Unknown

Dataset Information

0

Modular Enzymatic Cascade Synthesis of Vitamin B5 and Its Derivatives.

ABSTRACT: Access to vitamin B5 [(R)-pantothenic acid] and both diastereoisomers of ?-methyl-substituted vitamin B5 [(R)- and (S)-3-((R)-2,4-dihydroxy-3,3-dimethylbutanamido)-2-methylpropanoic acid] was achieved using a modular three-step biocatalytic cascade involving 3-methylaspartate ammonia lyase (MAL), aspartate-?-decarboxylase (ADC), ?-methylaspartate-?-decarboxylase (CrpG) or glutamate decarboxylase (GAD), and pantothenate synthetase (PS) enzymes. Starting from simple non-chiral dicarboxylic acids (either fumaric acid or mesaconic acid), vitamin B5 and both diastereoisomers of ?-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). This newly developed cascade process may be tailored and used for the biocatalytic production of various vitamin B5 derivatives by modifying the pantoyl or ?-alanine moiety.

SUBMITTER: Abidin MZ 

PROVIDER: S-EPMC6471175 | biostudies-literature | 2018 Nov

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Modular Enzymatic Cascade Synthesis of Vitamin B<sub>5</sub> and Its Derivatives.

Abidin Mohammad Z MZ   Saravanan Thangavelu T   Zhang Jielin J   Tepper Pieter G PG   Strauss Erick E   Poelarends Gerrit J GJ  

Chemistry (Weinheim an der Bergstrasse, Germany) 20181030 66

Access to vitamin B<sub>5</sub> [(R)-pantothenic acid] and both diastereoisomers of α-methyl-substituted vitamin B<sub>5</sub> [(R)- and (S)-3-((R)-2,4-dihydroxy-3,3-dimethylbutanamido)-2-methylpropanoic acid] was achieved using a modular three-step biocatalytic cascade involving 3-methylaspartate ammonia lyase (MAL), aspartate-α-decarboxylase (ADC), β-methylaspartate-α-decarboxylase (CrpG) or glutamate decarboxylase (GAD), and pantothenate synthetase (PS) enzymes. Starting from simple non-chira  ...[more]

Similar Datasets

Unknown Modular Enzymatic Cascade Synthesis of Nucleotides Using a (d)ATP Regeneration System.
| S-EPMC7438870 | biostudies-literature
Unknown Modular synthesis of thiazoline and thiazole derivatives by using a cascade protocol.
| S-EPMC5695723 | biostudies-literature
Unknown Chemo-Enzymatic Synthesis of Oligoglycerol Derivatives.
| S-EPMC6273276 | biostudies-literature
Unknown Modular Synthesis of Polycyclic Alkaloid Scaffolds via an Enantioselective Dearomative Cascade.
| S-EPMC7145359 | biostudies-literature
Unknown Asymmetric azidohydroxylation of styrene derivatives mediated by a biomimetic styrene monooxygenase enzymatic cascade.
| S-EPMC8328376 | biostudies-literature
Unknown Synthesis, bioactivity, and enzymatic modification of antibacterial thiotetromycin derivatives.
| S-EPMC6437001 | biostudies-literature
Unknown Modular Three-Component Synthesis of 4-Aminoquinolines via an Imidoylative Sonogashira/Cyclization Cascade.
| S-EPMC5778392 | biostudies-literature
Unknown A thermophilic cell-free cascade enzymatic reaction for acetoin synthesis from pyruvate.
| S-EPMC5489476 | biostudies-literature
Unknown Efficient enzymatic synthesis of guanosine 5'-diphosphate-sugars and derivatives.
| S-EPMC3915774 | biostudies-literature
Unknown Cascade Metathesis Reactions for the Synthesis of Taxane and Isotaxane Derivatives.
| S-EPMC4982030 | biostudies-literature