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15720-25-9

15720-25-9 | 4-Imidazolidinehexanoic acid, 5-methyl-2-oxo-

CAS No: 15720-25-9 Catalog No: AG001P9W MDL No:

Product Description

Catalog Number:
AG001P9W
Chemical Name:
4-Imidazolidinehexanoic acid, 5-methyl-2-oxo-
CAS Number:
15720-25-9
Molecular Formula:
C10H18N2O3
Molecular Weight:
214.2615
IUPAC Name:
6-(5-methyl-2-oxoimidazolidin-4-yl)hexanoic acid
InChI:
InChI=1S/C10H18N2O3/c1-7-8(12-10(15)11-7)5-3-2-4-6-9(13)14/h7-8H,2-6H2,1H3,(H,13,14)(H2,11,12,15)
InChI Key:
AUTOLBMXDDTRRT-UHFFFAOYSA-N
SMILES:
OC(=O)CCCCCC1NC(=O)NC1C
EC Number:
208-566-2

Properties

Complexity:
243  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
214.132g/mol
Formal Charge:
0
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
214.265g/mol
Monoisotopic Mass:
214.132g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
78.4A^2
Undefined Atom Stereocenter Count:
2  
Undefined Bond Stereocenter Count:
0
XLogP3:
0.8  

Literature

Title Journal
Experimental Anti-Inflammatory Drug Semapimod Inhibits TLR Signaling by Targeting the TLR Chaperone gp96. Journal of immunology (Baltimore, Md. : 1950) 20160615
Biotin synthase: insights into radical-mediated carbon-sulfur bond formation. Biochimica et biophysica acta 20121101
Molecular expression and functional activity of sodium dependent multivitamin transporter in human prostate cancer cells. International journal of pharmaceutics 20121015
9-Mercaptodethiobiotin is generated as a ligand to the [2Fe-2S]+ cluster during the reaction catalyzed by biotin synthase from Escherichia coli. Journal of the American Chemical Society 20120606
Polydnavirus Ank proteins bind NF-κB homodimers and inhibit processing of Relish. PLoS pathogens 20120501
Biochemical and structural characterization of the Arabidopsis bifunctional enzyme dethiobiotin synthetase-diaminopelargonic acid aminotransferase: evidence for substrate channeling in biotin synthesis. The Plant cell 20120401
A Protein Epitope Signature Tag (PrEST) library allows SILAC-based absolute quantification and multiplexed determination of protein copy numbers in cell lines. Molecular & cellular proteomics : MCP 20120301
Enzymatic activities of isolated cytochrome bc₁-like complexes containing fused cytochrome b subunits with asymmetrically inactivated segments of electron transfer chains. Biochemistry 20120131
A pivotal heme-transfer reaction intermediate in cytochrome c biogenesis. The Journal of biological chemistry 20120120
Clostridium difficile cell wall protein CwpV undergoes enzyme-independent intramolecular autoproteolysis. The Journal of biological chemistry 20120106
Characterization of the biotin uptake system encoded by the biotin-inducible bioYMN operon of Corynebacterium glutamicum. BMC microbiology 20120101
Identification of genetic determinants and enzymes involved with the amidation of glutamic acid residues in the peptidoglycan of Staphylococcus aureus. PLoS pathogens 20120101
Oligomeric status and nucleotide binding properties of the plastid ATP/ADP transporter 1: toward a molecular understanding of the transport mechanism. PloS one 20120101
Evolution of the metabolic and regulatory networks associated with oxygen availability in two phytopathogenic enterobacteria. BMC genomics 20120101
Performance analysis of orthogonal pairs designed for an expanded eukaryotic genetic code. PloS one 20120101
The Chlamydia psittaci genome: a comparative analysis of intracellular pathogens. PloS one 20120101
The Membrane QmoABC Complex Interacts Directly with the Dissimilatory Adenosine 5'-Phosphosulfate Reductase in Sulfate Reducing Bacteria. Frontiers in microbiology 20120101
Characterization of the single stranded DNA binding protein SsbB encoded in the Gonoccocal Genetic Island. PloS one 20120101
Optimized expression and purification for high-activity preparations of algal [FeFe]-hydrogenase. PloS one 20120101
Reduction of the [2Fe-2S] cluster accompanies formation of the intermediate 9-mercaptodethiobiotin in Escherichia coli biotin synthase. Biochemistry 20110920
A continuous fluorescence displacement assay for BioA: an enzyme involved in biotin biosynthesis. Analytical biochemistry 20110901
Influenza virus ribonucleoprotein complexes gain preferential access to cellular export machinery through chromatin targeting. PLoS pathogens 20110901
