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An efficient synthesis of CMP-3-fluoroneuraminic acid
被引:52
作者
:
Burkart, MD
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
Burkart, MD
Vincent, SP
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
Vincent, SP
Wong, CH
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
Wong, CH
机构
:
[1]
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[2]
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
来源
:
CHEMICAL COMMUNICATIONS
|
1999年
/ 16期
关键词
:
D O I
:
10.1039/a903362i
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
CMP-3-fluoroneuraminic acid, a useful mechanistic probe for sialyltransferases, has been efficiently synthesized using recent fluorination and phosphorylation techniques from a sialic acid glycal.
引用
收藏
页码:1525 / 1526
页数:2
相关论文
共 25 条
[1]
DIRECT PREPARATION OF 2-DEOXY-D-GLUCOPYRANOSIDES FROM GLUCALS WITHOUT FERRIER REARRANGEMENT
BOLITT, V
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LOUIS PASTEUR, FAC PHARM,CHIM BIOORGAN LAB,CNRS,UA 31, 74 ROUTE RHIN, F-67400 STRASBOURG, FRANCE
BOLITT, V
MIOSKOWSKI, C
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LOUIS PASTEUR, FAC PHARM,CHIM BIOORGAN LAB,CNRS,UA 31, 74 ROUTE RHIN, F-67400 STRASBOURG, FRANCE
MIOSKOWSKI, C
LEE, SG
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LOUIS PASTEUR, FAC PHARM,CHIM BIOORGAN LAB,CNRS,UA 31, 74 ROUTE RHIN, F-67400 STRASBOURG, FRANCE
LEE, SG
FALCK, JR
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LOUIS PASTEUR, FAC PHARM,CHIM BIOORGAN LAB,CNRS,UA 31, 74 ROUTE RHIN, F-67400 STRASBOURG, FRANCE
FALCK, JR
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1990,
55
(23)
: 5812
-
5813
[2]
A new method for the synthesis of fluoro-carbohydrates and glycosides using selectfluor
Burkart, MD
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Burkart, MD
Zhang, ZY
论文数:
0
引用数:
0
h-index:
0
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Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Zhang, ZY
Hung, SC
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Hung, SC
Wong, CH
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Wong, CH
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1997,
119
(49)
: 11743
-
11746
[3]
Enzyme-catalyzed synthesis of oligosaccharides that contain functionalized sialic acids
Chappell, MD
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV COLORADO,DEPT CHEM & BIOCHEM,BOULDER,CO 80309
UNIV COLORADO,DEPT CHEM & BIOCHEM,BOULDER,CO 80309
Chappell, MD
Halcomb, RL
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV COLORADO,DEPT CHEM & BIOCHEM,BOULDER,CO 80309
UNIV COLORADO,DEPT CHEM & BIOCHEM,BOULDER,CO 80309
Halcomb, RL
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1997,
119
(14)
: 3393
-
3394
[4]
DABROWSKI U, 1979, TETRAHEDRON LETT, V48, P4637
[5]
INHIBITION OF BACTERIAL AND VIRAL SIALIDASES BY 3-FLUORO-N-ACETYLNEURAMINIC ACID
HAGIWARA, T
论文数:
0
引用数:
0
h-index:
0
机构:
MECT CORP,TOKYO RES INST,TOKOROZAWA,SAITAMA 359,JAPAN
HAGIWARA, T
KIJIMASUDA, I
论文数:
0
引用数:
0
h-index:
0
机构:
MECT CORP,TOKYO RES INST,TOKOROZAWA,SAITAMA 359,JAPAN
KIJIMASUDA, I
IDO, T
论文数:
0
引用数:
0
h-index:
0
机构:
MECT CORP,TOKYO RES INST,TOKOROZAWA,SAITAMA 359,JAPAN
IDO, T
OHRUI, H
论文数:
0
引用数:
0
h-index:
0
机构:
MECT CORP,TOKYO RES INST,TOKOROZAWA,SAITAMA 359,JAPAN
OHRUI, H
TOMITA, K
论文数:
0
引用数:
0
h-index:
0
机构:
MECT CORP,TOKYO RES INST,TOKOROZAWA,SAITAMA 359,JAPAN
TOMITA, K
[J].
