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Discovery of 3-formyl-tyrosine Metabolites from Pseudoalteromonas Tunicata Through Heterologous Expression

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Journal J Am Chem Soc
Specialty Chemistry
Date 2010 Jan 1
PMID 20041686
Citations 14
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Abstract

Genome mining and identification of natural product gene clusters typically relies on the presence of canonical nonribosomal polypeptide synthetase (NRPS) or polyketide synthase (PKS) domains. Recently, other condensation enzymes, such as the ATP-grasp ligases, have been recognized as important players in natural product biosynthesis. In this study, sequence based searching for homologues of DdaF, the ATP-grasp amide ligase from dapdiamide biosynthesis, led to the identification of a previously unannotated biosynthetic gene cluster in Pseudoalteromonas tunicata. Heterologous expression of the cluster in Escherichia coli allowed for the production and structure determination of two new 3-formyl tyrosine metabolites.

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References
1.
Hollenhorst M, Clardy J, Walsh C . The ATP-dependent amide ligases DdaG and DdaF assemble the fumaramoyl-dipeptide scaffold of the dapdiamide antibiotics. Biochemistry. 2009; 48(43):10467-72. PMC: 2783456. DOI: 10.1021/bi9013165. View

2.
Larsen P . m-Carboxy-substituted aromatic amino acids in plant metabolism. II. The incorporation of shikimic acid into L-3-(3-carboxy-4-hydroxyphenyl)alanine in Reseda lutea L. Biochim Biophys Acta. 1966; 115(2):529-31. DOI: 10.1016/0304-4165(66)90463-6. View

3.
Philmus B, Christiansen G, Yoshida W, Hemscheidt T . Post-translational modification in microviridin biosynthesis. Chembiochem. 2008; 9(18):3066-73. DOI: 10.1002/cbic.200800560. View

4.
Hertweck C . Hidden biosynthetic treasures brought to light. Nat Chem Biol. 2009; 5(7):450-2. DOI: 10.1038/nchembio0709-450. View

5.
Ziemert N, Ishida K, Liaimer A, Hertweck C, Dittmann E . Ribosomal synthesis of tricyclic depsipeptides in bloom-forming cyanobacteria. Angew Chem Int Ed Engl. 2008; 47(40):7756-9. DOI: 10.1002/anie.200802730. View