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111-16-0,MFCD00004425
Catalog No.:AA003TPL

111-16-0 | Pimelic acid

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10g
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$11.00   $8.00
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25g
98%
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$15.00   $11.00
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100g
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500g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003TPL
Chemical Name:
Pimelic acid
CAS Number:
111-16-0
Molecular Formula:
C7H12O4
Molecular Weight:
160.1678
MDL Number:
MFCD00004425
SMILES:
OC(=O)CCCCCC(=O)O
NSC Number:
30112
Properties
Properties
 
BP:
212°C at 760 mmHg  
Form:
Solid  
MP:
103-105 °C  
Refractive Index:
1.4352 (estimate)  
Solubility:
ethanol: 0.1 g/mL, clear to very faintly hazy  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
125  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
6  
XLogP3:
0.5  

Literature

Title: A new synthetic HDAC inhibitor, MHY218, induces apoptosis or autophagy-related cell death in tamoxifen-resistant MCF-7 breast cancer cells.

Journal: Investigational new drugs 20121001

Title: Lipid profiling of the Arabidopsis hypersensitive response reveals specific lipid peroxidation and fragmentation processes: biogenesis of pimelic and azelaic acid.

Journal: Plant physiology 20120901

Title: Development of controlled release formulations of imidacloprid employing novel nano-ranged amphiphilic polymers.

Journal: Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20120101

Title: Metabolomics-based study of clinical and animal plasma samples in coronary heart disease with blood stasis syndrome.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: Tandem synthesis of alternating polyesters from renewable resources.

Journal: Nature communications 20111213

Title: Contributions of the peroxisome and β-oxidation cycle to biotin synthesis in fungi.

Journal: The Journal of biological chemistry 20111209

Title: Differential interaction of dicarboxylates with human sodium-dicarboxylate cotransporter 3 and organic anion transporters 1 and 3.

Journal: American journal of physiology. Renal physiology 20111101

Title: UPLC-MS-based urine metabolomics reveals indole-3-lactic acid and phenyllactic acid as conserved biomarkers for alcohol-induced liver disease in the Ppara-null mouse model.

Journal: Journal of proteome research 20110902

Title: Two dimensional self-assembly of bis-acylureas having various functional end groups.

Journal: Journal of colloid and interface science 20110715

Title: Pimelic acid-urea (1/2).

Journal: Acta crystallographica. Section E, Structure reports online 20110701

Title: Synthesis of the α,ω-dicarboxylic acid precursor of biotin by the canonical fatty acid biosynthetic pathway.

Journal: Current opinion in chemical biology 20110601

Title: Closing in on complete pathways of biotin biosynthesis.

Journal: Molecular bioSystems 20110601

Title: Poly[hexa-aqua-bis-(μ(3)-hepta-nedioato-κO:O':O'')dimagnesium].

Journal: Acta crystallographica. Section E, Structure reports online 20110601

Title: Functional characterization of a gene cluster involved in gentisate catabolism in Rhodococcus sp. strain NCIMB 12038.

Journal: Applied microbiology and biotechnology 20110401

Title: Metabolite cross-feeding enhances virulence in a model polymicrobial infection.

Journal: PLoS pathogens 20110301

Title: Bacterial syntenies: an exact approach with gene quorum.

Journal: BMC bioinformatics 20110101

Title: Importance of the long-chain fatty acid beta-hydroxylating cytochrome P450 enzyme YbdT for lipopeptide biosynthesis in Bacillus subtilis strain OKB105.

Journal: International journal of molecular sciences 20110101

Title: Environment sensing and response mediated by ABC transporters.

Journal: BMC genomics 20110101

Title: In vivo and in silico determination of essential genes of Campylobacter jejuni.

Journal: BMC genomics 20110101

Title: Metabolomics of oxidative stress in recent studies of endogenous and exogenously administered intermediate metabolites.

Journal: International journal of molecular sciences 20110101

Title: Evaluating the effects of crystallinity in new biocompatible polyester nanocarriers on drug release behavior.

Journal: International journal of nanomedicine 20110101

Title: Degradation of a model naphthenic acid, cyclohexanoic acid, by vacuum UV (172 nm) and UV (254 nm)/H2O2.

Journal: The journal of physical chemistry. A 20101118

Title: Biotin synthesis begins by hijacking the fatty acid synthetic pathway.

Journal: Nature chemical biology 20100901

Title: Identification of noninvasive biomarkers for alcohol-induced liver disease using urinary metabolomics and the Ppara-null mouse.