CARBOHYDRATE RESEARCH,
1994,
263
(01)
: 167
-
172
[6]
1994, the year of sialyltransferases
HarduinLepers, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV SCI & TECH LILLE FLANDRES ARTOIS, CHIM BIOL LAB, UMR 111 CNRS, F-59655 VILLENEUVE DASCQ, FRANCE
UNIV SCI & TECH LILLE FLANDRES ARTOIS, CHIM BIOL LAB, UMR 111 CNRS, F-59655 VILLENEUVE DASCQ, FRANCE
HarduinLepers, A
Recchi, MA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV SCI & TECH LILLE FLANDRES ARTOIS, CHIM BIOL LAB, UMR 111 CNRS, F-59655 VILLENEUVE DASCQ, FRANCE
UNIV SCI & TECH LILLE FLANDRES ARTOIS, CHIM BIOL LAB, UMR 111 CNRS, F-59655 VILLENEUVE DASCQ, FRANCE
Recchi, MA
Delannoy, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV SCI & TECH LILLE FLANDRES ARTOIS, CHIM BIOL LAB, UMR 111 CNRS, F-59655 VILLENEUVE DASCQ, FRANCE
UNIV SCI & TECH LILLE FLANDRES ARTOIS, CHIM BIOL LAB, UMR 111 CNRS, F-59655 VILLENEUVE DASCQ, FRANCE
Delannoy, P
[J].
GLYCOBIOLOGY,
1995,
5
(08)
: 741
-
758
[7]
A chemoenzymatic synthesis of UDP-(2-deoxy-2-fluoro)galactose and evaluation of its interaction with galactosyltransferase
Hayashi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Hayashi, T
Murray, BW
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Murray, BW
Wang, R
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Wang, R
Wong, CH
论文数:
0
引用数:
0
h-index:
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Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Wong, CH
[J].
BIOORGANIC & MEDICINAL CHEMISTRY,
1997,
5
(03)
: 497
-
500
[8]
Acid-catalyzed solvolysis of CMP-N-acetyl neuraminate: Evidence for a sialyl cation with a finite lifetime
Horenstein, BA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Florida, Gainesville
Horenstein, BA
Bruner, M
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Florida, Gainesville
Bruner, M
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1996,
118
(43)
: 10371
-
10379
[9]
SYNTHESIS OF METHYL 6'-DEOXY-LACTOSAMINIDES AND 6'-THIO-LACTOSAMINIDES AND THEIR INHIBITORY ACTIVITY TOWARD CMP-NEUNAC-D-GALACTOSIDE-(2-]6)-ALPHA-D-SIALYLTRANSFERASE
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HASHIMOTO, H
KODAMA, H
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TOKYO INST TECHNOL,FAC BIOSCI & BIOTECHNOL,DEPT LIFE SCI,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN
KODAMA, H
WAKABAYASHI, T
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL,FAC BIOSCI & BIOTECHNOL,DEPT LIFE SCI,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN
WAKABAYASHI, T
SATO, K
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL,FAC BIOSCI & BIOTECHNOL,DEPT LIFE SCI,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN
SATO, K
[J].
JOURNAL OF CARBOHYDRATE CHEMISTRY,
1993,
12
(07)
: 991
-
995
[10]
CHARACTERIZATION OF INHIBITORY ACTIVITIES AND BINDING MODE OF SYNTHETIC 6'-MODIFIED METHYL N-ACETYL-BETA-LACTOSAMINIDE TOWARD RAT-LIVER CMP-DEUTERIUM-NEU5ACDEUTERIUM-GALACTOSIDE-(2-]6)-ALPHA-DEUTERIUM-SIALYLTRANSFERASE
论文数:
引用数:
h-index:
机构:
KAJIHARA, Y
KODAMA, H
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL,FAC BIOTECHNOL,DEPT LIFE SCI,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN
KODAMA, H
WAKABAYASHI, T
论文数:
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h-index:
0
机构:
TOKYO INST TECHNOL,FAC BIOTECHNOL,DEPT LIFE SCI,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN
WAKABAYASHI, T
SATO, K
论文数:
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引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL,FAC BIOTECHNOL,DEPT LIFE SCI,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN
SATO, K
论文数:
引用数:
h-index:
机构:
HASHIMOTO, H
[J].
