Abstract
L-Cysteinate-intercalated CaAl-layered double hydroxide (LDH) was prepared by the co-precipitation method producing highly crystalline hydrocalumite phase with a well-pillared interlayer gallery. The obtained materials were characterized by X-ray diffractometry, IR as well as Raman spectroscopies. By performing interlamellar oxidation reactions with peracetic acid as oxidant, oxidation of cysteinate to cystinate in aqueous and cysteinate sulfenic acid in acetonic suspensions occurred. The oxidations could be performed under mild conditions, at room temperature, under neutral pH and in air. It has been shown that the transformation pathways are due to the presence of the layered structure, that is, the confined space of the LDH behaved as molecular reactor.
Highlights
After preparing CaAl-layered double hydroxide (LDH) in the well-known co-precipitation synthesis route, through combining previously published intercalation methods [21,22,23], cysteinate anions were immobilized in the interlayer gallery of hydrocalumite (CaAl-LDH)
The success of this operation was verified by X-ray diffraction (XRD) measurements (Figure 1A) and the incorporated amount was 8 × 10−5 mol. Both the as-prepared and intercalated structures exhibited diffraction patterns corresponding to lamellar monoclinic structure in P21 space group being analogous to that of a nitrate-containing CaAl-LDH
The as-prepared LDH and the intercalated composite were studied by IR as well as
Summary
Sulfur-containing organic compounds—especially cysteine and its derivatives—as bioactive ingredients or functional bioconjugates have been widely applied in chemoenzymatic syntheses as well as composing biomedicines for many years [1,2,3]. Numerous previous studies demonstrated considerable improvement in the biocatalytic activity of living and artificial enzymes containing thiol- and/or disulfide-containing redox moieties [4,5,6]. Biomimetic compounds modelled after natural enzymes including cystine side chains proved to be efficient biosensors and serodiagnostic test molecules as well as catalysts in fermentation applications [7,8,9,10,11]. The oxo acid forms of cysteine play significant roles as medicines or nucleophilic partners in enantioselective reactions from, for instance, nitrile synthesis to the treatment of plantar hyperkeratosis or acne [12,13,14,15]
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