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Literature summary for 3.5.2.B2 extracted from

  • Gao, S.; Zhu, S.; Huang, R.; Lu, Y.; Zheng, G.
    Efficient synthesis of the intermediate of abacavir and carbovir using a novel (+)-gamma-lactamase as a catalyst (2015), Bioorg. Med. Chem. Lett., 25, 3878-3881.
    View publication on PubMed

Application

Application Comment Organism
synthesis the enantiomers of substrate 2-azabicyclo[2.2.1]hept-5-en-3-one (gamma-lactam) are key chiral synthons in the synthesis of antiviral drugs such as carbovir and abacavir Bradyrhizobium japonicum

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Bradyrhizobium japonicum

Crystallization (Commentary)

Crystallization (Comment) Organism
homology modeling and molecular docking. The active site is located in the middle of the core structure, the catalytic triad is constituted by residues S171, S195, C145 Bradyrhizobium japonicum

Protein Variants

Protein Variants Comment Organism
C145A mutation in catalytic triad, complete loss of activity Bradyrhizobium japonicum
S171A mutation in catalytic triad, complete loss of activity Bradyrhizobium japonicum
S195A mutation in catalytic triad, complete loss of activity Bradyrhizobium japonicum

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
49000
-
1 * 49000, calculated Bradyrhizobium japonicum
50000
-
PAGE Bradyrhizobium japonicum

Organism

Organism UniProt Comment Textmining
Bradyrhizobium japonicum
-
-
-
Bradyrhizobium japonicum USDA 6
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(1S,4R)-2-azabicyclo[2.2.1]hept-5-en-3-one + H2O enantiospecific cleavage of (1S,4R)-isomer Bradyrhizobium japonicum (1R,4S)-4-aminocyclopent-2-ene-1-carbaldehyde 99.8% enantiomeric excess ?
(1S,4R)-2-azabicyclo[2.2.1]hept-5-en-3-one + H2O enantiospecific cleavage of (1S,4R)-isomer Bradyrhizobium japonicum USDA 6 (1R,4S)-4-aminocyclopent-2-ene-1-carbaldehyde 99.8% enantiomeric excess ?

Subunits

Subunits Comment Organism
monomer 1 * 49000, calculated Bradyrhizobium japonicum

Synonyms

Synonyms Comment Organism
BJ6T_02120
-
Bradyrhizobium japonicum

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
45
-
-
Bradyrhizobium japonicum

Temperature Range [°C]

Temperature Minimum [°C] Temperature Maximum [°C] Comment Organism
40
-
rapid loss of activity above Bradyrhizobium japonicum

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
8
-
-
Bradyrhizobium japonicum

pH Stability

pH Stability pH Stability Maximum Comment Organism
5 10 stable within Bradyrhizobium japonicum