A trigger enzyme in Mycoplasma pneumoniae: impact of the glycerophosphodiesterase GlpQ on virulence and gene expression. PLoS pathogens 20110901
Evaluating the sensitivity of Mycobacterium tuberculosis to biotin deprivation using regulated gene expression. PLoS pathogens 20110901
Inter-allelic prion propagation reveals conformational relationships among a multitude of [PSI] strains. PLoS genetics 20110901
The B-cell antigen receptor signals through a preformed transducer module of SLP65 and CIN85. The EMBO journal 20110831
Evolved streptavidin mutants reveal key role of loop residue in high-affinity binding. Protein science : a publication of the Protein Society 20110701
The N-glycan glycoprotein deglycosylation complex (Gpd) from Capnocytophaga canimorsus deglycosylates human IgG. PLoS pathogens 20110601
The Clostridium difficile cell wall protein CwpV is antigenically variable between strains, but exhibits conserved aggregation-promoting function. PLoS pathogens 20110401
Characterization of the Aspergillus nidulans biotin biosynthetic gene cluster and use of the bioDA gene as a new transformation marker. Fungal genetics and biology : FG & B 20110201
The Enhancer of split transcription factor Her8a is a novel dimerisation partner for Her3 that controls anterior hindbrain neurogenesis in zebrafish. BMC developmental biology 20110101
Towards a rigorous network of protein-protein interactions of the model sulfate reducer Desulfovibrio vulgaris Hildenborough. PloS one 20110101
Substrate pathways and mechanisms of inhibition in the sulfur oxygenase reductase of acidianus ambivalens. Frontiers in microbiology 20110101
Biochemical characterization of trans-sialidase TS1 variants from Trypanosoma congolense. BMC biochemistry 20110101
Identification of inhibitors against Mycobacterium tuberculosis thiamin phosphate synthase, an important target for the development of anti-TB drugs. PloS one 20110101
Influenza virus infection induces the nuclear relocalization of the Hsp90 co-chaperone p23 and inhibits the glucocorticoid receptor response. PloS one 20110101
Catalytic properties of the isolated diaphorase fragment of the NAD-reducing [NiFe]-hydrogenase from Ralstonia eutropha. PloS one 20110101
The role of the phosphatidylinositol 4-kinase PI4KA in hepatitis C virus-induced host membrane rearrangement. PloS one 20110101
Interaction-dependent PCR: identification of ligand-target pairs from libraries of ligands and libraries of targets in a single solution-phase experiment. Journal of the American Chemical Society 20101110
Protein trans-splicing on an M13 bacteriophage: towards directed evolution of a semisynthetic split intein by phage display. Journal of peptide science : an official publication of the European Peptide Society 20101001
Blood-to-retina transport of biotin via Na+-dependent multivitamin transporter (SMVT) at the inner blood-retinal barrier. Experimental eye research 20100901
Structural characterization of the Mycobacterium tuberculosis biotin biosynthesis enzymes 7,8-diaminopelargonic acid synthase and dethiobiotin synthetase . Biochemistry 20100810
Affinity recovery of lentivirus by diaminopelargonic acid mediated desthiobiotin labelling. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20100715
Time-resolved structural studies of protein reaction dynamics: a smorgasbord of X-ray approaches. Acta crystallographica. Section A, Foundations of crystallography 20100301
A combined computational and experimental investigation of the [2Fe-2S] cluster in biotin synthase. Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20100201
Prokaryotic ubiquitin-like protein (Pup) proteome of Mycobacterium tuberculosis [corrected] . PloS one 20100101
Lactococcus lactis, an alternative system for functional expression of peripheral and intrinsic Arabidopsis membrane proteins. PloS one 20100101
Synthesis of 5-hydroxyectoine from ectoine: crystal structure of the non-heme iron(II) and 2-oxoglutarate-dependent dioxygenase EctD. PloS one 20100101
Phosphorylation and methylation of proteasomal proteins of the haloarcheon Haloferax volcanii. Archaea (Vancouver, B.C.) 20100101
Superpose3D: a local structural comparison program that allows for user-defined structure representations. PloS one 20100101
