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Literature summary for 2.5.1.63 extracted from

  • Thompson, S.; McMahon, S.A.; Naismith, J.H.; OHagan, D.
    Exploration of a potential difluoromethyl-nucleoside substrate with the fluorinase enzyme (2016), Bioorg. Chem., 64, 37-41.
    View publication on PubMed

Crystallization (Commentary)

Crystallization (Comment) Organism
purified enzyme in complex with 5',5'-difluorodeoxy-2-ethynyladenosine and tartrate, X-ray diffraction structure determination and analysis at 1.8 A resolution, molecular replacement using structure with PDB ID 1RQR Streptomyces cattleya

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
S-adenosyl-L-methionine + fluoride Streptomyces cattleya
-
5'-deoxy-5'-fluoroadenosine + L-methionine
-
r

Organism

Organism UniProt Comment Textmining
Streptomyces cattleya Q70GK9 gene flA
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5'-deoxy-5'-fluoroadenosine + L-selenomethionine
-
Streptomyces cattleya Se-adenosyl-L-selenomethionine + fluoride
-
r
additional information the enzyme binds 5',5'-dideoxy-5'-fluoroadenosine with similar affinity as 5'-deoxy-5'-fluoroadenosine, but does not show formation of Se-adenosyl-L-selenomethionine with added L-selenomethionine as it does with 5'-deoxy-5'-fluoroadenosine. The difluoromethyl group bridges interactions that are essential for activation of the single fluorine in 5'-deoxy-5'-fluoroadenosine. An unusual hydrogen bonding interaction between the hydrogen of the difluoromethyl group and one of the hydroxyl oxygens of the tartrate ligand is also observed. The bridging interactions, coupled with the inherently stronger C-F bond in the difluoromethyl group, offers an explanation for why no reaction is observed Streptomyces cattleya ?
-
?
S-adenosyl-L-methionine + fluoride
-
Streptomyces cattleya 5'-deoxy-5'-fluoroadenosine + L-methionine
-
r

Synonyms

Synonyms Comment Organism
fluorinase
-
Streptomyces cattleya