Modular Enzymatic Cascade Synthesis of Vitamin B5 and Its Derivatives.
Chemistry
; 24(66): 17434-17438, 2018 Nov 27.
Article
en En
| MEDLINE
| ID: mdl-30192043
ABSTRACT
Access to vitamin B5 [(R)-pantothenic acid] and both diastereoisomers of α-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-α-decarboxylase (ADC), ß-methylaspartate-α-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 α-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 %â
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 ß-alanine moiety.
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Texto completo:
1
Base de datos:
MEDLINE
Asunto principal:
Ácido Pantoténico
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Péptido Sintasas
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Glutamato Descarboxilasa
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Amoníaco-Liasas
Idioma:
En
Revista:
Chemistry
Asunto de la revista:
QUIMICA
Año:
2018
Tipo del documento:
Article