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STRATEGIES FOR THE CHEMOENZYMATIC PREPARATION OF OPTICALLY-ACTIVE 1-ALKYN-3-OLS
被引:9
作者
:
GLANZER, BI
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ UNIV TECHNOL, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
GRAZ UNIV TECHNOL, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
GLANZER, BI
[
1
]
KONIGSBERGER, K
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ UNIV TECHNOL, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
GRAZ UNIV TECHNOL, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
KONIGSBERGER, K
[
1
]
BERGER, B
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ UNIV TECHNOL, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
GRAZ UNIV TECHNOL, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
BERGER, B
[
1
]
FABER, K
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ UNIV TECHNOL, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
GRAZ UNIV TECHNOL, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
FABER, K
[
1
]
GRIENGL, H
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ UNIV TECHNOL, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
GRAZ UNIV TECHNOL, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
GRIENGL, H
[
1
]
机构
:
[1]
GRAZ UNIV TECHNOL, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
来源
:
CHEMISTRY AND PHYSICS OF LIPIDS
|
1990年
/ 54卷
/ 01期
基金
:
奥地利科学基金会;
关键词
:
1-alkyn-3-ols;
enzymatic resolution;
leukotrienes;
lipase;
yeast;
D O I
:
10.1016/0009-3084(90)90058-Y
中图分类号
:
Q5 [生物化学];
Q7 [分子生物学];
学科分类号
:
071010 ;
081704 ;
摘要
:
A series of (R)- and (S)-1-alkyn-3-ols, chiral building units for the synthesis of leukotrienes and pheromones, were prepared via enantioselective hydrolysis of their racemic esters. While the majority of biocatalysts employed (lipases, fermenting or freeze-dried microorganisms) failed in discriminating between enantiomers, lyophilized cells of baker's yeast (Saccharomyces cerevisiae Hansen) gave (S)-1-alkyn-3-ols and their corresponding (R)-esters with > 90% e.e. © 1990.
引用
收藏
页码:43 / 48
页数:6
相关论文
共 43 条
[1]
Beker M.J, 1987, ADV BIOCHEM ENG BIOT, P127, DOI DOI 10.1007/BFB0004428
[2]
CONVERGENT STEREOCONTROLLED SYNTHESIS OF 13-HYDROXY-9Z,11E-OCTADECADIENOIC ACID (13-HODE)
[J].
CHAN, C
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0
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0
h-index:
0
CHAN, C
;
COX, PB
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0
引用数:
0
h-index:
0
COX, PB
;
ROBERTS, SM
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0
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0
ROBERTS, SM
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JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
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QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS
[J].
CHEN, CS
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
CHEN, CS
;
FUJIMOTO, Y
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
FUJIMOTO, Y
;
GIRDAUKAS, G
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
GIRDAUKAS, G
;
SIH, CJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
SIH, CJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1982,
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[4]
ASYMMETRIC REDUCTIONS OF ALPHA,BETA-ACETYLENIC KETONES AND ACETOPHENONE USING LITHIUM ALUMINUM-HYDRIDE COMPLEXED WITH OPTICALLY-ACTIVE 1,3-AMINO ALCOHOLS
[J].
COHEN, N
论文数:
0
引用数:
0
h-index:
0
COHEN, N
;
LOPRESTI, RJ
论文数:
0
引用数:
0
h-index:
0
LOPRESTI, RJ
;
NEUKOM, C
论文数:
0
引用数:
0
h-index:
0
NEUKOM, C
;
SAUCY, G
论文数:
0
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0
h-index:
0
SAUCY, G
.
JOURNAL OF ORGANIC CHEMISTRY,
1980,
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-588
[5]
IRREVERSIBLE INHIBITION OF PROSTAGLANDIN AND LEUKOTRIENE BIOSYNTHESIS FROM ARACHIDONIC-ACID BY 11,12-DEHYDROARACHIDONIC AND 5,6-DEHYDROARACHIDONIC ACIDS, RESPECTIVELY
[J].
COREY, EJ
论文数:
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引用数:
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0
COREY, EJ
;
MUNROE, JE
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0
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0
MUNROE, JE
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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LEUKOTRIENE-B - TOTAL SYNTHESIS AND ASSIGNMENT OF STEREOCHEMISTRY
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COREY, EJ
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0
COREY, EJ
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MARFAT, A
论文数:
0
引用数:
0
h-index:
0
MARFAT, A
;
GOTO, G
论文数:
0
引用数:
0
h-index:
0
GOTO, G
;
BRION, F
论文数:
0
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0
BRION, F
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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A STEREOCONTROLLED AND EFFECTIVE SYNTHESIS OF LEUKOTRIENE-B-(1)
[J].
