http://www.cnr.it/ontology/cnr/individuo/prodotto/ID17190
Generation of an alpha-rhamnosidase library and its application for the selective derhamnosylation of natural products (Articolo in rivista)
- Type
- Label
- Generation of an alpha-rhamnosidase library and its application for the selective derhamnosylation of natural products (Articolo in rivista) (literal)
- Anno
- 2004-01-01T00:00:00+01:00 (literal)
- Alternative label
Monti D., Pisvejcova A., Kren V., Lama M., Riva S. (2004)
Generation of an alpha-rhamnosidase library and its application for the selective derhamnosylation of natural products
in Biotechnology and bioengineering (Print)
(literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
- Monti D., Pisvejcova A., Kren V., Lama M., Riva S. (literal)
- Pagina inizio
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- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
- Rivista
- Note
- ISI Web of Science (WOS) (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
- Istituto di Chimica del Riconoscimento Molecolare, C.N.R., Via Mario Bianco 9, 20131 Milan, Italy. Institute of Microbiology, Laboratory of Biotransformation, Academy of Sciences of the Czech Republic, Videnska 1083, CZ 142 20 Praha 4, Czech Republic (literal)
- Titolo
- Generation of an alpha-rhamnosidase library and its application for the selective derhamnosylation of natural products (literal)
- Abstract
- A screening of 16 different fungal strains was
performed under different cultivation conditions, using
L-rhamnose or L-rhamnose-containing flavonoid glycosides
(rutin, hesperidin, and naringin) as specific inducers. No
significant constitutive production of a-L-rhamnosidases
was detected in noninduced cultures, while high levels of
these glycosidase activities were obtained using different
inducers. New species, so far unknown for the production
of a-L-rhamnosidases, were identified.
More than 30 different a-L-rhamnosidase samples were
prepared by ammonium sulfate precipitation. Substrate
specificity of this a-L-rhamnosidase library was tested with
various L-rhamnose-containing natural compounds (flavo-
noids, terpenoids, and saponins). Most of the enzymatic
preparations showed broad substrate specificity, and
some of them were also acting on sterically hindered
substrates (e.g., quercitrin). The screening of the library
under different reaction conditions showed the coexis-
tence, in the same preparation, of more than one a-L-
rhamnosidase activities with different substrate specificity
and different stability towards organic cosolvents.
To exploit this enzymatic library for synthetic applica-
tions, the presence of contaminating a-L-arabinosidases
and h-D-glucosidases was investigated. The latter en-
zymes were observed in several preparations, while a-L-
arabinosidase content was generally quite low.
The selective derhamnosylation of the saponin desglu-
coruscin was performed on a preparative scale. The
enzyme obtained by rhamnose induction of the Aspergillus
niger K2 CCIM strain showed high activity towards this
substrate and negligible a-L-arabinosidase contamination.
Therefore, it was chosen as a catalyst for the selective
derhamnosylation reaction, which provided the desired
product in 70% yield. (literal)
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