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Enzymatic synthesis of 4-methylumbelliferyl (1-->3)-beta-D-glucooligosaccharides-new substrates for beta-1,3-1,4-D-glucanase.
Borriss, Rainer; Krah, Martin; Brumer, Harry; Kerzhner, Maxim A; Ivanen, Dina R; Eneyskaya, Elena V; Elyakova, Lyudmila A; Shishlyannikov, Sergei M; Shabalin, Konstantin A; Neustroev, Kirill N.
Afiliación
  • Borriss R; AG Bakteriengenetik, Institut fur Biologie, Humboldt Universität Berlin Chausseestrasse 117, D-10115 Berlin, Germany.
Carbohydr Res ; 338(14): 1455-67, 2003 Jul 04.
Article en En | MEDLINE | ID: mdl-12829391
The transglycosylation reactions catalyzed by beta-1,3-D-glucanases (laminaranases) were used to synthesize a number of 4-methylumbelliferyl (MeUmb) (1-->3)-beta-D-gluco-oligosaccharides having the common structure [beta-D-Glcp-(1-->3)](n)-beta-D-Glcp-MeUmb, where n=1-5. The beta-1,3-D-glucanases used were purified from the culture liquid of Oerskovia sp. and from a homogenate of the marine mollusc Spisula sachalinensis. Laminaran and curdlan were used as (1-->3)-beta-D-glucan donor substrates, while MeUmb-beta-D-glucoside (MeUmbGlcp) was employed as a transglycosylation acceptor. Modification of [beta-D-Glcp-(1-->3)](2)-beta-D-Glcp-MeUmb (MeUmbG(3)) gives 4,6-O-benzylidene-D-glucopyranosyl or 4,6-O-ethylidene-D-glucopyranosyl groups at the non-reducing end of artificial oligosaccharides. The structures of all oligosaccharides obtained were solved by 1H and 13C NMR spectroscopy and electrospray tandem mass spectrometry. The synthetic oligosaccharides were shown to be substrates for a beta-1,3-1,4-D-glucanase from Rhodothermus marinus, which releases MeUmb from beta-di- and beta-triglucosides and from acetal-protected beta-triglucosides. When acting upon substrates with d.p.>3, the enzyme exhibits an endolytic activity, primarily cleaving off MeUmbGlcp and MeUmbG(2).
Asunto(s)
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Oligosacáridos / Glucano 1,3-beta-Glucosidasa / Glucano Endo-1,3-beta-D-Glucosidasa / Glicósido Hidrolasas Límite: Animals Idioma: En Revista: Carbohydr Res Año: 2003 Tipo del documento: Article País de afiliación: Alemania Pais de publicación: Países Bajos
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Oligosacáridos / Glucano 1,3-beta-Glucosidasa / Glucano Endo-1,3-beta-D-Glucosidasa / Glicósido Hidrolasas Límite: Animals Idioma: En Revista: Carbohydr Res Año: 2003 Tipo del documento: Article País de afiliación: Alemania Pais de publicación: Países Bajos