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Literature summary extracted from

  • Li, Y.; Llewellyn, N.M.; Giri, R.; Huang, F.; Spencer, J.B.
    Biosynthesis of the unique amino acid side chain of butirosin: possible protective-group chemistry in an acyl carrier protein-mediated pathway (2005), Chem. Biol., 12, 665-675.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.14.13 expression in Escherichia coli Niallia circulans
4.1.1.95 expressed in Escherichia coli BL21(DE3) cells Niallia circulans
6.2.1.39 gene btrJ, butirosin genetic cluster organization, overview. Expression of N-terminal His6-tagged BtrJ Niallia circulans

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
6.2.1.39 Mg2+ essentially required Niallia circulans
6.2.1.39 Mn2+ essentially required, activates Niallia circulans

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
1.14.14.13 38700
-
x * 38700, calculated, x * 40000, SDS-PAGE of recombinant His-tagged protein Niallia circulans
1.14.14.13 40000
-
x * 38700, calculated, x * 40000, SDS-PAGE of recombinant His-tagged protein Niallia circulans
4.1.1.95 47800
-
2 * 47800, calculated from amino acid sequence Niallia circulans
4.1.1.95 49846
-
2 * 49846, LC-electrospray ionization mass spectrometry Niallia circulans
6.2.1.39 48600
-
1 * 48600, about, SDS-PAGE, 1 * 50962, His6-tagged BtrJ, mass spectrometry, 1 * 50969, His6-tagged BtrJ, sequence calculation Niallia circulans
6.2.1.39 50962
-
1 * 48600, about, SDS-PAGE, 1 * 50962, His6-tagged BtrJ, mass spectrometry, 1 * 50969, His6-tagged BtrJ, sequence calculation Niallia circulans
6.2.1.39 50969
-
1 * 48600, about, SDS-PAGE, 1 * 50962, His6-tagged BtrJ, mass spectrometry, 1 * 50969, His6-tagged BtrJ, sequence calculation Niallia circulans

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
6.2.1.39 ATP + L-glutamate + 4-aminobutanoyl-[BtrI acyl-carrier protein] Niallia circulans
-
ADP + phosphate + 4-(gamma-L-glutamylamino)butanoyl-[BtrI acyl-carrier protein]
-
?
6.2.1.39 ATP + L-glutamate + 4-aminobutanoyl-[BtrI acyl-carrier protein] Niallia circulans NR3312
-
ADP + phosphate + 4-(gamma-L-glutamylamino)butanoyl-[BtrI acyl-carrier protein]
-
?
6.2.1.39 ATP + L-glutamate + BtrI acyl-carrier protein Niallia circulans
-
ADP + phosphate + L-glutamyl-[BtrI acyl-carrier protein]
-
?
6.2.1.39 ATP + L-glutamate + BtrI acyl-carrier protein Niallia circulans NR3312
-
ADP + phosphate + L-glutamyl-[BtrI acyl-carrier protein]
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.14.14.13 Niallia circulans Q4H4E5 putative
-
4.1.1.95 Niallia circulans
-
-
-
4.1.1.95 Niallia circulans NR3312
-
-
-
6.2.1.39 Niallia circulans Q4H4E7 gene btrJ
-
6.2.1.39 Niallia circulans NR3312 Q4H4E7 gene btrJ
-

Purification (Commentary)

EC Number Purification (Comment) Organism
4.1.1.95 Ni2+-NTA affinity column chromatography Niallia circulans