The protein network surrounding the human telomere repeat binding factors TRF1, TRF2, and POT1. PloS one 20100101
Selenocysteine, pyrrolysine, and the unique energy metabolism of methanogenic archaea. Archaea (Vancouver, B.C.) 20100101
Overexpression of biotin synthase and biotin ligase is required for efficient generation of sulfur-35 labeled biotin in E. coli. BMC biotechnology 20100101
A selective assay to detect chitin and biologically active nano-machineries for chitin-biosynthesis with their intrinsic chitin-synthase molecules. International journal of molecular sciences 20100101
The photosensor protein Ppr of Rhodocista centenaria is linked to the chemotaxis signalling pathway. BMC microbiology 20100101
A genomic perspective on the potential of Actinobacillus succinogenes for industrial succinate production. BMC genomics 20100101
Homodimerization of the death-associated protein kinase catalytic domain: development of a new small molecule fluorescent reporter. PloS one 20100101
Genetic variation in the Solanaceae fruit bearing species lulo and tree tomato revealed by Conserved Ortholog (COSII) markers. Genetics and molecular biology 20100101
Sequestosome-1/p62 is the key intracellular target of innate defense regulator peptide. The Journal of biological chemistry 20091225
A complex between biotin synthase and the iron-sulfur cluster assembly chaperone HscA that enhances in vivo cluster assembly. Biochemistry 20091117
Adjustable ellipsoid nanoparticles assembled from re-engineered connectors of the bacteriophage phi29 DNA packaging motor. ACS nano 20090825
Protein residues that control the reaction trajectory in S-adenosylmethionine radical enzymes: mutagenesis of asparagine 153 and aspartate 155 in Escherichia coli biotin synthase. Biochemistry 20090324
Enzyme activities and subcellular localization of members of the Arabidopsis glutathione transferase superfamily. Journal of experimental botany 20090301
Structural insight into nucleotide recognition by human death-associated protein kinase. Acta crystallographica. Section D, Biological crystallography 20090301
Vitreal pharmacokinetics of biotinylated ganciclovir: role of sodium-dependent multivitamin transporter expressed on retina. Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics 20090201
Fabrication of massive sheets of single layer patterned arrays using lipid directed reengineered phi29 motor dodecamer. ACS nano 20090127
Selection of smart small-molecule ligands: the proof of principle. Analytical chemistry 20090101
Catalytic inhibition of topoisomerase II by a novel rationally designed ATP-competitive purine analogue. BMC chemical biology 20090101
A novel Ecotin-Ubiquitin-Tag (ECUT) for efficient, soluble peptide production in the periplasm of Escherichia coli. Microbial cell factories 20090101
Poisoning pyridoxal 5-phosphate-dependent enzymes: a new strategy to target the malaria parasite Plasmodium falciparum. PloS one 20090101
Differences between CusA and AcrB crystallisation highlighted by protein flexibility. PloS one 20090101
The interactome of the amyloid beta precursor protein family members is shaped by phosphorylation of their intracellular domains. Molecular neurodegeneration 20090101
Versatile dual reporter gene systems for investigating stop codon readthrough in plants. PloS one 20090101
The vitamin B1 metabolism of Staphylococcus aureus is controlled at enzymatic and transcriptional levels. PloS one 20090101
Repetitive architecture of the Haemophilus influenzae Hia trimeric autotransporter. Journal of molecular biology 20081226
Directed evolution of streptavidin variants using in vitro compartmentalization. Chemistry & biology 20080922
9-Mercaptodethiobiotin is formed as a competent catalytic intermediate by Escherichia coli biotin synthase. Biochemistry 20080902
Importance of the maintenance pathway in the regulation of the activity of Escherichia coli ribonucleotide reductase. Biochemistry 20080401
Loss of iron-sulfur clusters from biotin synthase as a result of catalysis promotes unfolding and degradation. Archives of biochemistry and biophysics 20080301
Purification of His-tagged proteins with [desthiobiotin-BSA-EDTA] conjugates exhibiting resistance to EDTA. Bioconjugate chemistry 20080301
Fluorescence labeling of a cytokine with desthiobiotin-tagged fluorescent puromycin. Journal of bioscience and bioengineering 20080301
