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Divergent synthesis of sialylated glycan chains: Combined use of polymer support, resin capture-release, and chemoenzymatic strategies
被引:45
作者
:
Hanashima, S
论文数:
0
引用数:
0
h-index:
0
机构:
RIKEN, Inst Phys & Chem Res, Wako, Saitama 3510198, Japan
Hanashima, S
Manabe, S
论文数:
0
引用数:
0
h-index:
0
机构:
RIKEN, Inst Phys & Chem Res, Wako, Saitama 3510198, Japan
Manabe, S
Ito, Y
论文数:
0
引用数:
0
h-index:
0
机构:
RIKEN, Inst Phys & Chem Res, Wako, Saitama 3510198, Japan
Ito, Y
机构
:
[1]
RIKEN, Inst Phys & Chem Res, Wako, Saitama 3510198, Japan
[2]
CREST, JST, Kawaguchi, Saitama 3321102, Japan
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2005年
/ 44卷
/ 27期
关键词
:
carbohydrates;
glycoproteins;
glycosylation;
oligosaccharides;
sialic acids;
D O I
:
10.1002/anie.200500777
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
(Chemical Equation Presented) Carbo loading! The synthesis of α(2,3)- or α(2,6)-sialylated biantennary glycans is possible with a new approach. The common precursor 1 was synthesized with a soluble polymer support strategy (a) in combination with a resin capture-release protocol. Hexasaccharide 1 can then be diverged to various polysaccharides by enzymatic glycosylation (b). Bn = benzyl, TBS = tert-butyldimethylsilyl. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:4218 / 4224
页数:7
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KOBATA, A
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机构:
Department of Biochemistry, Institute of Medical Science, University of Tokyo, Tokyo 108, 4-6-1 Shirokanedai, Minato-ku
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h-index:
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[J].
TETRAHEDRON LETTERS,
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: 4313
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4316
[23]
The hexapeptide inhibitor of Galβ1,3GalNAc-specific α2,3-sialyltransferase as a generic inhibitor of sialyltransferases
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[25]
NEW GLYCOSIDATION REACTION .1. COMBINATIONAL USE OF CP2ZRCL2-AGCLO4 FOR ACTIVATION OF GLYCOSYL FLUORIDES AND APPLICATION TO HIGHLY BETA-SELECTIVE GLYCOSIDATION OF D-MYCINOSE
MATSUMOTO, T
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KEIO UNIV,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN
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[J].
TETRAHEDRON LETTERS,
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: 3567
-
3570
[26]
Chemoenzymatic synthesis of the branched oligosaccharides which correspond to the core structures of N-linked sugar chains
Matsuo, I
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Meiji Inst Hlth Sci, Meiji Milk Prod, Odawara 250, Japan
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NUKADA, T
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NUKADA, T
[J].
TETRAHEDRON LETTERS,
1986,
27
(47)
: 5739
-
5742
[29]
Solid-phase synthesis of N-alkylated naltrindoles using a 3-nitrobenzyl safety-catch linker
Ohno, H
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0
引用数:
0
h-index:
0
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Tokyo Inst Technol, Dept Appl Chem, Tokyo 1528552, Japan
Ohno, H
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h-index:
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Takahashi, T
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机构:
Tokyo Inst Technol, Dept Appl Chem, Tokyo 1528552, Japan
Tokyo Inst Technol, Dept Appl Chem, Tokyo 1528552, Japan
Takahashi, T
[J].
SYNLETT,
2004,
(03)
: 508
-
511
[30]
THE USE OF HYDROPHOBIC SYNTHETIC GLYCOSIDES AS ACCEPTORS IN GLYCOSYLTRANSFERASE ASSAYS
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h-index:
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PALCIC, MM
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HINDSGAUL, O
[J].
GLYCOCONJUGATE JOURNAL,
1988,
5
(01)
: 49
-
63
←
1
2
3
4
5
→
共 49 条
[21]
GLYCOBIOLOGY - AN EXPANDING RESEARCH AREA IN CARBOHYDRATE-CHEMISTRY
KOBATA, A
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Biochemistry, Institute of Medical Science, University of Tokyo, Tokyo 108, 4-6-1 Shirokanedai, Minato-ku
KOBATA, A
[J].
