Literature DB >> 21875093

Design and synthesis of a novel triptycene-based ligand for modeling carboxylate-bridged diiron enzyme active sites.

Yang Li1, Rui Cao, Stephen J Lippard.   

Abstract

A novel triptycene-based ligand with a preorganized framework was designed to model carboxylate-bridged diiron active sites in bacterial multicomponent monooxygenase (BMM) hydroxylase enzymes. The synthesis of the bis(benzoxazole)-appended ligand L1 depicted was accomplished in 11 steps. Reaction of L1 with iron(II) triflate and a carboxylate source afforded the desired diiron(II) complex [Fe(2)L1(μ-OH)(μ-O(2)CAr(Tol))(OTf)(2)].
© 2011 American Chemical Society

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Year:  2011        PMID： 21875093      PMCID： PMC3184322          DOI： 10.1021/ol201882v

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  21 in total

1.  Geometric and electronic structure/function correlations in non-heme iron enzymes.

Authors:  E I Solomon; T C Brunold; M I Davis; J N Kemsley; S K Lee; N Lehnert; F Neese; A J Skulan; Y S Yang; J Zhou
Journal:  Chem Rev       Date:  2000-01-12       Impact factor: 60.622

2.  Dioxygen Activation by Enzymes Containing Binuclear Non-Heme Iron Clusters.

Authors:  Bradley J. Wallar; John D. Lipscomb
Journal:  Chem Rev       Date:  1996-11-07       Impact factor: 60.622

Review 3.  Synthetic models for non-heme carboxylate-bridged diiron metalloproteins: strategies and tactics.

Authors:  Edit Y Tshuva; Stephen J Lippard
Journal:  Chem Rev       Date:  2004-02       Impact factor: 60.622

4.  Preparation and X-ray structures of metal-free, dicobalt and dimanganese forms of soluble methane monooxygenase hydroxylase from Methylococcus capsulatus (Bath).

Authors:  Matthew H Sazinsky; Maarten Merkx; Elisabeth Cadieux; Sonya Tang; Stephen J Lippard
Journal:  Biochemistry       Date:  2004-12-28       Impact factor: 3.162

5.  Toward functional carboxylate-bridged diiron protein mimics: achieving structural stability and conformational flexibility using a macrocylic ligand framework.

Authors:  Loi H Do; Stephen J Lippard
Journal:  J Am Chem Soc       Date:  2011-06-17       Impact factor: 15.419

6.  Alkene monooxygenase from Nocardia corallina B-276 is a member of the class of dinuclear iron proteins capable of stereospecific epoxygenation reactions.

Authors:  S C Gallagher; R Cammack; H Dalton
Journal:  Eur J Biochem       Date:  1997-07-15

7.  Iron substitution for sodium in a carboxylate-bridged, heterodinuclear sodium-iron complex.

Authors:  Jeremy J Kodanko; Dong Xu; Datong Song; Stephen J Lippard
Journal:  J Am Chem Soc       Date:  2005-11-23       Impact factor: 15.419

8.  Dioxygen Activation and Methane Hydroxylation by Soluble Methane Monooxygenase: A Tale of Two Irons and Three Proteins A list of abbreviations can be found in Section 7.

Authors:  Maarten Merkx; Daniel A. Kopp; Matthew H. Sazinsky; Jessica L. Blazyk; Jens Müller; Stephen J. Lippard
Journal:  Angew Chem Int Ed Engl       Date:  2001-08-03       Impact factor: 15.336

9.  Modeling the syn disposition of nitrogen donors at the active sites of carboxylate-bridged diiron enzymes. Enforcing dinuclearity and kinetic stability with a 1,2-diethynylbenzene-based ligand.

Authors:  Jane Kuzelka; Joshua R Farrell; Stephen J Lippard
Journal:  Inorg Chem       Date:  2003-12-29       Impact factor: 5.165

10.  Peroxodiferric intermediate of stearoyl-acyl carrier protein delta 9 desaturase: oxidase reactivity during single turnover and implications for the mechanism of desaturation.

Authors:  J A Broadwater; J Ai; T M Loehr; J Sanders-Loehr; B G Fox
Journal:  Biochemistry       Date:  1998-10-20       Impact factor: 3.162
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  5 in total

1.  A C2-symmetric, basic Fe(III) carboxylate complex derived from a novel triptycene-based chelating carboxylate ligand.

Authors:  Yang Li; Justin J Wilson; Loi H Do; Ulf-Peter Apfel; Stephen J Lippard
Journal:  Dalton Trans       Date:  2012-06-29       Impact factor: 4.390

2.  Triptycene-based Bis(benzimidazole) Carboxylate-Bridged Biomimetic Diiron(II) Complexes.

Authors:  Yang Li; Chan Myae Myae Soe; Justin J Wilson; Suan Lian Tuang; Ulf-Peter Apfel; Stephen J Lippard
Journal:  Eur J Inorg Chem       Date:  2013-04-01       Impact factor: 2.524

3.  Highly-ordered Triptycene Modifier Layer Based on Blade Coating for Ultraflexible Organic Transistors.

Authors:  Masaya Kondo; Takashi Kajitani; Takafumi Uemura; Yuki Noda; Fumitaka Ishiwari; Yoshiaki Shoji; Teppei Araki; Shusuke Yoshimoto; Takanori Fukushima; Tsuyoshi Sekitani
Journal:  Sci Rep       Date:  2019-06-24       Impact factor: 4.379

4.  Synthesis and Catalytic Applications of a Triptycene-Based Monophosphine Ligand for Palladium-Mediated Organic Transformations.

Authors:  Franco King-Chi Leung; Fumitaka Ishiwari; Yoshiaki Shoji; Tsuyoshi Nishikawa; Ryohei Takeda; Yuuya Nagata; Michinori Suginome; Yasuhiro Uozumi; Yoichi M A Yamada; Takanori Fukushima
Journal:  ACS Omega       Date:  2017-05-09

Review 5.  Triptycene Derivatives: From Their Synthesis to Their Unique Properties.

Authors:  Mateusz Woźny; Adam Mames; Tomasz Ratajczyk
Journal:  Molecules       Date:  2021-12-31       Impact factor: 4.411
  5 in total

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