TYROSINE, DL-

Details

Stereochemistry	RACEMIC
Molecular Formula	C9H11NO3
Molecular Weight	181.1885
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC(CC1=CC=C(O)C=C1)C(O)=O

InChI

InChIKey=OUYCCCASQSFEME-UHFFFAOYSA-N

InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
The mitochondrial ATPase. Selective modification of a nitrogen residue in the beta subunit.	1975 May	238840
Semisynthetic analogs of cytochrome c reconstructed from natural and synthetic peptides.	1979 Jun 19	226162
Interaction of opioid peptides with model membranes. A carbon-13 nuclear magnetic study of enkephalin binding to phosphatidylserine.	1980 Jan 22	6243479
Presence of endogenous calcium ion in horseradish peroxidase. Elucidation of metal-binding site by substitutions of divalent and lanthanide ions for calcium and use of metal-induced NMR (1H and 113Cd) resonances.	1986 Jul 15	3722203
[Monoclonal antibodies to an artificial immunogen, specifically demonstrating phosphotyrosine-containing proteins].	1989 Aug	2480131
Dopamine beta-hydroxylase inactivation generates a protein-bound quinone derivative.	2001 Feb 23	11226418
Aromatic ring-flipping in supercooled water: implications for NMR-based structural biology of proteins.	2001 Jan 24	11456540
Unexpected differences between D- and L- tyrosine lead to chiral enhancement in racemic mixtures.	2002 Aug	12458733
Conformationally constrained macrocycles that mimic tripeptide beta-strands in water and aprotic solvents.	2002 May 22	12010040
Synthesis of novel tyrosinyl FRET cassettes, terminators, and their potential use in DNA sequencing.	2003 May-Aug	14565438
Stereospecificity of horseradish peroxidase.	2004 Dec	15653431
Thiamine and vasculopathies.	2005 Feb	15626594
Vibrational spectroscopy to study the properties of redox-active tyrosines in photosystem II and other proteins.	2005 Feb 25	15721606
Using high-performance liquid chromatography to measure the effects of protein-stabilizing cosolvents on a model protein and fluorescent probes.	2007 Aug 1	17540334
The long-lived triplet excited state of an elongated ketoprofen derivative and its interactions with amino acids and nucleosides.	2007 Jul 19	17590040
[Study on enantioselectivity of celluloses derived by phenylcarbamate at 2,3- or 2,3,6-positions].	2007 Mar	17580686
Evaluation of enantioselective gas chromatography for the determination of minute deviations from racemic composition of alpha-amino acids with emphasis on tyrosine: accuracy and precision of the method.	2007 May 15	17385662
Stereospecificity of mushroom tyrosinase immobilized on a chiral and a nonchiral support.	2007 May 30	17488091
UV-light exposed prion protein fails to form amyloid fibrils.	2008 Jul 16	18628989
Oligopeptides and copeptides of homochiral sequence, via beta-sheets, from mixtures of racemic alpha-amino acids, in a one-pot reaction in water; relevance to biochirogenesis.	2008 Jul 9	18543922
[(2S)-2-(3,5-Dichloro-2-oxidobenzyl-ideneamino)-3-(4-hydroxy-phen-yl)propionato-κO,N,O'](dimethyl-formamide-κO)copper(II).	2008 Mar 29	21202043
No carrier added synthesis of O-(2'-[18F]fluoroethyl)-L-tyrosine via a novel type of chiral enantiomerically pure precursor, NiII complex of a (S)-tyrosine Schiff base.	2008 May 1	18378460
Aqua-{2-[(3,5-dichloro-2-oxidobenzyl-idene)amino]-3-(4-hydroxy-phen-yl)propionato-κO,N,O}copper(II) sesquihydrate.	2008 May 3	21202449
Enantioseparation of dopa and related compounds by cyclodextrin-modified microemulsion electrokinetic chromatography.	2008 Sep 19	18538332
(S)-Benzyl 2-amino-3-(4-hydroxy-phen-yl)propanoate.	2009 Jan 10	21581884
Amino acid ionic liquids as chiral ligands in ligand-exchange chiral separations.	2009 Sep 28	19691066
Selective inhibitors of the JMJD2 histone demethylases: combined nondenaturing mass spectrometric screening and crystallographic approaches.	2010 Feb 25	20088513
Ribosylation rapidly induces alpha-synuclein to form highly cytotoxic molten globules of advanced glycation end products.	2010 Feb 4	20140223
Non-ionic surfactant modified ligand exchange chromatography using copper (II) complex of N,N-dimethyl-L-phenylalanine as the chiral additive for enantioselective amino acids separation.	2010 Mar 17	20172105

Patents

Name

Type

Language

TYROSINE, DL-

Systematic Name

English

DL-P-TYROSINE

Common Name

English

NSC-205006

Code

English

2-AMINO-3-(4-HYDROXYPHENYL)PROPANOIC ACID

Systematic Name

English

DL-TYROSINE

Systematic Name

English

(±)-TYROSINE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29596