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10488-69-4 | Ethyl 4-chloro-3-hydroxybutanoate
CAS No: 10488-69-4 Catalog No: AG00381F MDL No:MFCD09839767
Product Description
Catalog Number:
AG00381F
Chemical Name:
Ethyl 4-chloro-3-hydroxybutanoate
CAS Number:
10488-69-4
Molecular Formula:
C6H11ClO3
Molecular Weight:
166.6027
MDL Number:
MFCD09839767
IUPAC Name:
ethyl 4-chloro-3-hydroxybutanoate
InChI:
InChI=1S/C6H11ClO3/c1-2-10-6(9)3-5(8)4-7/h5,8H,2-4H2,1H3
InChI Key:
ZAJNMXDBJKCCAT-UHFFFAOYSA-N
SMILES:
CCOC(=O)CC(CCl)O
Properties
Complexity:
105
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
166.04g/mol
Formal Charge:
0
Heavy Atom Count:
10
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
166.601g/mol
Monoisotopic Mass:
166.04g/mol
Rotatable Bond Count:
5
Topological Polar Surface Area:
46.5A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
XLogP3:
0.4
Literature
| Title | Journal |
|---|---|
| Development of a substrate-coupled biocatalytic process driven by an NADPH-dependent sorbose reductase from Candida albicans for the asymmetric reduction of ethyl 4-chloro-3-oxobutanoate. | Biotechnology letters 20121201 |
| Effect of ribose, xylose, aspartic acid, glutamine and nicotinic acid on ethyl (S)-4-chloro-3-hydroxybutanoate synthesis by recombinant Escherichia coli. | Bioresource technology 20120801 |
| Expression, purification, crystallization and preliminary X-ray analysis of carbonyl reductase S1 from Candida magnoliae. | Acta crystallographica. Section F, Structural biology and crystallization communications 20120501 |
| A novel reductase from Candida albicans for the production of ethyl (S)-4-chloro-3-hydroxybutanoate. | Bioscience, biotechnology, and biochemistry 20120101 |
| Highly stereoselective reduction of prochiral ketones by a bacterial reductase coupled with cofactor regeneration. | Organic & biomolecular chemistry 20110807 |
| Highly efficient synthesis of chiral alcohols with a novel NADH-dependent reductase from Streptomyces coelicolor. | Bioresource technology 20110701 |
| A review-biosynthesis of optically pure ethyl (S)-4-chloro-3-hydroxybutanoate ester: recent advances and future perspectives. | Applied microbiology and biotechnology 20110201 |
| Purification and characterization of a novel NADH-dependent carbonyl reductase from Pichia stipitis involved in biosynthesis of optically pure ethyl (S)-4-chloro-3-hydroxybutanoate. | Bioresource technology 20110101 |
| Biocatalytic synthesis of (S)-4-chloro-3-hydroxybutanoate ethyl ester using a recombinant whole-cell catalyst. | Applied microbiology and biotechnology 20101201 |
| Biosynthesis of (S)-4-chloro-3-hydroxybutanoate ethyl using Escherichia coli co-expressing a novel NADH-dependent carbonyl reductase and a glucose dehydrogenase. | Bioresource technology 20101101 |
| Construction and co-expression of a polycistronic plasmid encoding carbonyl reductase and glucose dehydrogenase for production of ethyl (S)-4-chloro-3-hydroxybutanoate. | Bioresource technology 20100901 |
| Asymmetric synthesis of (S)-ethyl-4-chloro-3-hydroxy butanoate using a Saccharomyces cerevisiae reductase: enantioselectivity and enzyme-substrate docking studies. | Biochimica et biophysica acta 20100901 |
| Enantioselective bioconversion using Escherichia coli cells expressing Saccharomyces cerevisiae reductase and Bacillus subtilis glucose dehydrogenase. | Journal of microbiology and biotechnology 20100901 |
| High-level production of heterologous proteins using untreated cane molasses and corn steep liquor in Escherichia coli medium. | Applied microbiology and biotechnology 20100601 |
| Asymmetric synthesis of (S)-ethyl-4-chloro-3-hydroxybutanoate using Candida parapsilosis ATCC 7330. | Journal of industrial microbiology & biotechnology 20100201 |
| A new member of the short-chain dehydrogenases/reductases superfamily: purification, characterization and substrate specificity of a recombinant carbonyl reductase from Pichia stipitis. | Bioresource technology 20091201 |
| A novel carbonyl reductase from Pichia stipitis for the production of ethyl (S)-4-chloro-3-hydroxybutanoate. | Biotechnology letters 20090401 |
| Improvement of natural isolates of Saccharomyces cerevisiae strains for synthesis of a chiral building block using classic genetics. | Applied microbiology and biotechnology 20080301 |
| High-level expression of recombinant glucose dehydrogenase and its application in NADPH regeneration. | Journal of industrial microbiology & biotechnology 20070101 |
| Enthalpy change on mixing a couple of S- and R-enantiomers of some chiral compounds at 298.15 K. | Chirality 20060801 |
| Construction of a two-strain system for asymmetric reduction of ethyl 4-chloro-3-oxobutanoate to (S)-4-chloro-3-hydroxybutanoate ethyl ester. | Applied microbiology and biotechnology 20060301 |
| Robust NADH-regenerator: improved alpha-haloketone-resistant formate dehydrogenase. | Applied microbiology and biotechnology 20050401 |
| Asymmetric reduction of ethyl 4-chloro-3-oxobutanoate to ethyl (R)-4-chloro-3-hydroxybutanoate with two co-existing, recombinant Escherichia coli strains. | Biotechnology letters 20050101 |
| Efficient production of recombinant aldehyde reductase and its application for asymmetric reduction of ethyl 4-chloro-3-oxobutanoate to ethyl (R)-4-chloro-3-hydroxybutanoate. | Preparative biochemistry & biotechnology 20050101 |
| A novel NADH-dependent carbonyl reductase from Kluyveromyces aestuarii and comparison of NADH-regeneration system for the synthesis of ethyl (S)-4-chloro-3-hydroxybutanoate. | Bioscience, biotechnology, and biochemistry 20040301 |
| Synthesis of ethyl ( S)-4-chloro-3-hydroxybutanoate using fabG-homologues. | Applied microbiology and biotechnology 20030401 |
| Applying the Taguchi robust design to the optimization of the asymmetric reduction of ethyl 4-chloro acetoacetate by bakers' yeast. | Journal of biotechnology 20030213 |
| Applying slow-release biocatalysis to the asymmetric reduction of ethyl 4-chloroacetoacetate. | Biotechnology letters 20030101 |
| Purification and properties of a carbonyl reductase useful for production of ethyl (S)-4-chloro-3-hydroxybutanoate from Kluyveromyces lactis. | Bioscience, biotechnology, and biochemistry 20020801 |
| Synthesis of ethyl (R)-4-chloro-3-hydroxybutanoate with recombinant Escherichia coli cells expressing (S)-specific secondary alcohol dehydrogenase. | Bioscience, biotechnology, and biochemistry 20020201 |
| Design of the pH profile for asymmetric bioreduction of ethyl 4-chloro-3-oxobutyrate on the basis of a data-driven method. | Biotechnology progress 20020101 |
| Stereoselective reduction of ethyl 4-chloro-3-oxobutanoate by fungi. | Bioscience, biotechnology, and biochemistry 20010701 |
| Synthesis of optically pure ethyl (S)-4-chloro-3-hydroxybutanoate by Escherichia coli transformant cells coexpressing the carbonyl reductase and glucose dehydrogenase genes. | Applied microbiology and biotechnology 20010501 |
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