3-IODOTYROSINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C9H10INO3
Molecular Weight	307.0851
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

N[C@@H](CC1=CC=C(O)C(I)=C1)C(O)=O

InChI

InChIKey=UQTZMGFTRHFAAM-ZETCQYMHSA-N

InChI=1S/C9H10INO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)/t7-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C9H10INO3
Molecular Weight	307.0851
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Dietary modulation of Drosophila sleep-wake behaviour.	2010-08-10	20706579
Early temporal effects of three thyroid hormone synthesis inhibitors in Xenopus laevis.	2010-06-01	20153061
A pair of dopamine neurons target the D1-like dopamine receptor DopR in the central complex to promote ethanol-stimulated locomotion in Drosophila.	2010-04-01	20376353
Genetic encoding of non-natural amino acids in Drosophila melanogaster Schneider 2 cells.	2010-03	20052681
Structural Aspects of Phenylalanylation and Quality Control in Three Major Forms of Phenylalanyl-tRNA Synthetase.	2010	22331999
Requirement of a dopaminergic neuronal phenotype for toxicity of low concentrations of 1-methyl-4-phenylpyridinium to human cells.	2009-11-15	19647008
A mammalian reductive deiodinase has broad power to dehalogenate chlorinated and brominated substrates.	2009-10-14	19777994
Investigating bacterial sources of toxicity as an environmental contributor to dopaminergic neurodegeneration.	2009-10-06	19806188
Genetic encoding of 3-iodo-L-tyrosine in Escherichia coli for single-wavelength anomalous dispersion phasing in protein crystallography.	2009-03-11	19278648
Ancient tRNA synthetase meets modern structural biology.	2009-03-11	19278642
Molecular characterization of iodotyrosine dehalogenase deficiency in patients with hypothyroidism.	2008-12	18765512
Glucagon-like peptide 1 receptor stimulation reverses key deficits in distinct rodent models of Parkinson's disease.	2008-05-21	18492290
Interaction of dopamine, female pheromones, locomotion and sex behavior in Drosophila melanogaster.	2008-05-20	18762189
Drosophila dopamine synthesis pathway genes regulate tracheal morphogenesis.	2007-08-01	17585895
Chiral discrimination of D- and L-amino acids using iodinated tyrosines as chiral references: effect of iodine substituent.	2007-08	17588770
Nicotine promotes cell proliferation via alpha7-nicotinic acetylcholine receptor and catecholamine-synthesizing enzymes-mediated pathway in human colon adenocarcinoma HT-29 cells.	2007-06-15	17498763
Bioinorganic chemistry in thyroid gland: effect of antithyroid drugs on peroxidase-catalyzed oxidation and iodination reactions.	2006	17497002
Site-specific incorporation of non-natural amino acids into proteins in mammalian cells with an expanded genetic code.	2006	17406555
The diazo route to diazonamide A: studies on the tyrosine-derived fragment.	2005-10-21	16211117
Synthesis of the side chain cross-linked tyrosine oligomers dityrosine, trityrosine, and pulcherosine.	2005-09-02	16122259
Effects of dopamine on juvenile hormone metabolism and fitness in Drosophila virilis.	2005-09	15967456
Sensitized photooxidation of thyroidal hormones. Evidence for heavy atom effect on singlet molecular oxygen [O2(1Deltag)]-mediated photoreactions.	2005-01-13	15643926
Development of a validated HPLC method for the determination of iodotyrosines and iodothyronines in pharmaceuticals and biological samples using solid phase extraction.	2005-01-05	15607721
Cause of mortality in insects under severe stress.	2003-08	12899705
Use of a boroxazolidone complex of 3-iodo-L-tyrosine for palladium-catalyzed cross-coupling.	2003-02-21	12585904
Site-specific incorporation of an unnatural amino acid into proteins in mammalian cells.	2002-11-01	12409460
The effects of dopamine synthesis inhibitors and dopamine antagonists on regeneration in the hydra Hydra attenuata.	2002-07-24	12135343
Aromatic amino acids and their derivatives as ligands for the isolation of aspartic proteinases.	2002-04-25	12013218
Identification of protein-derived tyrosyl radical in the reaction of cytochrome c and hydrogen peroxide: characterization by ESR spin-trapping, HPLC and MS.	2002-04-15	11931655
Changing the amino acid specificity of yeast tyrosyl-tRNA synthetase by genetic engineering.	2001-09	11530018
Update on intrathyroidal iodine metabolism.	2001-05	11396699
Prolactin-lowering and -releasing drugs. Mechanisms of action and therapeutic applications.	1983-04	6133737
Interference of iodine-125 ligands in radioimmunoassay: evidence implicating thyroxine-binding globulin.	1979-05	108034
A variant of iodotyrosine-dehalogenase deficiency.	1977-03	838849
The stimulation of human prolactin secretion by 3-Iodo-L-tyrosine.	1975-04	1127080

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:35:13 GMT 2025` Edited by `admin` on `Mon Mar 31 17:35:13 GMT 2025`
Record UNII	FRQ98U4U27
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-210787

Preferred Name

English

3-IODOTYROSINE

Systematic Name

English

MONOIODOTYROSINE

Systematic Name

English

3-IODO-4-HYDROXYPHENYLALANINE

Systematic Name

English

TYROSINE, 3-IODO-, L-

Systematic Name

English

L-TYROSINE, 3-IODO-

Systematic Name

English

3-IODO-L-TYROSINE

Systematic Name

English

3-IODOTYROSINE [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C73539