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392-12-1 | 3-(1H-Indol-3-yl)-2-oxopropanoic acid
CAS No: 392-12-1 Catalog No: AG003HZC MDL No:MFCD00005640
Product Description
Catalog Number:
AG003HZC
Chemical Name:
3-(1H-Indol-3-yl)-2-oxopropanoic acid
CAS Number:
392-12-1
Molecular Formula:
C11H9NO3
Molecular Weight:
203.1941
MDL Number:
MFCD00005640
IUPAC Name:
3-(1H-indol-3-yl)-2-oxopropanoic acid
InChI:
InChI=1S/C11H9NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H,14,15)
InChI Key:
RSTKLPZEZYGQPY-UHFFFAOYSA-N
SMILES:
OC(=O)C(=O)Cc1c[nH]c2c1cccc2
EC Number:
206-874-1
UNII:
4QM0LT13A8
NSC Number:
88874
Properties
Complexity:
277
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
203.058g/mol
Formal Charge:
0
Heavy Atom Count:
15
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
203.197g/mol
Monoisotopic Mass:
203.058g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
70.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.3
Literature
| Title | Journal |
|---|---|
| Indole derivative production by the root endophyte Piriformospora indica is not required for growth promotion but for biotrophic colonization of barley roots. | The New phytologist 20121001 |
| Biosynthesis of the halogenated auxin, 4-chloroindole-3-acetic acid. | Plant physiology 20120701 |
| Plant-derived auxin plays an accessory role in symptom development upon Rhodococcus fascians infection. | The Plant journal : for cell and molecular biology 20120501 |
| The pathway of auxin biosynthesis in plants. | Journal of experimental botany 20120501 |
| Translatome and metabolome effects triggered by gibberellins during rosette growth in Arabidopsis. | Journal of experimental botany 20120401 |
| Auxin biosynthesis: a simple two-step pathway converts tryptophan to indole-3-acetic acid in plants. | Molecular plant 20120301 |
| PIF4-mediated activation of YUCCA8 expression integrates temperature into the auxin pathway in regulating arabidopsis hypocotyl growth. | PLoS genetics 20120301 |
| A novel, simple, and sensitive colorimetric method to determine aromatic amino acid aminotransferase activity using the Salkowski reagent. | Folia microbiologica 20120101 |
| Quorum sensing signaling molecules produced by reference and emerging soft-rot bacteria (Dickeya and Pectobacterium spp.). | PloS one 20120101 |
| Development and Validation of a Reversed-Phase Liquid Chromatography Method for the Simultaneous Determination of Indole-3-Acetic Acid, Indole-3-Pyruvic Acid, and Abscisic Acid in Barley (Hordeum vulgare L.). | Journal of analytical methods in chemistry 20120101 |
| A novel tool for studying auxin-metabolism: the inhibition of grapevine indole-3-acetic acid-amido synthetases by a reaction intermediate analogue. | PloS one 20120101 |
| Protocol: High-throughput and quantitative assays of auxin and auxin precursors from minute tissue samples. | Plant methods 20120101 |
| Tryptophan in alcoholism treatment I: kynurenine metabolites inhibit the rat liver mitochondrial low Km aldehyde dehydrogenase activity, elevate blood acetaldehyde concentration and induce aversion to alcohol. | Alcohol and alcoholism (Oxford, Oxfordshire) 20111101 |
| A small-molecule screen identifies L-kynurenine as a competitive inhibitor of TAA1/TAR activity in ethylene-directed auxin biosynthesis and root growth in Arabidopsis. | The Plant cell 20111101 |
| YUC and TAA1/TAR proteins function in the same pathway for auxin biosynthesis. | The Plant cell 20111101 |
| The Arabidopsis YUCCA1 flavin monooxygenase functions in the indole-3-pyruvic acid branch of auxin biosynthesis. | The Plant cell 20111101 |
| Auxin-cytokinin interaction regulates meristem development. | Molecular plant 20110701 |
| YUCCA6 over-expression demonstrates auxin function in delaying leaf senescence in Arabidopsis thaliana. | Journal of experimental botany 20110701 |
| Functional characterization of the CKRC1/TAA1 gene and dissection of hormonal actions in the Arabidopsis root. | The Plant journal : for cell and molecular biology 20110501 |
| Transcriptome analysis of the rhizosphere bacterium Azospirillum brasilense reveals an extensive auxin response. | Microbial ecology 20110501 |
| Automated analysis of hypocotyl growth dynamics during shade avoidance in Arabidopsis. | The Plant journal : for cell and molecular biology 20110301 |
| The genetic diversity of culturable nitrogen-fixing bacteria in the rhizosphere of wheat. | Microbial ecology 20110201 |
| vanishing tassel2 encodes a grass-specific tryptophan aminotransferase required for vegetative and reproductive development in maize. | The Plant cell 20110201 |
