- Biocascade Synthesis of L-Tyrosine Derivatives by Coupling a Thermophilic Tyrosine Phenol-Lyase and L-Lactate Oxidase
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A one-pot biocascade of two enzymatic steps catalyzed by an l-lactate oxidase and a tyrosine phenol-lyase has been successfully developed in the present study. The reaction provides an efficient method for the synthesis of l-tyrosine derivatives, which exhibits readily available starting materials and excellent yields. In the first step, an in situ generation of pyruvate from readily available bio-based l-lactate catalyzed by a highly active l-lactate oxidase from Aerococcus viridans (AvLOX) was developed (using oxygen as oxidant and catalase as hydrogen peroxide removing reagent). Pyruvate thus produced underwent C–C coupling with phenol derivatives as acceptor substrate using specially designed thermophilic tyrosine phenol-lyase mutants from Symbiobacterium toebii (TTPL). Overall, this cascade avoids the high cost and easy decomposition of pyruvate and offered an efficient and environmentally friendly procedure for l-tyrosine derivatives synthesis.
- Jiang, Yiqi,Ju, Shuyun,Li, Guosi,Lian, Jiazhang,Lin, Jianping,Wu, Mianbin,Xue, Hailong,Yang, Lirong
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supporting information
(2020/02/25)
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- Ianthesines A-D, four novel dibromotyrosine-derived metabolites from a marine sponge, Ianthella sp.
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Novel dibromotyrosine-derived metabolites, ianthesines A, B, C, and D, were isolated from an Australian marine sponge of the genus Ianthella sp. Their structures were elucidated using chemical and spectroscopic techniques. Ianthesines A, B, and D were derived from two dibromotyrosines. Ianthesine C is a tetramer possessing eight bromine atoms and its molecular weight is 1606. Ianthesines B-D showed Na,K-ATPase inhibitory activity in the range of 50-440 μM, whereas ianthesine A is inactive. (C) 2000 Elsevier Science Ltd.
- Okamoto, Yoshihiro,Ojika, Makoto,Kato, Shigemasa,Sakagami, Youji
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p. 5813 - 5818
(2007/10/03)
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- Synthesis and microbiological activities of some monohalogenated analogs of tyrosine
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2 Chlorotyrosine and 2 bromotyrosine, as well as the previously reported 2 fluorotyrosine, were synthesized by hydrolysis of the condensation products from the appropriate benzyl bromide and ethyl acetamidomalonate and were compared with the corresponding
- McCord,Smith,Winters,Grimes,Hulme,Robinson,Gage,Davis
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