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Record Information |
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| Version |
1.0 |
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| Update Date |
1/22/2018 12:54:54 PM |
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Metabolite ID | PAMDB001683 |
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Identification |
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| Name: |
Phosphotyrosine |
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| Description: | Phosphotyrosine is a tyrosine (an amino acid) with a phosphate attached to its aromatic ring. Tyrosine (abbreviated as Tyr or Y) is one of the 22 amino acids that are used by cells to synthesize proteins. It is a non-essential amino acid with a polar side group. (Wikipedia) Tyrosine phosphorylation and dephosphorylation plays a role in cellular signal transduction and possibly in cell growth control. (PubChem) In Pseudomonas aeruginosa, phosphotyrosine can act as a noncompetitive inhibitor of the enzyme biosynthetic ornithine decarboxylase. (EcoCyc) |
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Structure |
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| Synonyms: | - (S)-2-amino-3-(4-hydroxyphenyl)propanoate 4'-phosphate
- (S)-2-amino-3-(4-hydroxyphenyl)propanoic acid 4'-phosphate
- (S)-2-amino-3-(4-Hydroxyphenyl)propanoic acid 4'-phosphoric acid
- L-3-(4-Hydroxyphenyl)alanine 4'-phosphate
- L-3-(4-Hydroxyphenyl)alanine 4'-phosphoric acid
- L-Phosphotyrosine
- L-Tyrosine, dihydrogen phosphate (ester)
- L-Tyrosine, dihydrogen phosphoric acid (ester)
- L-Tyrosine-O-phosphate
- L-Tyrosine-O-phosphoric acid
- O-Phospho-L-tyrosine
- O-Phosphono-L-tyrosine
- O-Phosphotyrosine
- O4'-phospho-L-tyrosine
- O4-phosphono-L-tyrosine
- O4-phosphotyrosine
- Phospho-L-tyrosine
- Phosphonotyrosine
- Phosphotyrosine
- Phosphotyrosine (pY)
- Tyrosine O-phosphate
- Tyrosine O-phosphoric acid
- Tyrosine phosphate
- Tyrosine phosphoric acid
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Chemical Formula: |
C9H12NO6P |
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| Average Molecular Weight: |
261.1684 |
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| Monoisotopic Molecular
Weight: |
261.040223633 |
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| InChI Key: |
DCWXELXMIBXGTH-QMMMGPOBSA-N |
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| InChI: | InChI=1S/C9H12NO6P/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)(H2,13,14,15)/t8-/m0/s1 |
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| CAS
number: |
21820-51-9 |
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| IUPAC Name: | (2S)-2-amino-3-[4-(phosphonooxy)phenyl]propanoic acid |
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Traditional IUPAC Name: |
phosphonotyrosine |
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| SMILES: | N[C@@H](CC1=CC=C(OP(O)(O)=O)C=C1)C(O)=O |
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Chemical Taxonomy |
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Taxonomy Description | This compound belongs to the class of organic compounds known as phenylpropanoic acids. These are compounds with a structure containing a benzene ring conjugated to a propanoic acid. |
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Kingdom |
Organic compounds |
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| Super Class | Phenylpropanoids and polyketides |
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Class |
Phenylpropanoic acids |
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| Sub Class | Not Available |
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Direct Parent |
Phenylpropanoic acids |
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| Alternative Parents |
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| Substituents |
- 3-phenylpropanoic-acid
- L-alpha-amino acid
- Amphetamine or derivatives
- Alpha-amino acid or derivatives
- Alpha-amino acid
- Aralkylamine
- Amino fatty acid
- Fatty acyl
- Benzenoid
- Phosphoric acid ester
- Organic phosphoric acid derivative
- Organic phosphate
- Monocyclic benzene moiety
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Hydrocarbon derivative
- Primary amine
- Organooxygen compound
- Organonitrogen compound
- Primary aliphatic amine
- Carbonyl group
- Amine
- Aromatic homomonocyclic compound
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| Molecular Framework |
Aromatic homomonocyclic compounds |
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| External Descriptors |
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Physical Properties |
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| State: |
Solid |
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| Charge: | -2 |
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Melting point: |
Not Available |
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| Experimental Properties: |
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| Predicted Properties |
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Biological Properties |
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| Cellular Locations: |
Cytoplasm |
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| Reactions: | |
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Pathways: |
Not Available |
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Spectra |
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| Spectra: |
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References |
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| References: |
- Kataoka H, Nakai K, Makita M: Increase of phosphotyrosine levels in mouse urine and liver during liver regeneration after partial hepatectomy. Biochem Biophys Res Commun. 1994 Jun 15;201(2):909-16. Pubmed: 7516161
- Kataoka, H., Nakai, K., Katagiri, Y., Makita, M. (1993). "Analysis of free and bound O-phosphoamino acids in urine by gas chromatography with flame photometric detection." Biomed Chromatogr 7:184-188. Pubmed: 7693088
- Munoz GE, Arenas-Diaz G, Marshall SH: Exogenously added free phosphotyrosine induces aggregation of circulating platelets in rabbits. Cell Mol Biol (Noisy-le-grand). 1992 Nov;38(7):719-22. Pubmed: 1282059
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| Synthesis Reference: |
Not Available |
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| Material Safety Data Sheet (MSDS) |
Not Available |
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Links |
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| External Links: |
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