BRENDA - Enzyme Database

Modular enzymatic cascade synthesis of vitamin B5 and its derivatives

Abidin, M.; Saravanan, T.; Zhang, J.; Tepper, P.; Strauss, E.; Poelarends, G.; Chemistry 24, 17434-17438 (2018)

Data extracted from this reference:

Application
EC Number
Application
Commentary
Organism
4.3.1.2
synthesis
starting from simple non-chiral dicarboxylic acids (either fumaric acid or mesaconic acid), vitamin B5 and both diastereoisomers of alpha-methyl-substituted vitamin B5, which are valuable precursors for promising antimicrobials against Plasmodium falciparum and multidrug-resistant Staphylococcus aureus, can be generated in good yields (up to 70%) and excellent enantiopurity (>99% ee). Access to vitamin B5 ((R)-pantothenic acid) and both diastereoisomers of alpha-methyl-substituted vitamin B5 ((R)- and (S)-3-((R)-2,4-dihydroxy-3,3-dimethylbutanamido)-2-methylpropanoic acid) is achieved using a modular three-step biocatalytic cascade involving 3-methylaspartate ammonia lyase (MAL), aspartate-a-decarboxylase (ADC), beta-methylaspartate-alpha-decarboxylase (CrpG) or glutamate decarboxylase (GAD), and pantothenate synthetase (PS) enzymes
Clostridium tetanomorphum
Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
4.3.1.2
L-threo-3-methylaspartate
Clostridium tetanomorphum
the enzyme is part of a catabolic pathway for L-glutamate
mesaconate + NH3
-
-
?
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
4.3.1.2
Clostridium tetanomorphum
Q05514
-
-
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
4.3.1.2
L-threo-3-methylaspartate
-
747577
Clostridium tetanomorphum
mesaconate + NH3
-
-
-
r
4.3.1.2
L-threo-3-methylaspartate
the enzyme is part of a catabolic pathway for L-glutamate
747577
Clostridium tetanomorphum
mesaconate + NH3
-
-
-
?
4.3.1.2
mesaconate + NH3
-
747577
Clostridium tetanomorphum
L-threo-3-methylaspartate
-
-
-
r
Application (protein specific)
EC Number
Application
Commentary
Organism
4.3.1.2
synthesis
starting from simple non-chiral dicarboxylic acids (either fumaric acid or mesaconic acid), vitamin B5 and both diastereoisomers of alpha-methyl-substituted vitamin B5, which are valuable precursors for promising antimicrobials against Plasmodium falciparum and multidrug-resistant Staphylococcus aureus, can be generated in good yields (up to 70%) and excellent enantiopurity (>99% ee). Access to vitamin B5 ((R)-pantothenic acid) and both diastereoisomers of alpha-methyl-substituted vitamin B5 ((R)- and (S)-3-((R)-2,4-dihydroxy-3,3-dimethylbutanamido)-2-methylpropanoic acid) is achieved using a modular three-step biocatalytic cascade involving 3-methylaspartate ammonia lyase (MAL), aspartate-a-decarboxylase (ADC), beta-methylaspartate-alpha-decarboxylase (CrpG) or glutamate decarboxylase (GAD), and pantothenate synthetase (PS) enzymes
Clostridium tetanomorphum
Natural Substrates/ Products (Substrates) (protein specific)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
4.3.1.2
L-threo-3-methylaspartate
Clostridium tetanomorphum
the enzyme is part of a catabolic pathway for L-glutamate
mesaconate + NH3
-
-
?
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
4.3.1.2
L-threo-3-methylaspartate
-
747577
Clostridium tetanomorphum
mesaconate + NH3
-
-
-
r
4.3.1.2
L-threo-3-methylaspartate
the enzyme is part of a catabolic pathway for L-glutamate
747577
Clostridium tetanomorphum
mesaconate + NH3
-
-
-
?
4.3.1.2
mesaconate + NH3
-
747577
Clostridium tetanomorphum
L-threo-3-methylaspartate
-
-
-
r
General Information
EC Number
General Information
Commentary
Organism
4.3.1.2
metabolism
the enzyme is part of a catabolic pathway for L-glutamate
Clostridium tetanomorphum
General Information (protein specific)
EC Number
General Information
Commentary
Organism
4.3.1.2
metabolism
the enzyme is part of a catabolic pathway for L-glutamate
Clostridium tetanomorphum