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CAS 212651-51-9

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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3,5-diiodo-<span class="text-smallcaps">D</span>-tyrosine

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3,5-diiodo-D-tyrosine, commonly referred to as Fmoc-D-Tyr(I2), is a derivative of the amino acid tyrosine, modified with a fluorenylmethoxycarbonyl (Fmoc) protecting group and two iodine atoms at the 3 and 5 positions of the aromatic ring. This compound is characterized by its stability under standard laboratory conditions, making it suitable for use in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS). The Fmoc group allows for easy removal under basic conditions, facilitating the sequential addition of amino acids. The presence of iodine enhances the compound's potential for applications in medicinal chemistry and bioconjugation due to the unique reactivity of iodine. Additionally, the diiodo substitution can influence the compound's electronic properties and hydrophobicity, which may affect its interactions in biological systems. Overall, Fmoc-D-Tyr(I2) serves as a valuable building block in the synthesis of peptides and other complex molecules in chemical and pharmaceutical research.
Formula:C24H19I2NO5
InChI:InChI=1S/C24H19I2NO5/c25-19-9-13(10-20(26)22(19)28)11-21(23(29)30)27-24(31)32-12-18-16-7-3-1-5-14(16)15-6-2-4-8-17(15)18/h1-10,18,21,28H,11-12H2,(H,27,31)(H,29,30)/t21-/m1/s1
InChI key:InChIKey=IKNWCIROCRMKAY-OAQYLSRUSA-N
SMILES:C(OC(N[C@H](CC1=CC(I)=C(O)C(I)=C1)C(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3,5-diiodo-D-tyrosine
  • D-Tyrosine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3,5-diiodo-
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