COREY, EJ
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0
h-index:
0
COREY, EJ
;
MARFAT, A
论文数:
0
引用数:
0
h-index:
0
MARFAT, A
;
MUNROE, J
论文数:
0
引用数:
0
h-index:
0
MUNROE, J
;
KIM, KS
论文数:
0
引用数:
0
h-index:
0
KIM, KS
;
HOPKINS, PB
论文数:
0
引用数:
0
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0
HOPKINS, PB
;
BRION, F
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0
BRION, F
.
TETRAHEDRON LETTERS,
1981,
22
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[8]
ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID, A VERSATILE REAGENT FOR DETERMINATION OF ENANTIOMERIC COMPOSITION OF ALCOHOLS AND AMINES
[J].
DALE, JA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Stanford University, Stanford
DALE, JA
;
DULL, DL
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Stanford University, Stanford
DULL, DL
;
MOSHER, HS
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Stanford University, Stanford
MOSHER, HS
.
JOURNAL OF ORGANIC CHEMISTRY,
1969,
34
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[9]
ENANTIOSELECTIVE HYDROLYSES BY BAKERS-YEAST .3. MICROBIAL RESOLUTION OF ALKYNYL ESTERS USING LYOPHILIZED YEAST
[J].
GLANZER, BI
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV,INST ORGAN CHEM,STREMAYRGASSE 16,A-8010 GRAZ,AUSTRIA
GRAZ TECH UNIV,INST ORGAN CHEM,STREMAYRGASSE 16,A-8010 GRAZ,AUSTRIA
GLANZER, BI
;
FABER, K
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV,INST ORGAN CHEM,STREMAYRGASSE 16,A-8010 GRAZ,AUSTRIA
GRAZ TECH UNIV,INST ORGAN CHEM,STREMAYRGASSE 16,A-8010 GRAZ,AUSTRIA
FABER, K
;
GRIENGL, H
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV,INST ORGAN CHEM,STREMAYRGASSE 16,A-8010 GRAZ,AUSTRIA
GRAZ TECH UNIV,INST ORGAN CHEM,STREMAYRGASSE 16,A-8010 GRAZ,AUSTRIA
GRIENGL, H
.
TETRAHEDRON,
1987,
43
(24)
:5791
-5796
[10]
ENANTIOSELECTIVE HYDROLYSIS OF ESTERS OF SECONDARY ALCOHOLS USING LYOPHILIZED BAKERS-YEAST
[J].
GLANZER, BI
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
GLANZER, BI
;
FABER, K
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
FABER, K
;
GRIENGL, H
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
GRIENGL, H
;
ROHR, M
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
ROHR, M
;
WOHRER, W
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
WOHRER, W
.
ENZYME AND MICROBIAL TECHNOLOGY,
1988,
10
(12)
:744
-749
←
1
2
3
4
5
→
共 43 条
[1]
Beker M.J, 1987, ADV BIOCHEM ENG BIOT, P127, DOI DOI 10.1007/BFB0004428
[2]
CONVERGENT STEREOCONTROLLED SYNTHESIS OF 13-HYDROXY-9Z,11E-OCTADECADIENOIC ACID (13-HODE)
[J].
CHAN, C
论文数:
0
引用数:
0
h-index:
0
CHAN, C
;
COX, PB
论文数:
0
引用数:
0
h-index:
0
COX, PB
;
ROBERTS, SM
论文数:
0
引用数:
0
h-index:
0
ROBERTS, SM
.
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1988,
(14)
:971
-972
[3]
QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS
[J].
CHEN, CS
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
CHEN, CS
;
FUJIMOTO, Y
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
FUJIMOTO, Y
;
GIRDAUKAS, G
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
GIRDAUKAS, G
;
SIH, CJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
SIH, CJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1982,
104
(25)
:7294
-7299
[4]
ASYMMETRIC REDUCTIONS OF ALPHA,BETA-ACETYLENIC KETONES AND ACETOPHENONE USING LITHIUM ALUMINUM-HYDRIDE COMPLEXED WITH OPTICALLY-ACTIVE 1,3-AMINO ALCOHOLS
[J].
