Literature DB >> 17602252

Identification, characterization and functional expression of a tyrosine ammonia-lyase and its mutants from the photosynthetic bacterium Rhodobacter sphaeroides.

Zhixiong Xue1, Michael McCluskey, Keith Cantera, F Sima Sariaslani, Lixuan Huang.   

Abstract

A tyrosine ammonia-lyase (TAL) enzyme from the photosynthetic bacterium Rhodobacter sphaeroides (RsTAL) was identified, cloned and functionally expressed in Escherichia coli, where conversion of tyrosine to p-hydroxycinnamic acid (pHCA) was demonstrated. The RsTAL enzyme is implicated in production of pHCA, which serves as the cofactor for synthesis of the photoactive yellow protein (PYP) in photosynthetic bacteria. The wild type RsTAL enzyme, while accepting both tyrosine and phenylalanine as substrate, prefers tyrosine, but a serendipitous RsTAL mutant identified during PCR amplification of the RsTAL gene, demonstrates much higher preference for phenylalanine as substrate and deaminates it to produces cinnamic acid. Sequence analysis showed the presence of three mutations: Met4 --> Ile, Ile325 --> Val and Val409 --> Met in this mutant. Sequence comparison with Rhodobacter capsulatus TAL (RcTAL) shows that Val409 is conserved between RcTAL and RsTAL. Two single mutants of RsTAL, Val409 --> Met and Val 409 --> Ile, generated by site-directed mutagenesis, demonstrate greater preference for phenylalanine compared to the wild type enzyme. Our studies illustrate that relatively minor changes in the primary structure of an ammonia-lyase enzyme can significantly affect its substrate specificity.

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Year:  2007        PMID: 17602252     DOI: 10.1007/s10295-007-0229-1

Source DB:  PubMed          Journal:  J Ind Microbiol Biotechnol        ISSN: 1367-5435            Impact factor:   3.346


  18 in total

1.  Crystal structure of histidine ammonia-lyase revealing a novel polypeptide modification as the catalytic electrophile.

Authors:  T F Schwede; J Rétey; G E Schulz
Journal:  Biochemistry       Date:  1999-04-27       Impact factor: 3.162

2.  Characterization of a bacterial tyrosine ammonia lyase, a biosynthetic enzyme for the photoactive yellow protein.

Authors:  J A Kyndt; T E Meyer; M A Cusanovich; J J Van Beeumen
Journal:  FEBS Lett       Date:  2002-02-13       Impact factor: 4.124

3.  Structure-based chemical modification strategy for enzyme replacement treatment of phenylketonuria.

Authors:  Lin Wang; Alejandra Gamez; Christineh N Sarkissian; Mary Straub; Marianne G Patch; Gye Won Han; Steve Striepeke; Paul Fitzpatrick; Charles R Scriver; Raymond C Stevens
Journal:  Mol Genet Metab       Date:  2005-07-11       Impact factor: 4.797

4.  Evidence for trans-cis isomerization of the p-coumaric acid chromophore as the photochemical basis of the photocycle of photoactive yellow protein.

Authors:  R Kort; H Vonk; X Xu; W D Hoff; W Crielaard; K J Hellingwerf
Journal:  FEBS Lett       Date:  1996-03-11       Impact factor: 4.124

5.  Discovery of a substrate selectivity switch in tyrosine ammonia-lyase, a member of the aromatic amino acid lyase family.

Authors:  Kevin T Watts; Benjamin N Mijts; Pyung Cheon Lee; Andrew J Manning; Claudia Schmidt-Dannert
Journal:  Chem Biol       Date:  2006-12

6.  Glu46 donates a proton to the 4-hydroxycinnamate anion chromophore during the photocycle of photoactive yellow protein.

Authors:  A Xie; W D Hoff; A R Kroon; K J Hellingwerf
Journal:  Biochemistry       Date:  1996-11-26       Impact factor: 3.162

7.  Use of nitrogen-15 and deuterium isotope effects to determine the chemical mechanism of phenylalanine ammonia-lyase.

Authors:  J D Hermes; P M Weiss; W W Cleland
Journal:  Biochemistry       Date:  1985-06-04       Impact factor: 3.162

8.  Crystal structure of phenylalanine ammonia lyase: multiple helix dipoles implicated in catalysis.

Authors:  Joseph C Calabrese; Douglas B Jordan; Amechand Boodhoo; Sima Sariaslani; Todd Vannelli
Journal:  Biochemistry       Date:  2004-09-14       Impact factor: 3.162

9.  Thiol ester-linked p-coumaric acid as a new photoactive prosthetic group in a protein with rhodopsin-like photochemistry.

