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10191-24-9,MFCD02259045
Catalog No.:AA0005UO
10191-24-9 | 3-Hydroxyhexanoic acid
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Technical Information
Catalog Number:
AA0005UO
Chemical Name:
3-Hydroxyhexanoic acid
CAS Number:
10191-24-9
Molecular Formula:
C6H12O3
Molecular Weight:
132.1577
MDL Number:
MFCD02259045
IUPAC Name:
3-hydroxyhexanoic acid
InChI:
InChI=1S/C6H12O3/c1-2-3-5(7)4-6(8)9/h5,7H,2-4H2,1H3,(H,8,9)
InChI Key:
HPMGFDVTYHWBAG-UHFFFAOYSA-N
SMILES:
CCCC(CC(=O)O)O
Properties
Computed Properties
 
Complexity:
90.3  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
132.079g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
132.159g/mol
Monoisotopic Mass:
132.079g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
57.5A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
0.4  

Synonyms
 
3-hydroxycaproic acid 
3-hydroxyhexanoate 
3-hydroxy hexanoic acid 
SCHEMBL20843 
racemic 3-hydroxyhexanoic acid 
AC1L46G0 
(+/-)-3-Hydroxyhexanoic Acid 
CHEBI:37035 
CTK4A0394 
HPMGFDVTYHWBAG-UHFFFAOYSA-N 
LMFA01050012 
MFCD02259045 
3-hydroxyhexanoic acid 
AKOS011682999 
MCULE-3158579605 
NE57377 
6:0(3-OH) 
FT-0669373 
EN300-79913 
J-000518 
Z1259339754 
|A-Hydroxycaproic Acid 
|A-Hydroxyhexanoic Acid 
3-Hydroxyhexanoic acid 
Hexanoicacid,3-hydroxy- 
UNII-48NUX22XXO 
|A-Hydroxy-n-caproic Acid 
48NUX22XXO 
FA(6:0(OH)) 
C6-H12-O3 
CID151492 
10191-24-9 
3-Hydroxycaproic acid 
Hexanoic acid, 3-hydroxy- 
3-hydroxy-hexanoic acid 
Hexanoic acid,3-hydroxy- 
DL-3-hydroxy caproic acid 
Literature

Title: Biosynthesis and characterization of polyhydroxyalkanoate containing high 3-hydroxyhexanoate monomer fraction from crude palm kernel oil by recombinant Cupriavidus necator.

Journal: Bioresource technology 20121001

Title: Development and validation of an HPLC-based screening method to acquire polyhydroxyalkanoate synthase mutants with altered substrate specificity.

Journal: Journal of bioscience and bioengineering 20120301

Title: Expression of Aeromonas caviae polyhydroxyalkanoate synthase gene in Burkholderia sp. USM (JCM15050) enables the biosynthesis of SCL-MCL PHA from palm oil products.

Journal: Journal of applied microbiology 20120101

Title: Amino acid residues contributing to function of the heteromeric insect olfactory receptor complex.

Journal: PloS one 20120101

Title: The metabolic response of P. putida KT2442 producing high levels of polyhydroxyalkanoate under single- and multiple-nutrient-limited growth: highlights from a multi-level omics approach.

Journal: Microbial cell factories 20120101

Title: Synthesis of Diblock copolymer poly-3-hydroxybutyrate -block-poly-3-hydroxyhexanoate [PHB-b-PHHx] by a β-oxidation weakened Pseudomonas putida KT2442.

Journal: Microbial cell factories 20120101

Title: Acylation of Chiral Alcohols: A Simple Procedure for Chiral GC Analysis.

Journal: Journal of analytical methods in chemistry 20120101

Title: Introduction of environmentally degradable parameters to evaluate the biodegradability of biodegradable polymers.

Journal: PloS one 20120101

Title: Screening and identification of polyhydroxyalkanoates producing bacteria and biochemical characterization of their possible application.

Journal: The Journal of general and applied microbiology 20120101

Title: Inhibition of virulence gene expression in Staphylococcus aureus by novel depsipeptides from a marine photobacterium.

Journal: Marine drugs 20111201

Title: Synthetic biology: an emerging research field in China.

Journal: Biotechnology advances 20111101

Title: A natural polymorphism alters odour and DEET sensitivity in an insect odorant receptor.

Journal: Nature 20111027

Title: Biosynthesis and characterization of poly(3-hydroxydodecanoate) by β-oxidation inhibited mutant of Pseudomonas entomophila L48.

Journal: Biomacromolecules 20111010

Title: The use of biomaterials in islet transplantation.

Journal: Current diabetes reports 20111001

Title: Biosynthesis of polyhydroxyalkanoate homopolymers by Pseudomonas putida.

