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CAS 181952-24-9

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Fmoc-Tyr(SO3H)-OH

Description:
Fmoc-Tyr(SO3H)-OH, also known as Fmoc-tyrosine sulfonic acid, is a derivative of the amino acid tyrosine, modified with a 9-fluorenylmethoxycarbonyl (Fmoc) protecting group and a sulfonic acid functional group. This compound is characterized by its ability to serve as a building block in peptide synthesis, particularly in the formation of sulfonated peptides, which can exhibit unique biological activities. The Fmoc group provides a protective mechanism for the amino group during synthesis, allowing for selective reactions at other functional sites. The sulfonic acid group enhances the solubility of the compound in aqueous solutions and can influence the overall charge and polarity of the resulting peptides. Fmoc-Tyr(SO3H)-OH is typically used in solid-phase peptide synthesis and can be utilized in various biochemical applications, including drug development and the study of protein interactions. Its stability under standard laboratory conditions makes it a valuable reagent in organic and medicinal chemistry.
Formula:C24H21NO8S
InChI:InChI=1S/C24H21NO8S/c26-23(27)22(13-15-9-11-16(12-10-15)33-34(29,30)31)25-24(28)32-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,25,28)(H,26,27)(H,29,30,31)/t22-/m0/s1
InChI key:CXMQJJASTSGJCK-QFIPXVFZSA-N
SMILES:C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N[C@@H](CC4=CC=C(C=C4)OS(=O)(=O)O)C(=O)O
Synonyms:
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(hydroxysulfonyl)-L-tyrosine
Found 3 products.