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Literature summary for 2.5.1.63 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

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

Cloned(Commentary)

Cloned (Comment) Organism
gene flA, genetic structure and organization Nocardia brasiliensis
gene flA, genetic structure and organization, the flA gene is located in close proximity to the corresponding flB gene Streptomyces sp.
gene flA, genetic structure and organization, the flA gene is located in close proximity to the corresponding flB gene Actinoplanes sp.
gene flA, genetic structure and organization, the flA gene is located in close proximity to the corresponding flB gene Streptomyces xinghaiensis
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

Crystallization (Commentary)

Crystallization (Comment) Organism
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

Protein Variants Comment Organism
additional information the enzyme is used for [18F]-radiolabelling of bioactive peptides, overview Streptomyces cattleya

KM Value [mM]

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

Natural Substrates/ Products (Substrates)

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

Organism

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

Reaction

Reaction Comment Organism Reaction ID
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)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
S-adenosyl-L-methionine + fluoride
-
Nocardia brasiliensis 5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
S-adenosyl-L-methionine + fluoride
-
Streptomyces sp. 5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
S-adenosyl-L-methionine + fluoride
-
Actinoplanes sp. 5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
S-adenosyl-L-methionine + fluoride
-
Streptomyces xinghaiensis 5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
S-adenosyl-L-methionine + fluoride
-
Streptomyces cattleya 5'-deoxy-5'-fluoroadenosine + L-methionine
-
r
S-adenosyl-L-methionine + fluoride
-
Streptomyces xinghaiensis NRRL B-24674 5'-deoxy-5'-fluoroadenosine + L-methionine
-
?
S-adenosyl-L-methionine + fluoride
-
Actinoplanes sp. N902-109 5'-deoxy-5'-fluoroadenosine + L-methionine
-
?

Synonyms

Synonyms Comment Organism
fluorinase
-
Nocardia brasiliensis
fluorinase
-
Streptomyces sp.
fluorinase
-
Actinoplanes sp.
fluorinase
-
Streptomyces xinghaiensis
fluorinase
-
Streptomyces cattleya

Temperature Optimum [°C]

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

Expression

Organism Comment Expression
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

General Information Comment Organism
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