Authors:  W D Hoff; P Düx; K Hård; B Devreese; I M Nugteren-Roodzant; W Crielaard; R Boelens; R Kaptein; J van Beeumen; K J Hellingwerf
Journal:  Biochemistry       Date:  1994-11-29       Impact factor: 3.162

10.  Discovery of two cyanobacterial phenylalanine ammonia lyases: kinetic and structural characterization.

Authors:  Michelle C Moffitt; Gordon V Louie; Marianne E Bowman; Janelle Pence; Joseph P Noel; Bradley S Moore
Journal:  Biochemistry       Date:  2007-01-30       Impact factor: 3.162

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  12 in total

Review 1.  Heterologous production of curcuminoids.

Authors:  J L Rodrigues; K L J Prather; L D Kluskens; L R Rodrigues
Journal:  Microbiol Mol Biol Rev       Date:  2015-03       Impact factor: 11.056

2.  Expression of bacterial tyrosine ammonia-lyase creates a novel p-coumaric acid pathway in the biosynthesis of phenylpropanoids in Arabidopsis.

Authors:  Yasutaka Nishiyama; Choong-Soo Yun; Fumio Matsuda; Tadamasa Sasaki; Kazuki Saito; Yuzuru Tozawa
Journal:  Planta       Date:  2010-04-16       Impact factor: 4.116

3.  Highly Active and Specific Tyrosine Ammonia-Lyases from Diverse Origins Enable Enhanced Production of Aromatic Compounds in Bacteria and Saccharomyces cerevisiae.

Authors:  Christian Bille Jendresen; Steen Gustav Stahlhut; Mingji Li; Paula Gaspar; Solvej Siedler; Jochen Förster; Jérôme Maury; Irina Borodina; Alex Toftgaard Nielsen
Journal:  Appl Environ Microbiol       Date:  2015-04-24       Impact factor: 4.792

4.  p-Hydroxycinnamic acid production directly from cellulose using endoglucanase- and tyrosine ammonia lyase-expressing Streptomyces lividans.

Authors:  Yoshifumi Kawai; Shuhei Noda; Chiaki Ogino; Yasunobu Takeshima; Naoko Okai; Tsutomu Tanaka; Akihiko Kondo
Journal:  Microb Cell Fact       Date:  2013-05-07       Impact factor: 5.328

5.  Biosynthesis of caffeic acid in Escherichia coli using its endogenous hydroxylase complex.

Authors:  Yuheng Lin; Yajun Yan
Journal:  Microb Cell Fact       Date:  2012-04-04       Impact factor: 5.328

6.  Metabolic engineering of a tyrosine-overproducing yeast platform using targeted metabolomics.

Authors:  Nicholas D Gold; Christopher M Gowen; Francois-Xavier Lussier; Sarat C Cautha; Radhakrishnan Mahadevan; Vincent J J Martin
Journal:  Microb Cell Fact       Date:  2015-05-28       Impact factor: 5.328

7.  Combinatorial optimization of synthetic operons for the microbial production of p-coumaryl alcohol with Escherichia coli.

Authors:  Philana V van Summeren-Wesenhagen; Raphael Voges; Alexander Dennig; Sascha Sokolowsky; Stephan Noack; Ulrich Schwaneberg; Jan Marienhagen
Journal:  Microb Cell Fact       Date:  2015-06-11       Impact factor: 5.328

Review 8.  Engineering microbes for plant polyketide biosynthesis.

Authors:  François-Xavier Lussier; David Colatriano; Zach Wiltshire; Jonathan E Page; Vincent J J Martin
Journal:  Comput Struct Biotechnol J       Date:  2013-02-22       Impact factor: 7.271

9.  Rhodotorula glutinis Phenylalanine/Tyrosine Ammonia Lyase Enzyme Catalyzed Synthesis of the Methyl Ester of para-Hydroxycinnamic Acid and its Potential Antibacterial Activity.

Authors:  Marybeth C MacDonald; Pugazhendhi Arivalagan; Douglas E Barre; Judith A MacInnis; Godwin B D'Cunha
Journal:  Front Microbiol       Date:  2016-03-08       Impact factor: 5.640

10.  Initiation of the flexirubin biosynthesis in Chitinophaga pinensis.

Authors:  Tim A Schöner; Sebastian W Fuchs; Christian Schönau; Helge B Bode
Journal:  Microb Biotechnol       Date:  2014-01-28       Impact factor: 5.813

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