Journal: Journal of proteome research 20100806

Title: Anticancer effects of the MHY218 novel hydroxamic acid-derived histone deacetylase inhibitor in human ovarian cancer cells.

Journal: International journal of oncology 20100801

Title: Selectivity in a barren landscape: the P450(BioI)-ACP complex.

Journal: Biochemical Society transactions 20100801

Title: Aerosol volatility and enthalpy of sublimation of carboxylic acids.

Journal: The journal of physical chemistry. A 20100408

Title: Two new pimelic diphenylamide HDAC inhibitors induce sustained frataxin upregulation in cells from Friedreich's ataxia patients and in a mouse model.

Journal: PloS one 20100101

Title: Analysis of gene evolution and metabolic pathways using the Candida Gene Order Browser.

Journal: BMC genomics 20100101

Title: The complete genome sequence of Cupriavidus metallidurans strain CH34, a master survivalist in harsh and anthropogenic environments.

Journal: PloS one 20100101

Title: A genomic perspective on the potential of Actinobacillus succinogenes for industrial succinate production.

Journal: BMC genomics 20100101

Title: Chemical probes identify a role for histone deacetylase 3 in Friedreich's ataxia gene silencing.

Journal: Chemistry & biology 20090925

Title: Radiation metabolomics. 3. Biomarker discovery in the urine of gamma-irradiated rats using a simplified metabolomics protocol of gas chromatography-mass spectrometry combined with random forests machine learning algorithm.

Journal: Radiation research 20090801

Title: Metabonomics approach to understanding acute and chronic stress in rat models.

Journal: Journal of proteome research 20090501

Title: Involvement of an alternatively spliced mitochondrial oxodicarboxylate carrier in adipogenesis in 3T3-L1 cells.

Journal: Journal of biomedical science 20090101

Title: Synthesis, Binding and Fluorescence Studies of Bis-2-amidopyrrole Receptors for Bis-carboxylate Anions.

Journal: Sensors (Basel, Switzerland) 20090101

Title: Pimelic diphenylamide 106 is a slow, tight-binding inhibitor of class I histone deacetylases.

Journal: The Journal of biological chemistry 20081219

Title: Structure of bacterial glutathione-S-transferase maleyl pyruvate isomerase and implications for mechanism of isomerisation.

Journal: Journal of molecular biology 20081205

Title: Use of benzoate as an electron acceptor by Syntrophus aciditrophicus grown in pure culture with crotonate.

Journal: Environmental microbiology 20081201

Title: Spontaneous reaction silencing in metabolic optimization.

Journal: PLoS computational biology 20081201

Title: Synthesis and solution structure of 3,5-dioxopimelic acid diesters--stable 1,3,5,7-tetracarbonyl derivatives.

Journal: Organic & biomolecular chemistry 20080907

Title: (Heptanedioato-κO,O')bis-(1,10-phenanthroline-κN,N')zinc(II) hexa-hydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20080401

Title: Conformationally constrained diketopimelic acid analogues as inhibitors of dihydrodipicolinate synthase.

Journal: Bioorganic & medicinal chemistry letters 20080115

Title: Crystal structures and site-directed mutagenesis of a mycothiol-dependent enzyme reveal a novel folding and molecular basis for mycothiol-mediated maleylpyruvate isomerization.

Journal: The Journal of biological chemistry 20070601

Title: Molecular model for host–guest interaction of tetraamino-tert-butylthiacalix[4]arene and tetraamino-tert-butylcalix[4]arene receptors with carboxylate and dicarboxylate guests: an ONIOM study.

Journal: Journal of molecular modeling 20070101

Title: Complete gene expression profiling of Saccharopolyspora erythraea using GeneChip DNA microarrays.

Journal: Microbial cell factories 20070101

Title: A dinuclear lanthanide complex for the recognition of bis(carboxylates): formation of terbium(III) luminescent self-assembly ternary complexes in aqueous solution.

Journal: Inorganic chemistry 20061113

Title: Histone deacetylase inhibitors reverse gene silencing in Friedreich's ataxia.

Journal: Nature chemical biology 20061001

Title: Biological significance and development of practical synthesis of biotin.

Journal: Medicinal research reviews 20060701

Title: The gene ncgl2918 encodes a novel maleylpyruvate isomerase that needs mycothiol as cofactor and links mycothiol biosynthesis and gentisate assimilation in Corynebacterium glutamicum.

