Synthesis of Galβ1-3GlcNAc and Galβ1-3GlcNAcβ-SEt by an enzymatic method comprising the sequential use of β-galactosidases from bovine testes and Escherichia coli
(1989) In Glycoconjugate Journal 6. p.161-168- Abstract
- Galβ1-3GlcNAc (1) and Galβ1-3GlcNAcβ-SEt (2) were synthesized on a 100 mg scale by the transgalactosylation reaction of bovine testes β-galactosidase with lactose as donor andN-acetylglucosamine and GlcNAcβ-SEt as acceptors. In both cases the product mixtures contained unwanted isomers and were treated with β-galactosidase from Escherichia coli which has a different specificity, under conditions favouring hydrolysis, yielding besides the desired products, monosaccharides and traces of trisaccharides. The products were purified to >95% by gel filtration, with a final yield of 12% of 1 and 17% of 2, based on added acceptor. In a separate experiment Galβ1-6GlcNAcβ-SEt (3) was synthesized by the transglycosylation reaction using... (More)
- Galβ1-3GlcNAc (1) and Galβ1-3GlcNAcβ-SEt (2) were synthesized on a 100 mg scale by the transgalactosylation reaction of bovine testes β-galactosidase with lactose as donor andN-acetylglucosamine and GlcNAcβ-SEt as acceptors. In both cases the product mixtures contained unwanted isomers and were treated with β-galactosidase from Escherichia coli which has a different specificity, under conditions favouring hydrolysis, yielding besides the desired products, monosaccharides and traces of trisaccharides. The products were purified to >95% by gel filtration, with a final yield of 12% of 1 and 17% of 2, based on added acceptor. In a separate experiment Galβ1-6GlcNAcβ-SEt (3) was synthesized by the transglycosylation reaction using β-galactosidase from Escherichia coli. No other isomers were detected. Compound 3 was purified by HPLC. (Less)
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https://lup.lub.lu.se/record/b21a0adb-ef14-4630-9eaa-bfe3f1e6a974
- author
- Hedbys, Lars ; Johansson, Elisabet ; Mosbach, Klaus LU ; Larsson, Per-Olof LU ; Gunnarsson, Alf ; Svensson, Sigfrid and Lönn, Hans
- organization
- publishing date
- 1989
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Glycoconjugate Journal
- volume
- 6
- pages
- 8 pages
- publisher
- Springer
- ISSN
- 1573-4986
- DOI
- 10.1007/BF01050645
- language
- English
- LU publication?
- yes
- id
- b21a0adb-ef14-4630-9eaa-bfe3f1e6a974
- date added to LUP
- 2024-06-17 15:07:26
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- 2024-09-02 15:20:50
@article{b21a0adb-ef14-4630-9eaa-bfe3f1e6a974, abstract = {{Galβ1-3GlcNAc (1) and Galβ1-3GlcNAcβ-SEt (2) were synthesized on a 100 mg scale by the transgalactosylation reaction of bovine testes β-galactosidase with lactose as donor andN-acetylglucosamine and GlcNAcβ-SEt as acceptors. In both cases the product mixtures contained unwanted isomers and were treated with β-galactosidase from Escherichia coli which has a different specificity, under conditions favouring hydrolysis, yielding besides the desired products, monosaccharides and traces of trisaccharides. The products were purified to >95% by gel filtration, with a final yield of 12% of 1 and 17% of 2, based on added acceptor. In a separate experiment Galβ1-6GlcNAcβ-SEt (3) was synthesized by the transglycosylation reaction using β-galactosidase from Escherichia coli. No other isomers were detected. Compound 3 was purified by HPLC.}}, author = {{Hedbys, Lars and Johansson, Elisabet and Mosbach, Klaus and Larsson, Per-Olof and Gunnarsson, Alf and Svensson, Sigfrid and Lönn, Hans}}, issn = {{1573-4986}}, language = {{eng}}, pages = {{161--168}}, publisher = {{Springer}}, series = {{Glycoconjugate Journal}}, title = {{Synthesis of Galβ1-3GlcNAc and Galβ1-3GlcNAcβ-SEt by an enzymatic method comprising the sequential use of β-galactosidases from bovine testes and <i>Escherichia coli</i>}}, url = {{http://dx.doi.org/10.1007/BF01050645}}, doi = {{10.1007/BF01050645}}, volume = {{6}}, year = {{1989}}, }