Synthesis of Gal beta 1-4GlcNAc beta- and Gal beta 1-3GalNAc alpha-O-L-serine derivatives employing glycosidases

被引：10
作者：
Nilsson, KGI
机构：
[1] Glycorex A.B., S-223 70 Lund
来源：
BIOTECHNOLOGY LETTERS | 1996年 / 18卷 / 07期
关键词：
D O I：
10.1007/BF00127890
中图分类号：
Q81 [生物工程学（生物技术）]; Q93 [微生物学];
学科分类号：
071005 ; 0836 ; 090102 ; 100705 ;
摘要：
A new approach for the highly specific preparation of L-serine conjugates of lactosamine and Ga1 beta 1-3GalNAc is described. Thus, the L serine derivative of lactosamine Ga1 beta 1-4GlcNAc beta-O-(N-Z)-Ser-OEt, was obtained from lactose, employing GlcNAc beta-O-(N-Z)-Ser-OEt as acceptor and a yeast beta-galactosidase as catalyst. Ga1 beta 1-3GalNAc alpha-O-(N-Alloc)-Ser-OMe was obtained from lactose, employing GalNAc alpha-O-(N-Alloc)-Ser-OMe as acceptor and beta-galactosidase from bovine testes as catalyst.
引用
收藏
页码：791 / 794
页数：4
相关论文
共 50 条
[21]   A NOVEL BETA-N-ACETYLGLUCOSAMINIDASE ACTIVITY IN HOG GASTRIC-MUCOSAL MICROSOMES - PREFERENTIAL HYDROLYSIS OF TERMINAL GLCNAC-BETA-1-3 LINKAGES IN GLCNAC-BETA-1-3(GLCNAC-BETA-1-6)GAL-BETA-1-4GLCNAC, BUT GLCNAC-BETA-1-6 LINKAGES IN GLCNAC-BETA-1-3(GLCNAC-BETA-1-6)GAL [J].
HELIN, J ;
SEPPO, A ;
LEPPANEN, A ;
PENTTILA, L ;
MAAHEIMO, H ;
NIEMELA, R ;
LAURI, S ;
RENKONEN, O .
FEBS LETTERS, 1993, 335 (02) :280-284
[22]   ENZYME-AIDED CONSTRUCTION OF MEDIUM-SIZED ALDITOLS OF COMPLETE O-LINKED SACCHARIDES - THE CONSTRUCTED HEXASACCHARIDE ALDITOL GAL-BETA-1-4GLCNAC-BETA-1-6GAL-BETA-1-4GLCNAC-BETA-1-6(GAL-BETA-1-3)GALNAC-OL RESISTS THE ACTION OF ENDO-BETA-GALACTOSIDASE FROM BACTEROIDES-FRAGILIS [J].
MAAHEIMO, H ;
PENTTILA, L ;
RENKONEN, O .
FEBS LETTERS, 1994, 349 (01) :55-59
[23]   WHEAT-GERM-AGGLUTININ CHROMATOGRAPHY OF GLCNAC-BETA-1-3(GLCNAC-BETA-1-6)GAL AND GLCNAC-BETA-1-3(GLCNAC-BETA-1-6)GAL-BETA-1-4GLCNAC, OBTAINED BY INVITRO SYNTHESIS AND BY PARTIAL CLEAVAGE OF TERATOCARCINOMA POLY-N-ACETYLLACTOSAMINOGLYCANS [J].
SEPPO, A ;
PENTTILA, L ;
MAKKONEN, A ;
LEPPANEN, A ;
NIEMELA, R ;
JANTTI, J ;
HELIN, J ;
RENKONEN, O .
BIOCHEMISTRY AND CELL BIOLOGY-BIOCHIMIE ET BIOLOGIE CELLULAIRE, 1990, 68 (01) :44-53
[24]   Inactivation of lysozyme by 2',3'-epoxypropyl-beta-glycoside derivatives of Gal-beta-(1->4)-GlcNAc and Man-beta-(1->4)-GlcNAc [J].
Muraki, M ;
Sugita, N ;
Sato, K ;
Harata, K .
PROTEIN ENGINEERING, 1996, 9 (09) :28-28
[25]   H-1 and C-13 NMR analysis of the pentasaccharide Gal beta(1->4)GlcNAc beta(1->3)-[GlcNAc beta(1->6)]Gal beta(1->4)GlcNAc synthesized by the mid-chain beta-(1->6)-D-N-acetylglucosaminyltransferase of rat serum [J].
Maaheimo, H ;
Rabina, J ;
Renkonen, O .
CARBOHYDRATE RESEARCH, 1997, 297 (02) :145-151
[26]   SYNTHESIS OF O-BETA-D-GALACTOPYRANOSYL-(1-3)-O-BETA-D-GALACTOPYRANOSYL-(1-4)-O-BETA-D-XYLOPYRANOSYL-(1-3)-L-SERINE (GAL-GAL-XYL-SER) [J].
EKBORG, G ;
CURENTON, T ;
KRISHNA, NR ;
RODEN, L .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1990, 9 (01) :15-37
[27]   CONSTRUCTION OF LINEAR GLCNAC-BETA-1-6GAL-BETA-1-OR TYPE OLIGOSACCHARIDES BY PARTIAL CLEAVAGE OF GLCNAC-BETA-1-3(GLCNAC-BETA-1-6)GAL-BETA-1-OR SEQUENCES WITH JACK BEAN BETA-N-ACETYLHEXOSAMINIDASE [J].
RENKONEN, O ;
NIEMELA, R ;
LEPPANEN, A ;
MAAHEIMO, H ;
SEPPO, A ;
PENTTILA, L ;
VILKMAN, A .
GLYCOCONJUGATE JOURNAL, 1991, 8 (04) :368-375
[28]   SYNTHESIS OF GAL-BETA-1-3GLCNAC AND GAL-BETA-1-3GLCNAC-BETA-SET BY AN ENZYMATIC METHOD COMPRISING THE SEQUENTIAL USE OF BETA-GALACTOSIDASES FROM BOVINE TESTES AND ESCHERICHIA-COLI [J].
HEDBYS, L ;
JOHANSSON, E ;
MOSBACH, K ;
LARSSON, PO ;
GUNNARSSON, A ;
SVENSSON, S ;
LONN, H .
GLYCOCONJUGATE JOURNAL, 1989, 6 (02) :161-168
[29]   ANTIGENIC STUDIES ON AN ENZYMATICALLY SIALYLATED CARBOHYDRATE - NEUAC(ALPHA-2-3)GAL(BETA-1-3)[GLCNAC(BETA-6)]GALNAC [J].
HANDLEY, DJ ;
MATTA, KL ;
PIVER, MS ;
DIAKUN, KR .
IMMUNOLOGICAL INVESTIGATIONS, 1991, 20 (01) :21-32
[30]   Defining the carbohydrate specificity of a lectin prepared from Codium fragile subspecies tomentosoides (green marine algae) as GalNAc1->3GalNAc beta 1->3Gal alpha 1->4Gal beta 1->4Glc(Fp)>Gal beta 1->3GalNAc alpha 1->(T alpha)>GalNAca1->3(LFuca1->2)Gal(A(h))>GalNAc alpha l->Ser/Thr(Tn) [J].
Wu, AM .
GLYCOBIOLOGY, 1996, 6 (07) :403-403
12345