Synthesis and Antibacterial Activity of .ALPHA.-Methylene-.GAMMA.(.BETA.)-carboxy-.GAMMA.-butyrolactones.

Tonari, Kennosuke; Yonemoto, Kenji

doi:10.5650/jos.51.259

Cited by 3 publications

(2 citation statements)

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“…2-(Acetamidomethylene)succinic acid ( 8 ) was synthesized starting from diethyl succinate ( 23 ) according to the scheme shown in Figure b. α-Formyl diethyl succinate ( 24 ) was prepared from diethyl succinate ( 23 ) and ethyl formate in accordance with a known literature procedure . Acetamidomethylene diethyl succinate ( 25 and 26 ) was prepared from acetamide and α-formyl diethyl succinate ( 24 ) from a known literature procedure .…”

Section: Methodsmentioning

confidence: 99%

“…The synthesis of 3-hydroxy-2-methylpyridine-4,5-dicarboxylate (6) began with the known protocols for making N-formylalanine (19) from L-alanine (18) (15) (Figure 2a), which was then converted to 3-hydroxy-2-methylpyridine-4,5-dicarboxylate (6) (23) according to the scheme shown in Figure 2b. R-Formyl diethyl succinate (24) was prepared from diethyl succinate (23) and ethyl formate in accordance with a known literature procedure (17). Acetamidomethylene diethyl succinate (25 and 26) was prepared from acetamide and R-formyl diethyl succinate (24) from a known literature procedure (18).…”

Section: Methodsmentioning

confidence: 99%

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PLP Catabolism: Identification of the 2-(Acetamidomethylene)succinate Hydrolase Gene in Mesorhizobium loti MAFF303099

2008

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The function of the mlr6787 gene from Mesorhizobium loti MAFF303099 has been identified. This gene encodes 2-(acetamidomethylene)succinate hydrolase, an enzyme involved in the catabolism of pyridoxal 5'-phosphate (vitamin B 6). This enzyme was overexpressed in Escherichia coli, purified to homogeneity, and characterized. 2-(Acetamidomethylene)succinate hydrolase catalyzes the hydrolysis of 2-(acetamidomethylene)succinate to yield succinic semialdehyde, acetic acid, carbon dioxide, and ammonia. The k cat and K M for this reaction were 0.6 s (-1) and 143 microM, respectively. The enzyme was shown to utilize the E isomer of 2-(acetamidomethylene)succinate.

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Section: Methodsmentioning

confidence: 99%