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Details

Stereochemistry ABSOLUTE
Molecular Formula C9H11NO6S
Molecular Weight 261.252
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TYROSINE O-SULFATE

SMILES

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

InChI

InChIKey=CIQHWLTYGMYQQR-QMMMGPOBSA-N
InChI=1S/C9H11NO6S/c10-8(9(11)12)5-6-1-3-7(4-2-6)16-17(13,14)15/h1-4,8H,5,10H2,(H,11,12)(H,13,14,15)/t8-/m0/s1

HIDE SMILES / InChI

Molecular Formula C9H11NO6S
Molecular Weight 261.252
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Tyrosine sulfation of the amino terminus of PSGL-1 is critical for enterovirus 71 infection.
2010-11-04
Human L-selectin preferentially binds synthetic glycosulfopeptides modeled after endoglycan and containing tyrosine sulfate residues and sialyl Lewis x in core 2 O-glycans.
2010-09
Mutational deglycosylation of the Fc portion of immunoglobulin G causes O-sulfation of tyrosine adjacently preceding the originally glycosylated site.
2010-08-04
Targeting SDF-1/CXCL12 with a ligand that prevents activation of CXCR4 through structure-based drug design.
2010-06-02
Neisseria meningitidis Opc invasin binds to the sulphated tyrosines of activated vitronectin to attach to and invade human brain endothelial cells.
2010-05-20
Improved detection of intact tyrosine sulfate-containing peptides by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry in linear negative ion mode.
2010-01
Proteases that can distinguish among different post-translational forms of tyrosine engineered using multicolor flow cytometry.
2009-12-23
Incorporating support vector machine for identifying protein tyrosine sulfation sites.
2009-11-30
Quantification of the sulfated cholecystokinin CCK-8 in hamster plasma using immunoprecipitation liquid chromatography-mass spectrometry/mass spectrometry.
2009-11-01
Predicting sulfotyrosine sites using the random forest algorithm with significantly improved prediction accuracy.
2009-10-29
Protein tyrosine-O-sulfation in the retina.
2009-10
Mutagenesis and evolution of sulfated antibodies using an expanded genetic code.
2009-09-22
PSSA-2, a membrane-spanning phosphoprotein of Trypanosoma brucei, is required for efficient maturation of infection.
2009-09-17
Tyrosine sulfation: an increasingly recognised post-translational modification of secreted proteins.
2009-06
Trichloroethyl group as a protecting group for sulfonates and its application to the synthesis of a disulfonate analog of the tyrosine sulfated PSGL-1(43-50) peptide.
2009-05-01
Regulation of chemokine recognition by site-specific tyrosine sulfation of receptor peptides.
2009-02-27
Binding thermodynamics of the N-terminal peptide of the CCR5 coreceptor to HIV-1 envelope glycoprotein gp120.
2009-02-03
Tyrosylprotein sulfotransferase-2 expression is required for sulfation of RNase 9 and Mfge8 in vivo.
2009-01-30
Efficient expression of tyrosine-sulfated proteins in E. coli using an expanded genetic code.
2009
Chapter 7. Tyrosine sulfation of HIV-1 coreceptors and other chemokine receptors.
2009
Study on interactions of oligo(tyrosine sulfate)s with synthetic heparin-binding peptides by affinity chromatography and MALDI-TOF-MS.
2009
Efficient solid-phase synthesis of sulfotyrosine peptides using a sulfate protecting-group strategy.
2009
Tyrosine-sulfate isosteres of CCR5 N-terminus as tools for studying HIV-1 entry.
2008-12-01
Tyrosine modification enhances metal-ion binding.
2008-11-15
Sequential tyrosine sulfation of CXCR4 by tyrosylprotein sulfotransferases.
2008-10-28
