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Literature summary extracted from

  • O'Hagan, D.; Deng, H.
    Enzymatic fluorination and biotechnological developments of the fluorinase (2015), Chem. Rev., 115, 634-649.
    View publication on PubMed

Application

EC Number Application Comment Organism
2.5.1.63 biotechnology the enzyme is used for [18F]-radiolabelling of bioactive peptides, overview Streptomyces cattleya

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.5.1.63 gene flA, genetic structure and organization Nocardia brasiliensis
2.5.1.63 gene flA, genetic structure and organization, the flA gene is located in close proximity to the corresponding flB gene Streptomyces sp.
2.5.1.63 gene flA, genetic structure and organization, the flA gene is located in close proximity to the corresponding flB gene Actinoplanes sp.
2.5.1.63 gene flA, genetic structure and organization, the flA gene is located in close proximity to the corresponding flB gene Streptomyces xinghaiensis
2.5.1.63 gene flA, located at the center of the 10 kb gene Spencer cluster, genetic structure and organization, the f lA gene is located in close proximity to the corresponding f lB gene. Funtional recombinant expression in Salinispora tropica using gene replacement and replacing the gene salL that encodes chlorinase, EC 2.5.1.94, by gene flA from Streptomaces cattleya. The mutated Salinispora tropica strain produces fluorosalinosporamide Streptomyces cattleya
2.5.1.94 gene salL, the gene is located in the middle of this salinosporamide A cluster Salinispora tropica

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
2.5.1.63 structure modelling of the fluoride ion/SAM prereaction complex at the active site of the fluorinase immediately prior to SN2 substitution, fluoride ion is modeled into the SAM-fluorinase cocomplex, which is solved by X-ray crystallography, overview Streptomyces cattleya

Protein Variants

EC Number Protein Variants Comment Organism
2.5.1.63 additional information the enzyme is used for [18F]-radiolabelling of bioactive peptides, overview Streptomyces cattleya
2.5.1.94 additional information gene replacement of gene salL from Salinispora tropica by gene flA, EC 2.5.1.63, encoding fluorinase from Streptomaces cattleya, the recombinant fluorinase is functional in Salinispora tropica Salinispora tropica

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.5.1.63 0.01
-
S-adenosyl-L-methionine about, during turnover, pH and temperature not specified in the publication Streptomyces cattleya
2.5.1.63 10
-
fluoride about, during turnover, pH and temperature not specified in the publication Streptomyces cattleya

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.5.1.63 S-adenosyl-L-methionine + fluoride Nocardia brasiliensis
-
5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
2.5.1.63 S-adenosyl-L-methionine + fluoride Streptomyces sp.
-
5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
2.5.1.63 S-adenosyl-L-methionine + fluoride Actinoplanes sp.
-
5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
2.5.1.63 S-adenosyl-L-methionine + fluoride Streptomyces xinghaiensis
-
5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
2.5.1.63 S-adenosyl-L-methionine + fluoride Streptomyces cattleya
-
5'-deoxy-5'-fluoroadenosine + L-methionine
-
r
2.5.1.63 S-adenosyl-L-methionine + fluoride Streptomyces xinghaiensis NRRL B-24674
-
5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
2.5.1.63 S-adenosyl-L-methionine + fluoride Actinoplanes sp. N902-109
-
5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
2.5.1.94 S-adenosyl-L-methionine + chloride Salinispora tropica
-
5'-deoxy-5'-chloroadenosine + L-methionine
-
r

Organism

EC Number Organism UniProt Comment Textmining
2.5.1.63 Actinoplanes sp. R4LHX8 gene flA
-
2.5.1.63 Actinoplanes sp. N902-109 R4LHX8 gene flA
-
2.5.1.63 Nocardia brasiliensis
-
a South American hospital pathogen, gene flA
-
2.5.1.63 Streptomyces cattleya Q70GK9 gene flA
-
2.5.1.63 Streptomyces sp. W0W999 solated in 2011 from Ghana, gene flA
-
2.5.1.63 Streptomyces xinghaiensis A0A068VNW5 gene flA4
-
2.5.1.63 Streptomyces xinghaiensis NRRL B-24674 A0A068VNW5 gene flA4
-
2.5.1.94 Salinispora tropica
-
a marine organism, gene salL
-

Reaction

EC Number Reaction Comment Organism Reaction ID
2.5.1.63 S-adenosyl-L-methionine + fluoride = 5'-deoxy-5'-fluoroadenosine + L-methionine SN2 substitution reaction mechanism, where fluoride ion mediates a nucleophilic attack to the 5'-carbon of the ribose ring of S-adenosyl-L-methionine to give 5'-deoxy-5'-fluoroadenosine. The reaction proceeds with an inversion of configuration at the C-5'carbon Streptomyces cattleya

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.5.1.63 S-adenosyl-L-methionine + fluoride
-
Nocardia brasiliensis 5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
2.5.1.63 S-adenosyl-L-methionine + fluoride
-
Streptomyces sp. 5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
2.5.1.63 S-adenosyl-L-methionine + fluoride
-
Actinoplanes sp. 5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
2.5.1.63 S-adenosyl-L-methionine + fluoride
-
Streptomyces xinghaiensis 5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
2.5.1.63 S-adenosyl-L-methionine + fluoride
-
Streptomyces cattleya 5'-deoxy-5'-fluoroadenosine + L-methionine
-
r
2.5.1.63 S-adenosyl-L-methionine + fluoride
-
Streptomyces xinghaiensis NRRL B-24674 5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
2.5.1.63 S-adenosyl-L-methionine + fluoride
-
Actinoplanes sp. N902-109 5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
2.5.1.94 additional information chlorinase does not accept fluoride ion as a substrate Salinispora tropica ?
-
?
2.5.1.94 S-adenosyl-L-methionine + chloride
-
Salinispora tropica 5'-deoxy-5'-chloroadenosine + L-methionine
-
r

Synonyms

EC Number Synonyms Comment Organism
2.5.1.63 fluorinase
-
Nocardia brasiliensis
2.5.1.63 fluorinase
-
Streptomyces sp.
2.5.1.63 fluorinase
-
Actinoplanes sp.
2.5.1.63 fluorinase
-
Streptomyces xinghaiensis
2.5.1.63 fluorinase
-
Streptomyces cattleya
2.5.1.94 chlorinase
-
Salinispora tropica

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.5.1.63 25
-
assay at Streptomyces cattleya

Expression

EC Number Organism Comment Expression
2.5.1.63 Streptomyces cattleya the fluorometabolite pathway is upregulated by increased fluoride ion levels, perhaps due to upregulation of f lG encoding a putative DNA binding regulatory protein up

General Information

EC Number General Information Comment Organism
2.5.1.63 metabolism the enzyme is involved in secondary metabolism, delivering bioactive fluorinated natural products when the bacterium is grown in a medium containing fluoride Streptomyces cattleya
2.5.1.94 metabolism the enzyme is responsible for salinosporamide-A biosynthesis Salinispora tropica