| Arabidopsis and Tobacco superman regulate hormone signalling and mediate cell proliferation and differentiation. | Journal of experimental botany 20110101 |
| Aintegumenta and Aintegumenta-Like6 regulate auxin-mediated flower development in Arabidopsis. | BMC research notes 20110101 |
| Genomic insights into the versatility of the plant growth-promoting bacterium Azospirillum amazonense. | BMC genomics 20110101 |
| Biosynthetic gene cluster for the cladoniamides, bis-indoles with a rearranged scaffold. | PloS one 20110101 |
| Bioactive pigments from marine bacteria: applications and physiological roles. | Evidence-based complementary and alternative medicine : eCAM 20110101 |
| Transcriptomic characterization of a synergistic genetic interaction during carpel margin meristem development in Arabidopsis thaliana. | PloS one 20110101 |
| Tryptophan oxidative metabolism catalyzed by geobacillus stearothermophilus: a thermophile isolated from kuwait soil contaminated with petroleum hydrocarbons. | International journal of tryptophan research : IJTR 20110101 |
| Insights into auxin signaling in plant-pathogen interactions. | Frontiers in plant science 20110101 |
| Reassessing the role of N-hydroxytryptamine in auxin biosynthesis. | Plant physiology 20101201 |
| Cold-adapted and rhizosphere-competent strain of Rahnella sp. with broad-spectrum plant growth-promotion potential. | Journal of microbiology and biotechnology 20101201 |
| Sugar-hormone cross-talk in seed development: two redundant pathways of IAA biosynthesis are regulated differentially in the invertase-deficient miniature1 (mn1) seed mutant in maize. | Molecular plant 20101101 |
| L-Tryptophan catabolism by Rubrivivax benzoatilyticus JA2 occurs through indole 3-pyruvic acid pathway. | Biodegradation 20100901 |
| Sugar levels regulate tryptophan-dependent auxin biosynthesis in developing maize kernels. | Plant physiology 20100501 |
| Auxin biosynthesis inhibitors, identified by a genomics-based approach, provide insights into auxin biosynthesis. | Plant & cell physiology 20100401 |
| Complete genomic structure of the cultivated rice endophyte Azospirillum sp. B510. | DNA research : an international journal for rapid publication of reports on genes and genomes 20100201 |
| Automatic assignment of EC numbers. | PLoS computational biology 20100101 |
| Rapid Isocratic Liquid Chromatographic Separation and Quantification of Tryptophan and Six kynurenine Metabolites in Biological Samples with Ultraviolet and Fluorimetric Detection. | International journal of tryptophan research : IJTR 20100101 |
| Structural identification of Diindole agonists of the aryl hydrocarbon receptor derived from degradation of indole-3-pyruvic acid. | Chemical research in toxicology 20091201 |
| D-amino acid oxidase generates agonists of the aryl hydrocarbon receptor from D-tryptophan. | Chemical research in toxicology 20091201 |
| High rates and substrate selectivities in water by polyvinylimidazoles as transaminase enzyme mimics with hydrophobically bound pyridoxamine derivatives as coenzyme mimics. | Journal of the American Chemical Society 20091104 |
| An anaerobic-type alpha-ketoglutarate ferredoxin oxidoreductase completes the oxidative tricarboxylic acid cycle of Mycobacterium tuberculosis. | PLoS pathogens 20091101 |
| The TRANSPORT INHIBITOR RESPONSE2 gene is required for auxin synthesis and diverse aspects of plant development. | Plant physiology 20090901 |
| A chemical screening approach reveals that indole fluorescence is quenched by pre-fibrillar but not fibrillar amyloid-beta. | Bioorganic & medicinal chemistry letters 20090901 |
| Regulatory interactions between quorum-sensing, auxin, cytokinin, and the Hrp regulon in relation to gall formation and epiphytic fitness of Pantoea agglomerans pv. gypsophilae. | Molecular plant-microbe interactions : MPMI 20090701 |
| Structural insight into the inhibition of human kynurenine aminotransferase I/glutamine transaminase K. | Journal of medicinal chemistry 20090514 |
| Arabidopsis GH3.12 (PBS3) conjugates amino acids to 4-substituted benzoates and is inhibited by salicylate. | The Journal of biological chemistry 20090410 |
| Evolution of camalexin and structurally related indolic compounds. | Phytochemistry 20090101 |
| CgOpt1, a putative oligopeptide transporter from Colletotrichum gloeosporioides that is involved in responses to auxin and pathogenicity. | BMC microbiology 20090101 |
| Complete genome sequence of the sugarcane nitrogen-fixing endophyte Gluconacetobacter diazotrophicus Pal5. | BMC genomics 20090101 |
| Investigating the initial steps in the biosynthesis of cyanobacterial sunscreen scytonemin. | Journal of the American Chemical Society 20081119 |