Journal: Applied microbiology and biotechnology 20110301

Title: Biosynthesis of poly(3-hydroxydecanoate) and 3-hydroxydodecanoate dominating polyhydroxyalkanoates by β-oxidation pathway inhibited Pseudomonas putida.

Journal: Metabolic engineering 20110101

Title: [Synthesis of 3-hydroxybutyrate-CO-4-hydroxybutyrate copolymers by hydrogen-oxidizing bacteria].

Journal: Prikladnaia biokhimiia i mikrobiologiia 20110101

Title: Biosynthesis of medium-chain-length poly(3-hydroxyalkanoates) by volatile aromatic hydrocarbons-degrading Pseudomonas fulva TY16.

Journal: Bioresource technology 20101101

Title: Genetic replacement of tesB with PTE1 affects chain-length proportions of 3-hydroxyalkanoic acids produced through β-oxidation of oleic acid in Escherichia coli.

Journal: Journal of bioscience and bioengineering 20101001

Title: Metabolic engineering for microbial production of polyhydroxyalkanoates consisting of high 3-hydroxyhexanoate content by recombinant Aeromonas hydrophila.

Journal: Bioresource technology 20100801

Title: Molecular weight and thermal properties of polyhydroxyalkanoates produced from fermented sugar molasses by open mixed cultures.

Journal: Journal of biotechnology 20100601

Title: The behaviour of neural stem cells on polyhydroxyalkanoate nanofiber scaffolds.

Journal: Biomaterials 20100501

Title: Characterization of alcohol dehydrogenase from permeabilized brewer's yeast cells immobilized on the derived attapulgite nanofibers.

Journal: Applied biochemistry and biotechnology 20100401

Title: Differentiation of human bone marrow mesenchymal stem cells grown in terpolyesters of 3-hydroxyalkanoates scaffolds into nerve cells.

Journal: Biomaterials 20100301

Title: Production of polyhydroxyalkanoates from fermented sugar cane molasses by a mixed culture enriched in glycogen accumulating organisms.

Journal: Journal of biotechnology 20100201

Title: Effects of the surface characteristics of polyhydroxyalkanoates on the metabolic activities and morphology of human mesenchymal stem cells.

Journal: Journal of biomaterials science. Polymer edition 20100101

Title: Application of polyhydroxyalkanoates nanoparticles as intracellular sustained drug-release vectors.

Journal: Journal of biomaterials science. Polymer edition 20100101

Title: Microbial polyhydroxyalkanote synthesis repression protein PhaR as an affinity tag for recombinant protein purification.

Journal: Microbial cell factories 20100101

Title: Production of P(3-hydroxybutyrate-co-3-hydroxyhexanoate-co-3-hydroxyoctanoate) terpolymers using a chimeric PHA synthase in recombinant Ralstonia eutropha and Pseudomonas putida.

Journal: Bioscience, biotechnology, and biochemistry 20100101

Title: Production of functionalized polyhydroxyalkanoates by genetically modified Methylobacterium extorquens strains.

Journal: Microbial cell factories 20100101

Title: Influence of growth stage on activities of polyhydroxyalkanoate (PHA) polymerase and PHA depolymerase in Pseudomonas putida U.

Journal: BMC microbiology 20100101

Title: Effect of comonomer content on the crystallization kinetics and morphology of biodegradable poly(3-hydroxybutyrate-co-3-hydroxyhexanoate).

Journal: Physical chemistry chemical physics : PCCP 20091107

Title: Biosynthesis and characterization of 3-hydroxyalkanoate terpolyesters with adjustable properties by Aeromonas hydrophila.

Journal: Biotechnology and bioengineering 20091015

Title: Production and characterization of homopolymer poly(3-hydroxyvalerate) (PHV) accumulated by wild type and recombinant Aeromonas hydrophila strain 4AK4.

Journal: Bioresource technology 20090901

Title: Microbial production of 3-hydroxydodecanoic acid by pha operon and fadBA knockout mutant of Pseudomonas putida KT2442 harboring tesB gene.

Journal: Applied microbiology and biotechnology 20090601

Title: Chimeric enzyme composed of polyhydroxyalkanoate (PHA) synthases from Ralstonia eutropha and Aeromonas caviae enhances production of PHAs in recombinant Escherichia coli.

Journal: Biomacromolecules 20090413

Title: Medical application of microbial biopolyesters polyhydroxyalkanoates.

Journal: Artificial cells, blood substitutes, and immobilization biotechnology 20090101

Title: Effects of oligo(3-hydroxyalkanoates) on the viability and insulin secretion of murine beta cells.

