropyl-imidazolyl)phosphine; sal2- = salicylate dianion), which serves as a model for substrate-bound salicylate dioxygenase (SDO). Complex 2 crystallizes in the monoclinic space group P21/n with a = 10.7853(12) Å, b = 16.5060(19) Å, c = 21.217(2) Å, β = 94.489(2)°, and V = 3765.5(7) Å3. The structure consists of FeII bonded in distorted square pyramidal geometry (τ = 0.32) with two salicylate oxygens and two T1Et4iPrIP nitrogens serving as the base and the apical position occupied by the other ligand nitrogen. [Fe(T1Et4iPrIP)(OTf)2] (1), the precursor for 2, catalyzes the cleavage of 1,4-dihydroxy-2-naphthoate in the presence of O2. Complex 1 is also capable of cleaving the salicylate aromatic ring in the presence of H2O2. The progression of this reaction toward product formation involves an FeIII-phenoxide species.
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