| Comprehensive transcriptome analysis of phytohormone biosynthesis and signaling genes in microspore/pollen and tapetum of rice. | Plant & cell physiology 20081001 |
| The paramutated SULFUREA locus of tomato is involved in auxin biosynthesis. | Journal of experimental botany 20081001 |
| Functional identification and expression of indole-3-pyruvate decarboxylase from Paenibacillus polymyxa E681. | Journal of microbiology and biotechnology 20080701 |
| A new path to auxin. | Nature chemical biology 20080601 |
| An ipdC gene knock-out of Azospirillum brasilense strain SM and its implications on indole-3-acetic acid biosynthesis and plant growth promotion. | Antonie van Leeuwenhoek 20080501 |
| Organization of the ipdC region regulates IAA levels in different Azospirillum brasilense strains: molecular and functional analysis of ipdC in strain SM. | Environmental microbiology 20080501 |
| Indole-3-acetic acid (IAA) biosynthesis in the smut fungus Ustilago maydis and its relevance for increased IAA levels in infected tissue and host tumour formation. | Molecular plant pathology 20080501 |
| A new gene for auxin synthesis. | Cell 20080404 |
| Rapid synthesis of auxin via a new tryptophan-dependent pathway is required for shade avoidance in plants. | Cell 20080404 |
| TAA1-mediated auxin biosynthesis is essential for hormone crosstalk and plant development. | Cell 20080404 |
| Crystal structure of VioE, a key player in the construction of the molecular skeleton of violacein. | The Journal of biological chemistry 20080307 |
| A genome survey of Moniliophthora perniciosa gives new insights into Witches' Broom Disease of cacao. | BMC genomics 20080101 |
| Terrequinone A biosynthesis through L-tryptophan oxidation, dimerization and bisprenylation. | Nature chemical biology 20070901 |
| Microsphere-based protease assays and screening application for lethal factor and factor Xa. | Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501 |
| Many roads lead to 'auxin': of nitrilases, synthases, and amidases. | Plant biology (Stuttgart, Germany) 20060501 |
| Enzymatic generation of the chromopyrrolic acid scaffold of rebeccamycin by the tandem action of RebO and RebD. | Biochemistry 20051206 |
| Aldehyde oxidase (AO) in the root nodules of Lupinus albus and Medicago truncatula: identification of AO in meristematic and infection zones. | Molecular plant-microbe interactions : MPMI 20050501 |
| Intermediates and transition states in thiamin diphosphate-dependent decarboxylases. A kinetic and NMR study on wild-type indolepyruvate decarboxylase and variants using indolepyruvate, benzoylformate, and pyruvate as substrates. | Biochemistry 20050426 |
| Separation and determination of L-tryptophan and its metabolites by capillary micellar electrokinetic chromatography with amperometric detection. | Electrophoresis 20050201 |
| Biochemical and molecular characterization of alpha-ketoisovalerate decarboxylase, an enzyme involved in the formation of aldehydes from amino acids by Lactococcus lactis. | FEMS microbiology letters 20040915 |
| IAR4, a gene required for auxin conjugate sensitivity in Arabidopsis, encodes a pyruvate dehydrogenase E1alpha homolog. | Plant physiology 20040601 |
| Aspartate aminotransferase generates proagonists of the aryl hydrocarbon receptor. | Molecular pharmacology 20030901 |
| Studies on structure-function relationships of indolepyruvate decarboxylase from Enterobacter cloacae, a key enzyme of the indole acetic acid pathway. | European journal of biochemistry 20030501 |
| The catabolism of amino acids to long chain and complex alcohols in Saccharomyces cerevisiae. | The Journal of biological chemistry 20030307 |
| Neurokynurenines (NEKY) as common neurochemical links of stress and anxiety. | Advances in experimental medicine and biology 20030101 |
| The enol tautomer of indole-3-pyruvic acid as a biological switch in stress responses. | Advances in experimental medicine and biology 20030101 |
| Formation of kynurenic and xanthurenic acids from kynurenine and 3-hydroxykynurenine in the dinoflagellate Lingulodinium polyedrum: role of a novel, oxidative pathway. | Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20021101 |
| Evidence for production of the phytohormone indole-3-acetic acid by cyanobacteria. | Planta 20020601 |
| Evidence for the presence of DNA-binding proteins involved in regulation of the gene expression of indole-3-pyruvic acid decarboxylase, a key enzyme in indole-3-acetic acid biosynthesis in Azospirillum lipoferum FS. | Bioscience, biotechnology, and biochemistry 20010501 |
| [Aerobic methylobacteria are capable of synthesizing auxins]. | Mikrobiologiia 20010101 |
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