COHEN, N
论文数:
0
引用数:
0
h-index:
0
COHEN, N
;
LOPRESTI, RJ
论文数:
0
引用数:
0
h-index:
0
LOPRESTI, RJ
;
NEUKOM, C
论文数:
0
引用数:
0
h-index:
0
NEUKOM, C
;
SAUCY, G
论文数:
0
引用数:
0
h-index:
0
SAUCY, G
.
JOURNAL OF ORGANIC CHEMISTRY,
1980,
45
(04)
:582
-588
[5]
IRREVERSIBLE INHIBITION OF PROSTAGLANDIN AND LEUKOTRIENE BIOSYNTHESIS FROM ARACHIDONIC-ACID BY 11,12-DEHYDROARACHIDONIC AND 5,6-DEHYDROARACHIDONIC ACIDS, RESPECTIVELY
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
;
MUNROE, JE
论文数:
0
引用数:
0
h-index:
0
MUNROE, JE
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1982,
104
(06)
:1752
-1754
[6]
LEUKOTRIENE-B - TOTAL SYNTHESIS AND ASSIGNMENT OF STEREOCHEMISTRY
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
;
MARFAT, A
论文数:
0
引用数:
0
h-index:
0
MARFAT, A
;
GOTO, G
论文数:
0
引用数:
0
h-index:
0
GOTO, G
;
BRION, F
论文数:
0
引用数:
0
h-index:
0
BRION, F
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1980,
102
(27)
:7984
-7985
[7]
A STEREOCONTROLLED AND EFFECTIVE SYNTHESIS OF LEUKOTRIENE-B-(1)
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
;
MARFAT, A
论文数:
0
引用数:
0
h-index:
0
MARFAT, A
;
MUNROE, J
论文数:
0
引用数:
0
h-index:
0
MUNROE, J
;
KIM, KS
论文数:
0
引用数:
0
h-index:
0
KIM, KS
;
HOPKINS, PB
论文数:
0
引用数:
0
h-index:
0
HOPKINS, PB
;
BRION, F
论文数:
0
引用数:
0
h-index:
0
BRION, F
.
TETRAHEDRON LETTERS,
1981,
22
(12)
:1077
-1080
[8]
ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID, A VERSATILE REAGENT FOR DETERMINATION OF ENANTIOMERIC COMPOSITION OF ALCOHOLS AND AMINES
[J].
DALE, JA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Stanford University, Stanford
DALE, JA
;
DULL, DL
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Stanford University, Stanford
DULL, DL
;
MOSHER, HS
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Stanford University, Stanford
MOSHER, HS
.
JOURNAL OF ORGANIC CHEMISTRY,
1969,
34
(09)
:2543
-&
[9]
ENANTIOSELECTIVE HYDROLYSES BY BAKERS-YEAST .3. MICROBIAL RESOLUTION OF ALKYNYL ESTERS USING LYOPHILIZED YEAST
[J].
GLANZER, BI
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV,INST ORGAN CHEM,STREMAYRGASSE 16,A-8010 GRAZ,AUSTRIA
GRAZ TECH UNIV,INST ORGAN CHEM,STREMAYRGASSE 16,A-8010 GRAZ,AUSTRIA
GLANZER, BI
;
FABER, K
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV,INST ORGAN CHEM,STREMAYRGASSE 16,A-8010 GRAZ,AUSTRIA
GRAZ TECH UNIV,INST ORGAN CHEM,STREMAYRGASSE 16,A-8010 GRAZ,AUSTRIA
FABER, K
;
GRIENGL, H
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV,INST ORGAN CHEM,STREMAYRGASSE 16,A-8010 GRAZ,AUSTRIA
GRAZ TECH UNIV,INST ORGAN CHEM,STREMAYRGASSE 16,A-8010 GRAZ,AUSTRIA
GRIENGL, H
.
TETRAHEDRON,
1987,
43
(24)
:5791
-5796
[10]
ENANTIOSELECTIVE HYDROLYSIS OF ESTERS OF SECONDARY ALCOHOLS USING LYOPHILIZED BAKERS-YEAST
[J].
GLANZER, BI
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
GLANZER, BI
;
FABER, K
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
FABER, K
;
GRIENGL, H
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
GRIENGL, H
;
ROHR, M
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
ROHR, M
;
WOHRER, W
论文数:
0
引用数:
0
h-index:
0
机构:
GRAZ TECH UNIV, INST ORGAN CHEM, STREMAYRGASSE 16, A-8010 GRAZ, AUSTRIA
WOHRER, W
.
ENZYME AND MICROBIAL TECHNOLOGY,
1988,
10
(12)
:744
-749
←
1
2
3
4
5
→