ACCOUNTS OF CHEMICAL RESEARCH,
1993,
26
(06)
: 319
-
324
[22]
IODONIUM PROMOTED REACTIONS OF DISARMED THIOGLYCOSIDES
KONRADSSON, P
论文数:
0
引用数:
0
h-index:
0
机构:
DUKE UNIV,PAUL M GROSS CHEM LAB,DEPT CHEM,DURHAM,NC 27706
DUKE UNIV,PAUL M GROSS CHEM LAB,DEPT CHEM,DURHAM,NC 27706
KONRADSSON, P
UDODONG, UE
论文数:
0
引用数:
0
h-index:
0
机构:
DUKE UNIV,PAUL M GROSS CHEM LAB,DEPT CHEM,DURHAM,NC 27706
DUKE UNIV,PAUL M GROSS CHEM LAB,DEPT CHEM,DURHAM,NC 27706
UDODONG, UE
FRASERREID, B
论文数:
0
引用数:
0
h-index:
0
机构:
DUKE UNIV,PAUL M GROSS CHEM LAB,DEPT CHEM,DURHAM,NC 27706
DUKE UNIV,PAUL M GROSS CHEM LAB,DEPT CHEM,DURHAM,NC 27706
FRASERREID, B
[J].
TETRAHEDRON LETTERS,
1990,
31
(30)
: 4313
-
4316
[23]
The hexapeptide inhibitor of Galβ1,3GalNAc-specific α2,3-sialyltransferase as a generic inhibitor of sialyltransferases
Lee, KY
论文数:
0
引用数:
0
h-index:
0
机构:
Korea Res Inst Biosci & Biotechnol, Cell Biol Div, Anim Cell & Med Glycobiol Lab, Taejon 305333, South Korea
Lee, KY
Kim, HG
论文数:
0
引用数:
0
h-index:
0
机构:
Korea Res Inst Biosci & Biotechnol, Cell Biol Div, Anim Cell & Med Glycobiol Lab, Taejon 305333, South Korea
Kim, HG
Hwang, MR
论文数:
0
引用数:
0
h-index:
0
机构:
Korea Res Inst Biosci & Biotechnol, Cell Biol Div, Anim Cell & Med Glycobiol Lab, Taejon 305333, South Korea
Hwang, MR
Il Chae, J
论文数:
0
引用数:
0
h-index:
0
机构:
Korea Res Inst Biosci & Biotechnol, Cell Biol Div, Anim Cell & Med Glycobiol Lab, Taejon 305333, South Korea
Il Chae, J
Yang, JM
论文数:
0
引用数:
0
h-index:
0
机构:
Korea Res Inst Biosci & Biotechnol, Cell Biol Div, Anim Cell & Med Glycobiol Lab, Taejon 305333, South Korea
Yang, JM
Lee, YC
论文数:
0
引用数:
0
h-index:
0
机构:
Korea Res Inst Biosci & Biotechnol, Cell Biol Div, Anim Cell & Med Glycobiol Lab, Taejon 305333, South Korea
Lee, YC
Choo, YK
论文数:
0
引用数:
0
h-index:
0
机构:
Korea Res Inst Biosci & Biotechnol, Cell Biol Div, Anim Cell & Med Glycobiol Lab, Taejon 305333, South Korea
Choo, YK
Lee, YI
论文数:
0
引用数:
0
h-index:
0
机构:
Korea Res Inst Biosci & Biotechnol, Cell Biol Div, Anim Cell & Med Glycobiol Lab, Taejon 305333, South Korea
Lee, YI
Lee, SS
论文数:
0
引用数:
0
h-index:
0
机构:
Korea Res Inst Biosci & Biotechnol, Cell Biol Div, Anim Cell & Med Glycobiol Lab, Taejon 305333, South Korea
Lee, SS
Do, SI
论文数:
0
引用数:
0
h-index:
0
机构:
Korea Res Inst Biosci & Biotechnol, Cell Biol Div, Anim Cell & Med Glycobiol Lab, Taejon 305333, South Korea
Do, SI
[J].
JOURNAL OF BIOLOGICAL CHEMISTRY,
2002,
277
(51)
: 49341
-
49351
[24]
Manabe S, 2000, SYNLETT, P1241
[25]
NEW GLYCOSIDATION REACTION .1. COMBINATIONAL USE OF CP2ZRCL2-AGCLO4 FOR ACTIVATION OF GLYCOSYL FLUORIDES AND APPLICATION TO HIGHLY BETA-SELECTIVE GLYCOSIDATION OF D-MYCINOSE
MATSUMOTO, T
论文数:
0
引用数:
0
h-index:
0
机构:
KEIO UNIV,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN
KEIO UNIV,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN
MATSUMOTO, T
MAETA, H
论文数:
0
引用数:
0
h-index:
0
机构:
KEIO UNIV,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN
KEIO UNIV,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN
MAETA, H
SUZUKI, K
论文数:
0
引用数:
0
h-index:
0
机构:
KEIO UNIV,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN
KEIO UNIV,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN
SUZUKI, K
TSUCHIHASHI, G
论文数:
0
引用数:
0
h-index:
0
机构:
KEIO UNIV,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN
KEIO UNIV,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN
TSUCHIHASHI, G
[J].