CARBOHYDRATE RESEARCH,
1993,
247
: 179
-
193
←
1
2
3
→
共 25 条
[1]
DIRECT PREPARATION OF 2-DEOXY-D-GLUCOPYRANOSIDES FROM GLUCALS WITHOUT FERRIER REARRANGEMENT
BOLITT, V
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LOUIS PASTEUR, FAC PHARM,CHIM BIOORGAN LAB,CNRS,UA 31, 74 ROUTE RHIN, F-67400 STRASBOURG, FRANCE
BOLITT, V
MIOSKOWSKI, C
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LOUIS PASTEUR, FAC PHARM,CHIM BIOORGAN LAB,CNRS,UA 31, 74 ROUTE RHIN, F-67400 STRASBOURG, FRANCE
MIOSKOWSKI, C
LEE, SG
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LOUIS PASTEUR, FAC PHARM,CHIM BIOORGAN LAB,CNRS,UA 31, 74 ROUTE RHIN, F-67400 STRASBOURG, FRANCE
LEE, SG
FALCK, JR
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LOUIS PASTEUR, FAC PHARM,CHIM BIOORGAN LAB,CNRS,UA 31, 74 ROUTE RHIN, F-67400 STRASBOURG, FRANCE
FALCK, JR
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1990,
55
(23)
: 5812
-
5813
[2]
A new method for the synthesis of fluoro-carbohydrates and glycosides using selectfluor
Burkart, MD
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Burkart, MD
Zhang, ZY
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Zhang, ZY
Hung, SC
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Hung, SC
Wong, CH
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Wong, CH
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1997,
119
(49)
: 11743
-
11746
[3]
Enzyme-catalyzed synthesis of oligosaccharides that contain functionalized sialic acids
Chappell, MD
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV COLORADO,DEPT CHEM & BIOCHEM,BOULDER,CO 80309
UNIV COLORADO,DEPT CHEM & BIOCHEM,BOULDER,CO 80309
Chappell, MD
Halcomb, RL
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV COLORADO,DEPT CHEM & BIOCHEM,BOULDER,CO 80309
UNIV COLORADO,DEPT CHEM & BIOCHEM,BOULDER,CO 80309
Halcomb, RL
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1997,
119
(14)
: 3393
-
3394
[4]
DABROWSKI U, 1979, TETRAHEDRON LETT, V48, P4637
[5]
INHIBITION OF BACTERIAL AND VIRAL SIALIDASES BY 3-FLUORO-N-ACETYLNEURAMINIC ACID
HAGIWARA, T
论文数:
0
引用数:
0
h-index:
0
机构:
MECT CORP,TOKYO RES INST,TOKOROZAWA,SAITAMA 359,JAPAN
HAGIWARA, T
KIJIMASUDA, I
论文数:
0
引用数:
0
h-index:
0
机构:
MECT CORP,TOKYO RES INST,TOKOROZAWA,SAITAMA 359,JAPAN
KIJIMASUDA, I
IDO, T
论文数:
0
引用数:
0
h-index:
0
机构:
MECT CORP,TOKYO RES INST,TOKOROZAWA,SAITAMA 359,JAPAN
IDO, T
OHRUI, H
论文数:
0
引用数:
0
h-index:
0
机构:
MECT CORP,TOKYO RES INST,TOKOROZAWA,SAITAMA 359,JAPAN
OHRUI, H
TOMITA, K
论文数:
0
引用数:
0
h-index:
0
机构:
MECT CORP,TOKYO RES INST,TOKOROZAWA,SAITAMA 359,JAPAN
TOMITA, K
[J].
