Introducing an inâ
situ capping strategy in systems biocatalysis to access 6-aminohexanoic acid.
Angew Chem Int Ed Engl
; 53(51): 14153-7, 2014 Dec 15.
Article
de En
| MEDLINE
| ID: mdl-25366462
ABSTRACT
The combination of two cofactor self-sufficient biocatalytic cascade modules allowed the successful transformation of cyclohexanol into the nylon-6 monomer 6-aminohexanoic acid at the expense of only oxygen and ammonia. A hitherto unprecedented carboxylic acid capping strategy was introduced to minimize the formation of the dead-end intermediate 6-hydroxyhexanoic acid. For this purpose, the precursor ε-caprolactone was converted in aqueous medium in the presence of methanol into the corresponding methyl ester instead of the acid. Hence, it was shown for the first time that esterases--specifically horse liver esterase--can perform the selective ring-opening of ε-caprolactone with a clear preference for methanol over water as the nucleophile.
Mots clés
Texte intégral:
1
Collection:
01-internacional
Base de données:
MEDLINE
Sujet principal:
Cyclohexanols
/
Esterases
/
Acide 6-amino-caproïque
Limites:
Animals
Langue:
En
Journal:
Angew Chem Int Ed Engl
Année:
2014
Type de document:
Article