Journal: Journal of biomaterials science. Polymer edition 20090101

Title: Study on the biocompatibility of novel terpolyester poly(3-hydroxybutyrate-co-3-hydroxyvalerate-co-3-hydroxyhexanoate).

Journal: Journal of biomedical materials research. Part A 20081101

Title: The expression of cross-linked elastin by rabbit blood vessel smooth muscle cells cultured in polyhydroxyalkanoate scaffolds.

Journal: Biomaterials 20081101

Title: Interactions between a poly(3-hydroxybutyrate-co-3-hydroxyvalerate-co-3-hydroxyhexanoate) terpolyester and human keratinocytes.

Journal: Biomaterials 20081001

Title: Nanofibrous polyhydroxyalkanoate matrices as cell growth supporting materials.

Journal: Biomaterials 20080901

Title: Microbial production of medium-chain-length 3-hydroxyalkanoic acids by recombinant Pseudomonas putida KT2442 harboring genes fadL, fadD and phaZ.

Journal: FEMS microbiology letters 20080601

Title: Structural evolution in microbial polyesters.

Journal: The journal of physical chemistry. B 20080417

Title: [Antifungal cellobiose lipid secreted by the epiphytic yeast Pseudozyma graminicola].

Journal: Mikrobiologiia 20080101

Title: In vitro biocompatibility and degradation of terpolyester 3HB-co-4HB-co-3HHx, consisting of 3-hydroxybutyrate, 4-hydroxybutyrate and 3-hydroxyhexanoate.

Journal: Journal of biomaterials science. Polymer edition 20080101

Title: Disruption of the polyhydroxyalkanoate synthase gene in Aeromonas hydrophila reduces its survival ability under stress conditions.

Journal: FEMS microbiology letters 20071101

Title: Production and characterization of medium-chain-length polyhydroxyalkanoate with high 3-hydroxytetradecanoate monomer content by fadB and fadA knockout mutant of Pseudomonas putida KT2442.

Journal: Applied microbiology and biotechnology 20071001

Title: In vitro effect of oligo-hydroxyalkanoates on the growth of mouse fibroblast cell line L929.

Journal: Biomaterials 20070901

Title: Production of polyhydroxyalkanoates with high 3-hydroxydodecanoate monomer content by fadB and fadA knockout mutant of Pseudomonas putida KT2442.

Journal: Biomacromolecules 20070801

Title: Production of medium-chain-length hydroxyalkanoic acids from Pseudomonas putida in pH stat.

Journal: Applied microbiology and biotechnology 20070701

Title: Site-directed mutagenesis of Aeromonas hydrophila enoyl coenzyme A hydratase enhancing 3-hydroxyhexanoate fractions of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate).

Journal: Current microbiology 20070701

Title: Preparative isolation and purification of flavone compounds from sophora japonica L. by high-speed counter-current chromatography combined with macroporous resin column separation.

Journal: Journal of separation science 20070501

Title: Construction of pha-operon-defined knockout mutants of Pseudomonas putida KT2442 and their applications in poly(hydroxyalkanoate) production.

Journal: Macromolecular bioscience 20070212

Title: Efficient production of (R)-3-hydroxycarboxylic acids by biotechnological conversion of polyhydroxyalkanoates and their purification.

Journal: Biomacromolecules 20070101

Title: Predicting olfactory receptor neuron responses from odorant structure.

Journal: Chemistry Central journal 20070101

Title: Physiological-biochemical properties and the ability to synthesize polyhydroxyalkanoates of the glucose-utilizing strain of the hydrogen bacterium Ralstonia eutropha B8562.

Journal: Applied microbiology and biotechnology 20061101

Title: Effect of 3-hydroxyhexanoate content in poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) on in vitro growth and differentiation of smooth muscle cells.

Journal: Biomaterials 20060501

Title: Preparative isolation and purification of four compounds from the Chinese medicinal herb rhizoma Anemarrhenae by high-speed counter-current chromatography.

Journal: Journal of chromatography. A 20060203

Title: Atypical membrane topology and heteromeric function of Drosophila odorant receptors in vivo.

Journal: PLoS biology 20060201

Title: Metabolic engineering of Aeromonas hydrophila for the enhanced production of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate).

Journal: Applied microbiology and biotechnology 20060101

Title: Enhanced vascular-related cellular affinity on surface modified copolyesters of 3-hydroxybutyrate and 3-hydroxyhexanoate (PHBHHx).

Journal: Biomaterials 20051201

Title: The application of polyhydroxyalkanoates as tissue engineering materials.

Journal: Biomaterials 20051101

Title: Electroporation-mediated transformation of Aeromonas hydrophila.