A bifunctional locus (BIO3-BIO1) required for biotin biosynthesis in Arabidopsis. Plant physiology 20080101
The assembly of the plasmodial PLP synthase complex follows a defined course. PloS one 20080101
Stochastic resonance reveals 'pilot light' expression in mammalian genes. PloS one 20080101
Ligand specificity of group I biotin protein ligase of Mycobacterium tuberculosis. PloS one 20080101
Quorum sensing primes the oxidative stress response in the insect endosymbiont, Sodalis glossinidius. PloS one 20080101
Growth of Yersinia pseudotuberculosis in human plasma: impacts on virulence and metabolic gene expression. BMC microbiology 20080101
A novel tandem affinity purification strategy for the efficient isolation and characterisation of native protein complexes. Proteomics 20071201
In vivo resolution of conflicting in vitro results: synthesis of biotin from dethiobiotin does not require pyridoxal phosphate. Chemistry & biology 20071101
Method for screening and MALDI-TOF MS sequencing of encoded combinatorial libraries. Analytical chemistry 20071001
Double-modified albumins as a tool for antibody purification. Journal of biochemical and biophysical methods 20070610
The ISC [corrected] proteins Isa1 and Isa2 are required for the function but not for the de novo synthesis of the Fe/S clusters of biotin synthase in Saccharomyces cerevisiae. Eukaryotic cell 20070301
Reductive genome evolution from the mother of Rickettsia. PLoS genetics 20070101
Supervised group Lasso with applications to microarray data analysis. BMC bioinformatics 20070101
Structure and characterization of a novel chicken biotin-binding protein A (BBP-A). BMC structural biology 20070101
Transcriptional profiling of Actinobacillus pleuropneumoniae under iron-restricted conditions. BMC genomics 20070101
New pleiotropic effects of eliminating a rare tRNA from Streptomyces coelicolor, revealed by combined proteomic and transcriptomic analysis of liquid cultures. BMC genomics 20070101
Quantitative multiplex detection of plant pathogens using a novel ligation probe-based system coupled with universal, high-throughput real-time PCR on OpenArrays. BMC genomics 20070101
Role of the [2Fe-2S]2+ cluster in biotin synthase: mutagenesis of the atypical metal ligand arginine 260. Biochemistry 20061128
Biotin synthase mechanism: mutagenesis of the YNHNLD conserved motif. Biochemistry 20061010
The Arabidopsis Bio2 protein requires mitochondrial targeting for activity. Plant molecular biology 20061001
Fluorescence-activated cell sorting and cloning of bona fide CD8+ CTL with reversible MHC-peptide and antibody Fab' conjugates. Journal of immunology (Baltimore, Md. : 1950) 20060915
Biological significance and development of practical synthesis of biotin. Medicinal research reviews 20060701
Biotin uptake and cellular translocation in human derived retinoblastoma cell line (Y-79): a role of hSMVT system. International journal of pharmaceutics 20060407
Escherichia coli biotin synthase produces selenobiotin. Further evidence of the involvement of the [2Fe-2S]2+ cluster in the sulfur insertion step. Biochemistry 20060321
Photocrosslinking/label transfer: A key step in mapping short alpha-neurotoxin binding site on nicotinic acetylcholine receptor. Bioconjugate chemistry 20060101
The blood-brain barrier sodium-dependent multivitamin transporter: a molecular functional in vitro-in situ correlation. Drug metabolism and disposition: the biological fate of chemicals 20051001
Synthesis and electrochemical characterization of a transition-metal-modified ligand-receptor pair. Journal of the American Chemical Society 20050831
Stimuli-sensitive thin films prepared by a layer-by-layer deposition of 2-iminobiotin-labeled poly(ethyleneimine) and avidin. Langmuir : the ACS journal of surfaces and colloids 20050830
Biotin synthase mechanism: an overview. Biochemical Society transactions 20050801
A nucleosidase required for in vivo function of the S-adenosyl-L-methionine radical enzyme, biotin synthase. Chemistry & biology 20050501
Biotin uptake by human proximal tubular epithelial cells: cellular and molecular aspects. American journal of physiology. Renal physiology 20050401
Biotin synthase is catalytic in vivo, but catalysis engenders destruction of the protein. Chemistry & biology 20050401
