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• W2155212912 abstract "Streptomyces actuosus tryptophan lyase (NosL) is a radical SAM enzyme which catalyzes the synthesis of 3-methyl-2-indolic acid, a precursor in the synthesis of the promising antibiotic nosiheptide. The reaction involves cleavage of the tryptophan CαCβ bond and recombination of the amino-acid-derived -COOH fragment at the indole ring. Reported herein is the 1.8 Å resolution crystal structure of NosL complexed with its substrate. Unexpectedly, only one of the tryptophan amino hydrogen atoms is optimally placed for H abstraction by the SAM-derived 5′-deoxyadenosyl radical. This orientation, in turn, rules out the previously proposed delocalized indole radical as the species which undergoes CαCβ bond cleavage. Instead, stereochemical considerations indicate that the reactive intermediate is a .NH tryptophanyl radical. A structure-based amino acid sequence comparison of NosL with the tyrosine lyases ThiH and HydG strongly suggests that an equivalent .NH radical operates in the latter enzymes." @default.
• W2155212912 created "2016-06-24" @default.
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• W2155212912 date "2014-09-05" @default.
• W2155212912 modified "2023-10-03" @default.
• W2155212912 title "Crystal Structure of Tryptophan Lyase (NosL): Evidence for Radical Formation at the Amino Group of Tryptophan" @default.
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• W2155212912 doi "https://doi.org/10.1002/anie.201407320" @default.
• W2155212912 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/25196319" @default.
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