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
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
| 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
| Title | Date | PubMed |
|---|---|---|
| Synthesis and chain length-anti-HIV activity relationship of fully N- and O-sulfated homooligomers of tyrosine. | 2001 Feb |
|
| Synthesis and anti-HIV activity of nonatyrosine N- and O1-9-decasulfate. | 2001 Feb |
|
| Labile sulfogroup allows differentiation of sulfotyrosine and phosphotyrosine in peptides. | 2001 Jul |
|
| The amino acid sequence in fibrin responsible for high affinity thrombin binding. | 2001 Mar |
|
| Synthesis of protected L-4-[sulfono(difluoromethyl)phenylalanine and its incorporation into a peptide. | 2001 May 17 |
|
| Tyrosine sulfation enhances but is not required for PSGL-1 rolling adhesion on P-selectin. | 2001 Oct |
|
| Glycan arrays for functional glycomics. | 2002 |
|
| Analysis of tyrosine-O-sulfation. | 2002 |
|
| The role of post-translational modifications of the CXCR4 amino terminus in stromal-derived factor 1 alpha association and HIV-1 entry. | 2002 Aug 16 |
|
| Synergistic interactions of the two classes of ligand, sialyl-Lewis(a/x) fuco-oligosaccharides and short sulpho-motifs, with the P- and L-selectins: implications for therapeutic inhibitor designs. | 2002 Mar |
|
| Aspartic acid residues 72 and 75 and tyrosine-sulfate 73 of heparin cofactor II promote intramolecular interactions during glycosaminoglycan binding and thrombin inhibition. | 2002 May 31 |
|
| The hormonogenic tyrosine 5 of porcine thyroglobulin is sulfated. | 2002 Oct 25 |
|
| Distinct sulfation requirements of selectins disclosed using cells that support rolling mediated by all three selectins under shear flow. L-selectin prefers carbohydrate 6-sulfation totyrosine sulfation, whereas p-selectin does not. | 2002 Sep 6 |
|
| P-selectin blocking potency of multimeric tyrosine sulfates in vitro and in vivo. | 2003 May 19 |
|
| Identification of tyrosine sulfation in extracellular leucine-rich repeat proteins using mass spectrometry. | 2004 Jan 2 |
|
| Multimeric tyrosine sulfate acts as an endothelial cell protectant and prevents complement activation in xenotransplantation models. | 2004 May |
|
| Monomeric and multimeric blockers of selectins: comparison of in vitro and in vivo activity. | 2005 Apr |
|
| Using phage display to select antibodies recognizing post-translational modifications independently of sequence context. | 2006 Dec |
|
| Protein sulfation analysis--A primer. | 2006 Dec |
|
| Detection and purification of tyrosine-sulfated proteins using a novel anti-sulfotyrosine monoclonal antibody. | 2006 Dec 8 |
|
| An annotated catalog of salivary gland transcripts from Ixodes scapularis ticks. | 2006 Feb |
|
| Molecular characterization of a human monoclonal antibody that interacts with a sulfated tyrosine-containing epitope of the GPIb receptor and inhibits platelet functions. | 2006 Feb |
|
| A comprehensive approach to the synthesis of sulfate esters. | 2006 Feb 8 |
|
| Recognition of a CXCR4 sulfotyrosine by the chemokine stromal cell-derived factor-1alpha (SDF-1alpha/CXCL12). | 2006 Jun 23 |
|
| Probing sialic acid binding Ig-like lectins (siglecs) with sulfated oligosaccharides. | 2006 May |
|
| Human cationic trypsinogen is sulfated on Tyr154. | 2006 Nov |
|
| Recombinant expression of selectively sulfated proteins in Escherichia coli. | 2006 Nov |
|
| An engineered protease that cleaves specifically after sulfated tyrosine. | 2008 |
|
| Expression of recombinant Hirudin in transgenic mice milk driven by the goat beta-casein promoter. | 2008 Aug |
|
| Tyrosine-sulfate isosteres of CCR5 N-terminus as tools for studying HIV-1 entry. | 2008 Dec 1 |
|
| Microscale characterization of the binding specificity and affinity of a monoclonal antisulfotyrosyl IgG antibody. | 2008 Jun |
|
| Tyrosine modification enhances metal-ion binding. | 2008 Nov 15 |
|
| P-selectin glycoprotein ligand-1 decameric repeats regulate selectin-dependent rolling under flow conditions. | 2008 Oct 17 |
|
| Structural basis of CXCR4 sulfotyrosine recognition by the chemokine SDF-1/CXCL12. | 2008 Sep 16 |
|
| Efficient solid-phase synthesis of sulfotyrosine peptides using a sulfate protecting-group strategy. | 2009 |
|
| Binding thermodynamics of the N-terminal peptide of the CCR5 coreceptor to HIV-1 envelope glycoprotein gp120. | 2009 Feb 3 |
|
| Tyrosylprotein sulfotransferase-2 expression is required for sulfation of RNase 9 and Mfge8 in vivo. | 2009 Jan 30 |
|
| Tyrosine sulfation: an increasingly recognised post-translational modification of secreted proteins. | 2009 Jun |
|
| Predicting sulfotyrosine sites using the random forest algorithm with significantly improved prediction accuracy. | 2009 Oct 29 |
|
| PSSA-2, a membrane-spanning phosphoprotein of Trypanosoma brucei, is required for efficient maturation of infection. | 2009 Sep 17 |
|
| Mutational deglycosylation of the Fc portion of immunoglobulin G causes O-sulfation of tyrosine adjacently preceding the originally glycosylated site. | 2010 Aug 4 |
|
| 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 Jan |
|
| Targeting SDF-1/CXCL12 with a ligand that prevents activation of CXCR4 through structure-based drug design. | 2010 Jun 2 |
|
| Neisseria meningitidis Opc invasin binds to the sulphated tyrosines of activated vitronectin to attach to and invade human brain endothelial cells. | 2010 May 20 |
|
| Tyrosine sulfation of the amino terminus of PSGL-1 is critical for enterovirus 71 infection. | 2010 Nov 4 |
|
| 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 Sep |
| Substance Class |
Chemical
Created
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admin
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Edited
Mon Mar 31 19:54:58 GMT 2025
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| Record UNII |
29166358BF
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| Record Status |
Validated (UNII)
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| Record Version |
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