Literature DB >> 23565022

Synthesis and Catalytic Activity of Amino Acids and Metallopeptides with Catalytically Active Metallocyclic Side Chains.

Zhihui Zhong1, Hao Yang, Chen Zhang, Jared C Lewis.   

Abstract

Two approaches to prepare amino acids with catalytically active organometallic side chains are presented. These methods are notable in that they provide access either free or N-protected compounds that are structurally analogous to naturally occurring amino acids. The N-protected organo-metallic amino acids are compatible with standard peptide coupling conditions and can be used to prepare catalytically active metallopeptides.

Entities:  

Keywords:  9-borabicyclononane; metallopeptides; organometallic amino acids

Year:  2012        PMID: 23565022      PMCID: PMC3614014          DOI: 10.1021/om300848p

Source DB:  PubMed          Journal:  Organometallics        ISSN: 0276-7333            Impact factor:   3.876


  26 in total

1.  Protein Engineering: Design of Single-Residue-Anchored Metal-Uptake Systems.

Authors:  Subramania Ranganathan; Natarajan Tamilarasu
Journal:  Inorg Chem       Date:  1999-03-08       Impact factor: 5.165

2.  In search of peptide-based catalysts for asymmetric organic synthesis.

Authors:  Scott J Miller
Journal:  Acc Chem Res       Date:  2004-08       Impact factor: 22.384

3.  An organometallic inhibitor for glycogen synthase kinase 3.

Authors:  Howard Bregman; Douglas S Williams; G Ekin Atilla; Patrick J Carroll; Eric Meggers
Journal:  J Am Chem Soc       Date:  2004-10-27       Impact factor: 15.419

4.  Development of building blocks for the synthesis of N-heterocyclic carbene ligands.

Authors:  Guopin Xu; Scott R Gilbertson
Journal:  Org Lett       Date:  2005-10-13       Impact factor: 6.005

5.  Design of metal cofactors activated by a protein-protein electron transfer system.

Authors:  Takafumi Ueno; Norihiko Yokoi; Masaki Unno; Toshitaka Matsui; Yuichi Tokita; Masako Yamada; Masao Ikeda-Saito; Hiroshi Nakajima; Yoshihito Watanabe
Journal:  Proc Natl Acad Sci U S A       Date:  2006-06-12       Impact factor: 11.205

6.  9-BBN: An amino acid protecting group for functionalization of amino acid side chains in organic solvents.

Authors:  William H Dent; W Randal Erickson; Stephen C Fields; Marshall H Parker; Eric G Tromiczak
Journal:  Org Lett       Date:  2002-04-18       Impact factor: 6.005

7.  Synthesis of phosphine containing amino acids: utilization of peptide synthesis in ligand design.

Authors:  Anton Agarkov; Scott Greenfield; Dejian Xie; Robert Pawlick; Gale Starkey; Scott R Gilbertson
Journal:  Biopolymers       Date:  2006       Impact factor: 2.505

8.  Structural study by NMR of an oxorhenium-RGD decapeptide complex for application in radiotherapy.

Authors:  Basil Costopoulos; Dimitra Benaki; Maria Pelecanou; Emmanuel Mikros; Chariklia I Stassinopoulou; Alexandra D Varvarigou; Spyridon C Archimandritis
Journal:  Inorg Chem       Date:  2004-09-06       Impact factor: 5.165

9.  Reactivity and chemical synthesis of L-pyrrolysine- the 22(nd) genetically encoded amino acid.

Authors:  Bing Hao; Gang Zhao; Patrick T Kang; Jitesh A Soares; Tsuneo K Ferguson; Judith Gallucci; Joseph A Krzycki; Michael K Chan
Journal:  Chem Biol       Date:  2004-09

10.  Catalytic asymmetric rearrangement of allylic N-aryl trifluoroacetimidates. A useful method for transforming prochiral allylic alcohols to chiral allylic amines.

Authors:  Larry E Overman; Carolyn E Owen; Mary M Pavan; Christopher J Richards
Journal:  Org Lett       Date:  2003-05-29       Impact factor: 6.005

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  3 in total

1.  Translation system engineering in Escherichia coli enhances non-canonical amino acid incorporation into proteins.

Authors:  Rui Gan; Jessica G Perez; Erik D Carlson; Ioanna Ntai; Farren J Isaacs; Neil L Kelleher; Michael C Jewett
Journal:  Biotechnol Bioeng       Date:  2017-02-02       Impact factor: 4.530

Review 2.  Metallopeptide catalysts and artificial metalloenzymes containing unnatural amino acids.

Authors:  Jared C Lewis
Journal:  Curr Opin Chem Biol       Date:  2014-12-26       Impact factor: 8.822

3.  Macrocylases as synthetic tools for ligand synthesis: enzymatic synthesis of cyclic peptides containing metal-binding amino acids.

Authors:  Richard C Brewster; Irati Colmenero Labeaga; Catriona E Soden; Amanda G Jarvis
Journal:  R Soc Open Sci       Date:  2021-11-03       Impact factor: 2.963

  3 in total

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