INDOLE-3-PYRUVIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H9NO3
Molecular Weight	203.1941
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C(=O)CC1=CNC2=C1C=CC=C2

InChI

InChIKey=RSTKLPZEZYGQPY-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Cold-adapted and rhizosphere-competent strain of Rahnella sp. with broad-spectrum plant growth-promotion potential.	2010-12	21193830
Reassessing the role of N-hydroxytryptamine in auxin biosynthesis.	2010-12	20974893
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.	2010-11	20924026
L-Tryptophan catabolism by Rubrivivax benzoatilyticus JA2 occurs through indole 3-pyruvic acid pathway.	2010-09	20217460
Sugar levels regulate tryptophan-dependent auxin biosynthesis in developing maize kernels.	2010-05	20237017
Auxin biosynthesis inhibitors, identified by a genomics-based approach, provide insights into auxin biosynthesis.	2010-04	20234049
Complete genomic structure of the cultivated rice endophyte Azospirillum sp. B510.	2010-02	20047946
Automatic assignment of EC numbers.	2010-01-29	20126531
Rapid Isocratic Liquid Chromatographic Separation and Quantification of Tryptophan and Six kynurenine Metabolites in Biological Samples with Ultraviolet and Fluorimetric Detection.	2010	22084598
D-amino acid oxidase generates agonists of the aryl hydrocarbon receptor from D-tryptophan.	2009-12	19860415
Structural identification of Diindole agonists of the aryl hydrocarbon receptor derived from degradation of indole-3-pyruvic acid.	2009-12	19860413
High rates and substrate selectivities in water by polyvinylimidazoles as transaminase enzyme mimics with hydrophobically bound pyridoxamine derivatives as coenzyme mimics.	2009-11-04	19824661
An anaerobic-type alpha-ketoglutarate ferredoxin oxidoreductase completes the oxidative tricarboxylic acid cycle of Mycobacterium tuberculosis.	2009-11	19936047
Complete genome sequence of the sugarcane nitrogen-fixing endophyte Gluconacetobacter diazotrophicus Pal5.	2009-09-23	19775431
The TRANSPORT INHIBITOR RESPONSE2 gene is required for auxin synthesis and diverse aspects of plant development.	2009-09	19625638
CgOpt1, a putative oligopeptide transporter from Colletotrichum gloeosporioides that is involved in responses to auxin and pathogenicity.	2009-08-21	19698103
Regulatory interactions between quorum-sensing, auxin, cytokinin, and the Hrp regulon in relation to gall formation and epiphytic fitness of Pantoea agglomerans pv. gypsophilae.	2009-07	19522567
Arabidopsis GH3.12 (PBS3) conjugates amino acids to 4-substituted benzoates and is inhibited by salicylate.	2009-04-10	19189963
Evolution of camalexin and structurally related indolic compounds.	2009-03-06	19523656
Investigating the initial steps in the biosynthesis of cyanobacterial sunscreen scytonemin.	2008-11-19	18954141
A genome survey of Moniliophthora perniciosa gives new insights into Witches' Broom Disease of cacao.	2008-11-18	19019209
Comprehensive transcriptome analysis of phytohormone biosynthesis and signaling genes in microspore/pollen and tapetum of rice.	2008-10	18718932
Functional identification and expression of indole-3-pyruvate decarboxylase from Paenibacillus polymyxa E681.	2008-07	18667851
A new path to auxin.	2008-06	18488010
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.	2008-05	18705875
Organization of the ipdC region regulates IAA levels in different Azospirillum brasilense strains: molecular and functional analysis of ipdC in strain SM.	2008-05	18248455
An ipdC gene knock-out of Azospirillum brasilense strain SM and its implications on indole-3-acetic acid biosynthesis and plant growth promotion.	2008-05	17952626
TAA1-mediated auxin biosynthesis is essential for hormone crosstalk and plant development.	2008-04-04	18394997
Rapid synthesis of auxin via a new tryptophan-dependent pathway is required for shade avoidance in plants.	2008-04-04	18394996
A new gene for auxin synthesis.	2008-04-04	18394986
Crystal structure of VioE, a key player in the construction of the molecular skeleton of violacein.	2008-03-07	18171677
The paramutated SULFUREA locus of tomato is involved in auxin biosynthesis.	2008	18757490
Many roads lead to "auxin": of nitrilases, synthases, and amidases.	2006-05	16807824
Enzymatic generation of the chromopyrrolic acid scaffold of rebeccamycin by the tandem action of RebO and RebD.	2005-12-06	16313168
Aldehyde oxidase (AO) in the root nodules of Lupinus albus and Medicago truncatula: identification of AO in meristematic and infection zones.	2005-05	15915639
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.	2005-04-26	15835904
Separation and determination of L-tryptophan and its metabolites by capillary micellar electrokinetic chromatography with amperometric detection.	2005-02	15714546
Biochemical and molecular characterization of alpha-ketoisovalerate decarboxylase, an enzyme involved in the formation of aldehydes from amino acids by Lactococcus lactis.	2004-09-15	15358422
IAR4, a gene required for auxin conjugate sensitivity in Arabidopsis, encodes a pyruvate dehydrogenase E1alpha homolog.	2004-06	15173569
Aspartate aminotransferase generates proagonists of the aryl hydrocarbon receptor.	2003-09	12920190
Studies on structure-function relationships of indolepyruvate decarboxylase from Enterobacter cloacae, a key enzyme of the indole acetic acid pathway.	2003-05	12752452
The catabolism of amino acids to long chain and complex alcohols in Saccharomyces cerevisiae.	2003-03-07	12499363
The enol tautomer of indole-3-pyruvic acid as a biological switch in stress responses.	2003	15206779
Neurokynurenines (NEKY) as common neurochemical links of stress and anxiety.	2003	15206724
Formation of kynurenic and xanthurenic acids from kynurenine and 3-hydroxykynurenine in the dinoflagellate Lingulodinium polyedrum: role of a novel, oxidative pathway.	2002-11	12379423
Evidence for production of the phytohormone indole-3-acetic acid by cyanobacteria.	2002-06	12029472
[Aerobic methylobacteria are capable of synthesizing auxins].	2001-09-18	11558269
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.	2001-05	11440156

Patents

Name

Type

Language

INDOLE-3-PYRUVIC ACID

Systematic Name

English

NSC-88874

Preferred Name

English

1H-INDOLE-3-PROPANOIC ACID, ALPHA-OXO-

Common Name

English

KETO TRYPTOPHAN

Systematic Name

English

1H-INDOLE-3-PROPANOIC ACID, .ALPHA.-OXO

Systematic Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

226700