The novel structure and chemistry of iron-sulfur clusters in the adenosylmethionine-dependent radical enzyme biotin synthase. Archives of biochemistry and biophysics 20050101
Disintegration of layer-by-layer assemblies composed of 2-iminobiotin-labeled poly(ethyleneimine) and avidin. Biomacromolecules 20050101
Phosphotyrosine interactome of the ErbB-receptor kinase family. Molecular systems biology 20050101
Further investigation on the turnover of Escherichia coli biotin synthase with dethiobiotin and 9-mercaptodethiobiotin as substrates. Biochemistry 20041228
Development of an enzymatic method for site-specific incorporation of desthiobiotin to recombinant proteins in vitro. Analytical biochemistry 20040815
Genetic analysis of an incomplete bio operon in a biotin auxotrophic strain of Bacillus subtilis natto OK2. Bioscience, biotechnology, and biochemistry 20040301
Role of the [2Fe-2S] cluster in recombinant Escherichia coli biotin synthase. Biochemistry 20040224
Crystal structure of biotin synthase, an S-adenosylmethionine-dependent radical enzyme. Science (New York, N.Y.) 20040102
Fate of the (2Fe-2S)(2+) cluster of Escherichia coli biotin synthase during reaction: a Mössbauer characterization. Biochemistry 20030729
Biotin uptake by human intestinal and liver epithelial cells: role of the SMVT system. American journal of physiology. Gastrointestinal and liver physiology 20030701
Control of adenosylmethionine-dependent radical generation in biotin synthase: a kinetic and thermodynamic analysis of substrate binding to active and inactive forms of BioB. Biochemistry 20030311
Transport of biotin in human keratinocytes. The Journal of investigative dermatology 20030301
Isolation and characterization of the plasma membrane biotin transporter from Schizosaccharomyces pombe. Yeast (Chichester, England) 20030201
Comparative genomics of Archaea: how much have we learned in six years, and what's next? Genome biology 20030101
The PLP-dependent biotin synthase from Escherichia coli: mechanistic studies. FEBS letters 20021218
Biotin synthase of Bacillus subtilis shows less reactivity than that of Escherichia coli in in vitro reaction systems. Archives of microbiology 20021201
Easily reversible desthiobiotin binding to streptavidin, avidin, and other biotin-binding proteins: uses for protein labeling, detection, and isolation. Analytical biochemistry 20020915
Evidence from Mössbauer spectroscopy for distinct [2Fe-2S](2+) and [4Fe-4S](2+) cluster binding sites in biotin synthase from Escherichia coli. Journal of the American Chemical Society 20020807
Biotin synthase is a pyridoxal phosphate-dependent cysteine desulfurase. Biochemistry 20020723
Reductive cleavage of S-adenosylmethionine by biotin synthase from Escherichia coli. The Journal of biological chemistry 20020419
Biocytin and biotin uptake into NB2a neuroblastoma and C6 astrocytoma cells. Brain research 20020125
Targeted PEG-based bioconjugates enhance the cellular uptake and transport of a HIV-1 TAT nonapeptide. Journal of controlled release : official journal of the Controlled Release Society 20011213
Structure-function studies of Escherichia coli biotin synthase via a chemical modification and site-directed mutagenesis approach. Journal of biochemistry 20011101
Biochemical characterization of the Arabidopsis biotin synthase reaction. The importance of mitochondria in biotin synthesis. Plant physiology 20011101
Biotin synthase contains two distinct iron-sulfur cluster binding sites: chemical and spectroelectrochemical analysis of iron-sulfur cluster interconversions. Biochemistry 20010727
Spectroscopic changes during a single turnover of biotin synthase: destruction of a [2Fe-2S] cluster accompanies sulfur insertion. Biochemistry 20010727
Targeting the sodium-dependent multivitamin transporter (SMVT) for improving the oral absorption properties of a retro-inverso Tat nonapeptide. Pharmaceutical research 20010701
Structural enzymology of biotin biosynthesis. FEBS letters 20010420
Use of a biomimetic peptide in the design of a competitive binding assay for biotin and biotin analogues. Analytical biochemistry 20010201
Biosynthesis of biotin and lipoic acid. Vitamins and hormones 20010101

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