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CAS 4332-95-0

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Tyrosine phenylthiohydantoin

Description:
Tyrosine phenylthiohydantoin (TPH) is a derivative of the amino acid tyrosine, commonly used in biochemical applications, particularly in protein sequencing. It is formed through the reaction of tyrosine with phenyl isothiocyanate, resulting in a stable phenylthiohydantoin derivative that can be easily identified and analyzed. TPH is characterized by its ability to form a stable, crystalline structure, which facilitates its purification and characterization. The compound is typically soluble in organic solvents, such as methanol and acetonitrile, but has limited solubility in water. Its molecular structure includes a hydantoin ring, which contributes to its stability and reactivity. TPH is particularly valuable in the Edman degradation process, a method used to sequence amino acids in proteins, as it allows for the selective identification of the N-terminal amino acid. Overall, TPH serves as an important tool in peptide chemistry and protein analysis, aiding researchers in understanding protein structure and function.
Formula:C16H14N2O2S
InChI:InChI=1S/C16H14N2O2S/c19-13-8-6-11(7-9-13)10-14-15(20)18(16(21)17-14)12-4-2-1-3-5-12/h1-9,14,19H,10H2,(H,17,21)
InChI key:InChIKey=LCFDDJINTNHAEQ-UHFFFAOYSA-N
SMILES:O=C1N(C(=S)NC1CC2=CC=C(O)C=C2)C3=CC=CC=C3
Synonyms:
  • 4-Imidazolidinone, 5-[(4-hydroxyphenyl)methyl]-3-phenyl-2-thioxo-
  • 5-[(4-Hydroxyphenyl)methyl]-3-phenyl-2-thioxo-4-imidazolidinone
  • Hydantoin, 5-(p-hydroxybenzyl)-3-phenyl-2-thio-
  • NSC 96434
  • PTH-DL-Tyrosine Phenylthiohydantoin-DL-tyrosine
  • Phenylthiohydantoin-tyrosine
  • Tyrosine phenylthiohydantoin
  • Tyrosine, 3-phenyl-2-thiohydantoin
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