Journal: Plasmid 20051101

Title: Production of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) from gluconate and glucose by recombinant Aeromonas hydrophila and Pseudomonas putida.

Journal: Biotechnology letters 20050901

Title: Ustilagic acid secretion by Pseudozyma fusiformata strains.

Journal: FEMS yeast research 20050701

Title: [Synthesis of medium-chain-length polyhydroxyalkanoate (mcl PHA) in type I PHA synthase negative mutant of Aeromonas hydrophila].

Journal: Sheng wu gong cheng xue bao = Chinese journal of biotechnology 20050701

Title: Effect of over-expression of phasin gene from Aeromonas hydrophila on biosynthesis of copolyesters of 3-hydroxybutyrate and 3-hydroxyhexanoate.

Journal: FEMS microbiology letters 20050301

Title: Molecular cloning and functional analysis of two polyhydroxyalkanoate synthases from two strains of Aeromonas hydrophila spp.

Journal: FEMS microbiology letters 20050201

Title: Bacterial poly(hydroxyalkanoates) as a source of chiral hydroxyalkanoic acids.

Journal: Biomacromolecules 20050101

Title: [Physiological and biochemical characteristics and capacity for polyhydroxyalkanoates synthesis in a glucose-utilizing strain of hydrogen-oxidizing bacteria, Ralstonia eutropha B8562].

Journal: Mikrobiologiia 20050101

Title: Engineered Aeromonas hydrophila for enhanced production of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) with alterable monomers composition.

Journal: FEMS microbiology letters 20041001

Title: [Studies on synthesis of polyhydroxyalkanoate consisting of 3-hydroxyvalerate by Aeromonas hydrophila].

Journal: Sheng wu gong cheng xue bao = Chinese journal of biotechnology 20040901

Title: Biosynthesis and compositional regulation of poly[(3-hydroxybutyrate)-co-(3-hydroxyhexanoate)] in recombinant ralstonia eutropha expressing mutated polyhydroxyalkanoate synthase genes.

Journal: Macromolecular bioscience 20040315

Title: Metabolic engineering for the production of copolyesters consisting of 3-hydroxybutyrate and 3-hydroxyhexanoate by Aeromonas hydrophila.

Journal: Macromolecular bioscience 20040315

Title: Production of poly(3-hydroxybutyrate- co-3-hydroxyhexanoate) with flexible 3-hydroxyhexanoate content in Aeromonas hydrophila CGMCC 0911.

Journal: Applied microbiology and biotechnology 20040301

Title: Molecular cloning of polyhydroxyalkanoate synthesis operon from Aeromonas hydrophila and its expression in Escherichia coli.

Journal: Biotechnology progress 20040101

Title: Microbial synthesis of poly(3-hydroxyalkanoates) by Pseudomonas aeruginosa from fatty acids: identification of higher monomer units and structural characterization.

Journal: Biomacromolecules 20040101

Title: [Synthesis of copolyesters consisting of 3-hydroxybutyrate and 3-hydroxyhexanoate by Aeromonas hydrophila WQ and its molecular basis].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica 20031201

Title: [Fermentative production of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) (PHBHHx) by recombinant Aeromonas hydrophila 4AK4 (pTG01)].

Journal: Sheng wu gong cheng xue bao = Chinese journal of biotechnology 20031101

Title: In vivo evolution of the Aeromonas punctata polyhydroxyalkanoate (PHA) synthase: isolation and characterization of modified PHA synthases with enhanced activity.

Journal: Applied microbiology and biotechnology 20020801

Title: Direct observation of polyhydroxyalkanoate chains by atomic force microscopy.

Journal: Ultramicroscopy 20020501

Title: PCR cloning of polyhydroxyalkanoate biosynthesis genes from Burkholderia caryophylli and their functional expression in recombinant Escherichia coli.

Journal: FEMS microbiology letters 20020423

Title: Engineering of Ralstonia eutropha for production of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) from fructose and solid-state properties of the copolymer.

Journal: Biomacromolecules 20020101

Title: Biosynthesis and properties of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) polymers.

Journal: Biomacromolecules 20020101

Title: A two-step enzymatic resolution process for large-scale production of (S)- and (R)-ethyl-3-hydroxybutyrate.

Journal: Biotechnology and bioengineering 20010805

Title: Accumulation of free 3-hydroxy fatty acids in the culture media of fibroblasts from patients deficient in long-chain l-3-hydroxyacyl-CoA dehydrogenase: a useful diagnostic aid.

Journal: Clinical chemistry 20010101

Title: Development of a process for the biotechnological large-scale production of 4-hydroxyvalerate-containing polyesters and characterization of their physical and mechanical properties.

Journal: Biomacromolecules 20010101

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