P-selectin glycoprotein ligand-1 decameric repeats regulate selectin-dependent rolling under flow conditions.
2008-10-17
Structural basis of CXCR4 sulfotyrosine recognition by the chemokine SDF-1/CXCL12.
2008-09-16
Expression of recombinant Hirudin in transgenic mice milk driven by the goat beta-casein promoter.
2008-08
Microscale characterization of the binding specificity and affinity of a monoclonal antisulfotyrosyl IgG antibody.
2008-06
Oligo(tyrosine sulfate)s as heparin pentasaccharide mimic: evaluation by surface noncovalent affinity mass spectrometry.
2008-03-15
Early postnatal pulmonary failure and primary hypothyroidism in mice with combined TPST-1 and TPST-2 deficiency.
2008-03-01
A sulfated, phosphorylated 7 kDa secreted peptide characterized by direct analysis of cell culture media.
2008-02
An engineered protease that cleaves specifically after sulfated tyrosine.
2008
Toward a framework for sulfoproteomics: Synthesis and characterization of sulfotyrosine-containing peptides.
2008
Inhibition of L-selectin binding by polyacrylamide-based conjugates under defined flow conditions.
2007-10
Structures of the CCR5 N terminus and of a tyrosine-sulfated antibody with HIV-1 gp120 and CD4.
2007-09-28
Crystal structure of a biosynthetic sulfo-hirudin complexed to thrombin.
2007-09-05
Determination of the sites of tyrosine O-sulfation in peptides and proteins.
2007-07
Tyrosine polysulfation of human salivary histatin 1. A post-translational modification specific of the submandibular gland.
2007-07
Surface accessibility of protein post-translational modifications.
2007-05
Stability of tyrosine sulfate in acidic solutions.
2007-04-01
[Regulation of tyrosylprotein sulfotransferases activity by sulfotyrosine].
2007-04
Tyrosine sulfation of statherin.
2007-03-02
Detection and purification of tyrosine-sulfated proteins using a novel anti-sulfotyrosine monoclonal antibody.
2006-12-08
Using phage display to select antibodies recognizing post-translational modifications independently of sequence context.
2006-12
Protein sulfation analysis--A primer.
2006-12
Tyrosine sulfate trapped by amber.
2006-11
Human cationic trypsinogen is sulfated on Tyr154.
2006-11
Recombinant expression of selectively sulfated proteins in Escherichia coli.
2006-11
Metabolic labeling with sulfate.
2001-05
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:54:58 GMT 2025
Edited
by admin
on Mon Mar 31 19:54:58 GMT 2025
Record UNII
29166358BF
Record Status Validated (UNII)
Record Version
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Name Type Language
L-TYROSINE, HYDROGEN SULFATE (ESTER)
Preferred Name English
TYROSINE O-SULFATE
Systematic Name English
TYROSINE O-SULFATE, L-
Systematic Name English
L-TYROSINE O-SULFATE
Systematic Name English
TYROSINE, SULFATE
Systematic Name English
SULFOTYROSINE
Systematic Name English
TYROSINE, HYDROGEN SULFATE
Systematic Name English
TYROSINE, HYDROGEN SULFATE (ESTER), L-
Common Name English
Code System Code Type Description
FDA UNII
29166358BF
Created by admin on Mon Mar 31 19:54:58 GMT 2025 , Edited by admin on Mon Mar 31 19:54:58 GMT 2025
PRIMARY
PUBCHEM
514186
Created by admin on Mon Mar 31 19:54:58 GMT 2025 , Edited by admin on Mon Mar 31 19:54:58 GMT 2025
PRIMARY
CHEBI
46215
Created by admin on Mon Mar 31 19:54:58 GMT 2025 , Edited by admin on Mon Mar 31 19:54:58 GMT 2025
PRIMARY
CAS
956-46-7
Created by admin on Mon Mar 31 19:54:58 GMT 2025 , Edited by admin on Mon Mar 31 19:54:58 GMT 2025
PRIMARY
EPA CompTox
DTXSID80914919
Created by admin on Mon Mar 31 19:54:58 GMT 2025 , Edited by admin on Mon Mar 31 19:54:58 GMT 2025
PRIMARY