TETRAHEDRON LETTERS,
1988,
29
(29)
: 3567
-
3570
[26]
Chemoenzymatic synthesis of the branched oligosaccharides which correspond to the core structures of N-linked sugar chains
Matsuo, I
论文数:
0
引用数:
0
h-index:
0
机构:
Meiji Inst Hlth Sci, Meiji Milk Prod, Odawara 250, Japan
Matsuo, I
Isomura, M
论文数:
0
引用数:
0
h-index:
0
机构:
Meiji Inst Hlth Sci, Meiji Milk Prod, Odawara 250, Japan
Isomura, M
Miyazaki, T
论文数:
0
引用数:
0
h-index:
0
机构:
Meiji Inst Hlth Sci, Meiji Milk Prod, Odawara 250, Japan
Miyazaki, T
Sakakibara, T
论文数:
0
引用数:
0
h-index:
0
机构:
Meiji Inst Hlth Sci, Meiji Milk Prod, Odawara 250, Japan
Sakakibara, T
Ajisaka, K
论文数:
0
引用数:
0
h-index:
0
机构:
Meiji Inst Hlth Sci, Meiji Milk Prod, Odawara 250, Japan
Ajisaka, K
[J].
CARBOHYDRATE RESEARCH,
1997,
305
(3-4)
: 401
-
413
[27]
PRACTICAL SYNTHESIS OF OLIGOSACCHARIDES - PARTIAL SYNTHESIS OF AVERMECTIN-B1A
NICOLAOU, KC
论文数:
0
引用数:
0
h-index:
0
NICOLAOU, KC
DOLLE, RE
论文数:
0
引用数:
0
h-index:
0
DOLLE, RE
PAPAHATJIS, DP
论文数:
0
引用数:
0
h-index:
0
PAPAHATJIS, DP
RANDALL, JL
论文数:
0
引用数:
0
h-index:
0
RANDALL, JL
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1984,
106
(15)
: 4189
-
4192
[28]
SYNTHETIC STUDIES ON CELL-SURFACE GLYCANS .51. TOTAL SYNTHESIS OF A UNDECASACCHARIDE - A TYPICAL CARBOHYDRATE SEQUENCE FOR THE COMPLEX TYPE OF GLYCAN CHAINS OF A GLYCOPROTEIN
OGAWA, T
论文数:
0
引用数:
0
h-index:
0
OGAWA, T
SUGIMOTO, M
论文数:
0
引用数:
0
h-index:
0
SUGIMOTO, M
KITAJIMA, T
论文数:
0
引用数:
0
h-index:
0
KITAJIMA, T
SADOZAI, KK
论文数:
0
引用数:
0
h-index:
0
SADOZAI, KK
NUKADA, T
论文数:
0
引用数:
0
h-index:
0
NUKADA, T
[J].
TETRAHEDRON LETTERS,
1986,
27
(47)
: 5739
-
5742
[29]
Solid-phase synthesis of N-alkylated naltrindoles using a 3-nitrobenzyl safety-catch linker
Ohno, H
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Appl Chem, Tokyo 1528552, Japan
Ohno, H
论文数:
引用数:
h-index:
机构:
Tanaka, H
Takahashi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Appl Chem, Tokyo 1528552, Japan
Tokyo Inst Technol, Dept Appl Chem, Tokyo 1528552, Japan
Takahashi, T
[J].
SYNLETT,
2004,
(03)
: 508
-
511
[30]
THE USE OF HYDROPHOBIC SYNTHETIC GLYCOSIDES AS ACCEPTORS IN GLYCOSYLTRANSFERASE ASSAYS
PALCIC, MM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MIAMI,SCH MED,DEPT ANAT & CELL BIOL,MIAMI,FL 33101
PALCIC, MM
HEERZE, LD
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MIAMI,SCH MED,DEPT ANAT & CELL BIOL,MIAMI,FL 33101
HEERZE, LD
PIERCE, M
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MIAMI,SCH MED,DEPT ANAT & CELL BIOL,MIAMI,FL 33101
PIERCE, M
HINDSGAUL, O
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MIAMI,SCH MED,DEPT ANAT & CELL BIOL,MIAMI,FL 33101
HINDSGAUL, O
[J].
GLYCOCONJUGATE JOURNAL,
1988,
5
(01)
: 49
-
63
←
1
2
3
4
5
→