Journal: The Journal of biological chemistry 20060421

Title: Integration of metabolome data with metabolic networks reveals reporter reactions.

Journal: Molecular systems biology 20060101

Title: Synthesis, Superoxide Dismutase Mimetic and Anticancer Activities of Metal Complexes of 2,2-Dimethylpentanedioic Acid(2dmepdaH(2)) and 3,3-Dimethylpentanedioic acid(3dmepdaH(2)): X-Ray Crystal Structures of [Cu(3dmepda)(bipy)](2). 6H(2)O and [Cu(2dmepda)(bipy)(EtOH)](2). 4EtOH (bipy = 2,2'Bipyridine).

Journal: Bioinorganic chemistry and applications 20060101

Title: Chemically synthesized pathogen-associated molecular patterns increase the expression of peptidoglycan recognition proteins via toll-like receptors, NOD1 and NOD2 in human oral epithelial cells.

Journal: Cellular microbiology 20050501

Title: The pimFABCDE operon from Rhodopseudomonas palustris mediates dicarboxylic acid degradation and participates in anaerobic benzoate degradation.

Journal: Microbiology (Reading, England) 20050301

Title: Spin-labelled vacuolar-ATPase inhibitors in lipid membranes.

Journal: Biochimica et biophysica acta 20041011

Title: Carbon-carbon bond cleavage by cytochrome p450(BioI)(CYP107H1).

Journal: Chemical communications (Cambridge, England) 20040107

Title: Viscosity B-coefficients and activation parameters for viscous flow of a solution of heptanedioic acid in aqueous sucrose solution.

Journal: Carbohydrate research 20031121

Title: X-ray studies on crystalline complexes involving amino acids and peptides. XLI. Commonalities in aggregation and conformation revealed by the crystal structures of the pimelic acid complexes of L-arginine and DL-lysine.

Journal: Acta crystallographica. Section B, Structural science 20031001

Title: Structural phases of hexamethylenetetramine-pimelic acid (1/1): a unified description based on a stacking model.

Journal: Acta crystallographica. Section B, Structural science 20030801

Title: Alicycliphilus denitrificans gen. nov., sp. nov., a cyclohexanol-degrading, nitrate-reducing beta-proteobacterium.

Journal: International journal of systematic and evolutionary microbiology 20030101

Title: Acyl group specificity at the active site of tetrahydridipicolinate N-succinyltransferase.

Journal: Protein science : a publication of the Protein Society 20020401

Title: Characterization of the initial steps in the reductive dehalogenation catalyzed by tetrachlorohydroquinone dehalogenase.

Journal: Biochemistry 20020129

Title: Selective nucleation and discovery of organic polymorphs through epitaxy with single crystal substrates.

Journal: Journal of the American Chemical Society 20011107

Title: Infrared spectra of the hydrogen bond in pimelic acid crystals: polarization and temperature effects.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20011001

Title: Isotope-tagged cross-linking reagents. A new tool in mass spectrometric protein interaction analysis.

Journal: Analytical chemistry 20010501

Title: Identification of the human mitochondrial oxodicarboxylate carrier. Bacterial expression, reconstitution, functional characterization, tissue distribution, and chromosomal location.

Journal: The Journal of biological chemistry 20010316

Title: nag genes of Ralstonia (formerly Pseudomonas) sp. strain U2 encoding enzymes for gentisate catabolism.

Journal: Journal of bacteriology 20010101

Title: Biochemical and genetic characterization of a gentisate 1, 2-dioxygenase from Sphingomonas sp. strain RW5.

Journal: Journal of bacteriology 19980801

Title: Anaerobic degradation of pimelate by newly isolated denitrifying bacteria.

Journal: Microbiology (Reading, England) 19940201

Title: Bacterial metabolism of 5-aminosalicylic acid: enzymic conversion to L-malate, pyruvate and ammonia.

Journal: Journal of general microbiology 19930501

Title: Inhibition of HIV-1 proteinase by non-peptide carboxylates.

Journal: Biochemical and biophysical research communications 19910415

Title: Streptomyces DD-carboxypeptidases as transpeptidases. The specificity for amino compounds acting as carboxyl acceptors.

Journal: The Biochemical journal 19730401

Title: Isolation and characterization of uridine diphosphate-N-glycolylmuramyl-L-alanyl-gamma-D-glutamyl-meso-alpha,alpha'-diaminopimelic acid from Mycobacterium tuberculosis.

Journal: Biochemical and biophysical research communications 19700408

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