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.14.13 4-(L-gamma-glutamylamino)butanoyl-[BtrI acyl-carrier protein] + FMNH2 + O2 presence of FMN and O2 are required Niallia circulans 4-(L-gamma-glutamylamino)-(2S)-2-hydroxybutanoyl-[BtrI acyl-carrier protein] + FMN + H2O
-
?
1.14.14.13 butanoyl-[BtrI acyl-carrier protein] + FMNH2 + O2
-
Niallia circulans (2S)-2-hydroxybutanoyl-[BtrI acyl-carrier protein] + FMN + H2O
-
?
1.14.14.13 additional information no substrates: butanoate, butanoyl-CoA, L-glutamate, L-aspartate, gamma-aminobutanoate, and L-ornithine Niallia circulans ?
-
?
1.14.14.13 octanoyl-[BtrI acyl-carrier protein] + FMNH2 + O2
-
Niallia circulans (2S)-2-hydroxyoctanoyl-[BtrI acyl-carrier protein] + FMN + H2O
-
?
4.1.1.95 diaminopimelate
-
Niallia circulans ?
-
?
4.1.1.95 diaminopimelate
-
Niallia circulans NR3312 ?
-
?
4.1.1.95 gamma-L-Glu-[S-BtrI acyl carrier protein]
-
Niallia circulans 4-aminobutanoyl-[S-BtrI acyl carrier protein] + CO2
-
?
4.1.1.95 gamma-L-Glu-[S-BtrI acyl carrier protein]
-
Niallia circulans NR3312 4-aminobutanoyl-[S-BtrI acyl carrier protein] + CO2
-
?
4.1.1.95 L-arginine
-
Niallia circulans ?
-
?
4.1.1.95 L-lysine
-
Niallia circulans ?
-
?
4.1.1.95 L-lysine
-
Niallia circulans NR3312 ?
-
?
4.1.1.95 L-ornithine
-
Niallia circulans ?
-
?
4.1.1.95 L-ornithine
-
Niallia circulans NR3312 ?
-
?
4.1.1.95 additional information the enzyme is not able to decarboxylate L-glutamate or any D-amino acids Niallia circulans ?
-
?
4.1.1.95 additional information the enzyme is not able to decarboxylate L-glutamate or any D-amino acids Niallia circulans NR3312 ?
-
?
6.2.1.39 ATP + 4-aminobutanoate + BtrI acyl-carrier protein
-
Niallia circulans ADP + phosphate + 4-aminobutanoyl-S-[BtrI acyl-carrier protein] GABA-S-BtrI is closely related to holo-BtrI ?
6.2.1.39 ATP + 4-aminobutanoate + BtrI acyl-carrier protein
-
Niallia circulans NR3312 ADP + phosphate + 4-aminobutanoyl-S-[BtrI acyl-carrier protein] GABA-S-BtrI is closely related to holo-BtrI ?
6.2.1.39 ATP + L-glutamate + 4-aminobutanoyl-[BtrI acyl-carrier protein]
-
Niallia circulans ADP + phosphate + 4-(gamma-L-glutamylamino)butanoyl-[BtrI acyl-carrier protein]
-
?
6.2.1.39 ATP + L-glutamate + 4-aminobutanoyl-[BtrI acyl-carrier protein]
-
Niallia circulans NR3312 ADP + phosphate + 4-(gamma-L-glutamylamino)butanoyl-[BtrI acyl-carrier protein]
-
?
6.2.1.39 ATP + L-glutamate + 4-aminobutanoyl-[BtrI acyl-carrier protein] BtrJ is able to catalyze ligation of a second L-glutamate molecule to GABA-S-BtrI, forming an amide bond Niallia circulans ADP + phosphate + L-Glu-4-aminobutanoyl-S-[BtrI acyl-carrier protein]
-
?
6.2.1.39 ATP + L-glutamate + 4-aminobutanoyl-[BtrI acyl-carrier protein] BtrJ is able to catalyze ligation of a second L-glutamate molecule to GABA-S-BtrI, forming an amide bond Niallia circulans NR3312 ADP + phosphate + L-Glu-4-aminobutanoyl-S-[BtrI acyl-carrier protein]
-
?
6.2.1.39 ATP + L-glutamate + BtrI acyl-carrier protein
-
Niallia circulans ADP + phosphate + L-glutamyl-[BtrI acyl-carrier protein]
-
?
6.2.1.39 ATP + L-glutamate + BtrI acyl-carrier protein
-
Niallia circulans NR3312 ADP + phosphate + L-glutamyl-[BtrI acyl-carrier protein]
-
?
6.2.1.39 additional information the reaction mechanism is proposed to involve the generation of an acylphosphate intermediate via hydrolysis of ATP to ADP. No activity with (2S)-4-amino-2-hydroxybutyrate, AHBA. No gamma-L-Glu-gamma-L-Glu-S-BtrI produced in the BtrJ assay Niallia circulans ?
-
?
6.2.1.39 additional information the reaction mechanism is proposed to involve the generation of an acylphosphate intermediate via hydrolysis of ATP to ADP. No activity with (2S)-4-amino-2-hydroxybutyrate, AHBA. No gamma-L-Glu-gamma-L-Glu-S-BtrI produced in the BtrJ assay Niallia circulans NR3312 ?
-
?

Subunits

EC Number Subunits Comment Organism
1.14.14.13 ? x * 38700, calculated, x * 40000, SDS-PAGE of recombinant His-tagged protein Niallia circulans
4.1.1.95 homodimer 2 * 47800, calculated from amino acid sequence Niallia circulans
4.1.1.95 homodimer 2 * 49846, LC-electrospray ionization mass spectrometry Niallia circulans
6.2.1.39 monomer 1 * 48600, about, SDS-PAGE, 1 * 50962, His6-tagged BtrJ, mass spectrometry, 1 * 50969, His6-tagged BtrJ, sequence calculation Niallia circulans
6.2.1.39 More purified BtrJ shows aggregation in solution, preventable by DTT Niallia circulans

Synonyms

EC Number Synonyms Comment Organism
1.14.14.13 btrO
-
Niallia circulans
4.1.1.95 btrK
-
Niallia circulans
6.2.1.39 BtrJ
-
Niallia circulans

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.14.13 FMN
-
Niallia circulans
1.14.14.13 additional information no cofactor: FAD Niallia circulans
4.1.1.95 pyridoxal 5'-phosphate dependent on Niallia circulans
6.2.1.39 ATP dependent on Niallia circulans

General Information

EC Number General Information Comment Organism
1.14.14.13 physiological function involved in biosynthesis of the aminoglycoside antibiotic butirosin Niallia circulans
6.2.1.39 evolution BtrJ belongs to the ATP-grasp superfamily Niallia circulans
6.2.1.39 metabolism butirosin biosynthetic cluster, proceeds via intermediates tethered to a specific acyl carrier protein and gamma-glutamylation of an ACP-derived gamma-aminobutyrate intermediate. The pathway involves the acyl carrier protein BtrI, an ATP-dependent ligase BtrJ, a pyridoxal phosphate-dependent decarboxylase BtrK, and a two-component flavin-dependent monooxygenase system BtrO and BtrV, overview Niallia circulans