CARBOHYDRATE RESEARCH,
1994,
263
(01)
: 167
-
172
[6]
1994, the year of sialyltransferases
HarduinLepers, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV SCI & TECH LILLE FLANDRES ARTOIS, CHIM BIOL LAB, UMR 111 CNRS, F-59655 VILLENEUVE DASCQ, FRANCE
UNIV SCI & TECH LILLE FLANDRES ARTOIS, CHIM BIOL LAB, UMR 111 CNRS, F-59655 VILLENEUVE DASCQ, FRANCE
HarduinLepers, A
Recchi, MA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV SCI & TECH LILLE FLANDRES ARTOIS, CHIM BIOL LAB, UMR 111 CNRS, F-59655 VILLENEUVE DASCQ, FRANCE
UNIV SCI & TECH LILLE FLANDRES ARTOIS, CHIM BIOL LAB, UMR 111 CNRS, F-59655 VILLENEUVE DASCQ, FRANCE
Recchi, MA
Delannoy, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV SCI & TECH LILLE FLANDRES ARTOIS, CHIM BIOL LAB, UMR 111 CNRS, F-59655 VILLENEUVE DASCQ, FRANCE
UNIV SCI & TECH LILLE FLANDRES ARTOIS, CHIM BIOL LAB, UMR 111 CNRS, F-59655 VILLENEUVE DASCQ, FRANCE
Delannoy, P
[J].
GLYCOBIOLOGY,
1995,
5
(08)
: 741
-
758
[7]
A chemoenzymatic synthesis of UDP-(2-deoxy-2-fluoro)galactose and evaluation of its interaction with galactosyltransferase
Hayashi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Hayashi, T
Murray, BW
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Murray, BW
Wang, R
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Wang, R
Wong, CH
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Wong, CH
[J].
BIOORGANIC & MEDICINAL CHEMISTRY,
1997,
5
(03)
: 497
-
500
[8]
Acid-catalyzed solvolysis of CMP-N-acetyl neuraminate: Evidence for a sialyl cation with a finite lifetime
Horenstein, BA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Florida, Gainesville
Horenstein, BA
Bruner, M
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Florida, Gainesville
Bruner, M
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1996,
118
(43)
: 10371
-
10379
[9]
SYNTHESIS OF METHYL 6'-DEOXY-LACTOSAMINIDES AND 6'-THIO-LACTOSAMINIDES AND THEIR INHIBITORY ACTIVITY TOWARD CMP-NEUNAC-D-GALACTOSIDE-(2-]6)-ALPHA-D-SIALYLTRANSFERASE
论文数:
引用数:
h-index:
机构:
KAJIHARA, Y
论文数:
引用数:
h-index:
机构:
HASHIMOTO, H
KODAMA, H
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL,FAC BIOSCI & BIOTECHNOL,DEPT LIFE SCI,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN
KODAMA, H
WAKABAYASHI, T
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL,FAC BIOSCI & BIOTECHNOL,DEPT LIFE SCI,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN
WAKABAYASHI, T
SATO, K
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL,FAC BIOSCI & BIOTECHNOL,DEPT LIFE SCI,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN
SATO, K
[J].
JOURNAL OF CARBOHYDRATE CHEMISTRY,
1993,
12
(07)
: 991
-
995
[10]
CHARACTERIZATION OF INHIBITORY ACTIVITIES AND BINDING MODE OF SYNTHETIC 6'-MODIFIED METHYL N-ACETYL-BETA-LACTOSAMINIDE TOWARD RAT-LIVER CMP-DEUTERIUM-NEU5ACDEUTERIUM-GALACTOSIDE-(2-]6)-ALPHA-DEUTERIUM-SIALYLTRANSFERASE
论文数:
引用数:
h-index:
机构:
KAJIHARA, Y
KODAMA, H
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL,FAC BIOTECHNOL,DEPT LIFE SCI,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN
KODAMA, H
WAKABAYASHI, T
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL,FAC BIOTECHNOL,DEPT LIFE SCI,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN
WAKABAYASHI, T
SATO, K
论文数:
0
引用数:
0
h-index:
0
机构:
TOKYO INST TECHNOL,FAC BIOTECHNOL,DEPT LIFE SCI,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN
SATO, K
论文数:
引用数:
h-index:
机构:
HASHIMOTO, H
[J].
CARBOHYDRATE RESEARCH,
1993,
247
: 179
-
193
←
1
2
3
→