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Chemoenzymatic synthesis of Gal(β1-3)Gal(β1-4)Xyl(β)-l-Ser and Gal(β1-3)Gal(β1-4)Xyl(β)-MU by the use of β-d-galactosidase

✍ Scribed by Koichi Fukase; Takashi Yasukochi; Yasuo Suda; Masao Yoshida; Shoichi Kusumoto

Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
298 KB
Volume
37
Category
Article
ISSN
0040-4039

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✦ Synopsis

The title trisaccharide-serine conjugate 1 constituting the linkage region between glycoaminoglycaa and I~otein in proteoglycan, was synthesized via a Ixisacchm~k p-nitrophenyl (PNP) glycoside prepared by stepwise enzymatic transglycosidation to XyI-PNP with a ~-D-galactosidase. In the second tnmsglycosidafion step. ~ wotecfion of the disaccharide intermediate, GaI-Xyl-PNP, furnished selective galactosylatios at the T-position. Cleavage of the PNP group after peracetylation, chemical coupling with serin¢ and final ~rotection afforded 1. Fluorescence labeled trisw.clmride, ,Cml~I-3)OaI(~I.-4)XyI~)-MU (MU: 4-methylumbelliferyl) (2) was also synthesized in a similar way.

📜 SIMILAR VOLUMES

ChemInform Abstract: Chemoenzymatic Synt
ChemInform Abstract: Chemoenzymatic Synthesis of a Trisaccharide—Serine Conjugate, Gal(β1-3)Gal(β1-4)Xyl(β1-O)—L-Ser, Use of Galactosyl Fluoride as a Donor for Transglycosylation.
✍ Koichi Fukase; Takashi Yasukochi; Shoichi Kusumoto 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB 👁 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

Chemoenzymatic synthesis of Galα1-3Gal,
Chemoenzymatic synthesis of Galα1-3Gal, Galα1-3Galβ1-4GlcNAc and their PEG-conjugates.
✍ Ichiro Matsuo; Hiroshi Fujimoto; Megumi Isomura; Katsumi Ajisaka 📂 Article 📅 1997 🏛 Elsevier Science 🌐 English ⚖ 196 KB

Galc~l-3Gal-pNP was prepared enzymatically from Gal-pNP using et-galactosidase from coffee beans. PEG was attached after the reduction of nitro group into amino group to give Galal-3GaI-PEG conjugate. After removing the pNP group in Galctl.-3Gal-pNP, the obtained disaccharide was used for the synthe