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CAS 478183-65-2

:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-iodo-D-phenylalanine

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-iodo-D-phenylalanine, commonly referred to as Fmoc-D-2-iodo-phenylalanine, is a synthetic amino acid derivative primarily used in peptide synthesis and research. This compound features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is widely utilized in solid-phase peptide synthesis due to its stability under basic conditions and ease of removal under acidic conditions. The presence of the iodine atom at the 2-position of the phenylalanine side chain enhances its reactivity, making it useful for various chemical modifications and labeling applications. The structure of this compound contributes to its unique properties, including its ability to participate in various coupling reactions and its potential role in the development of novel peptides with specific biological activities. Additionally, the Fmoc group provides a means for selective protection of the amino group, facilitating the stepwise assembly of peptides. Overall, this compound is significant in the field of medicinal chemistry and peptide research.
Formula:C24H20INO4
InChI:InChI=1S/C24H20INO4/c25-21-12-6-1-7-15(21)13-22(23(27)28)26-24(29)30-14-20-18-10-4-2-8-16(18)17-9-3-5-11-19(17)20/h1-12,20,22H,13-14H2,(H,26,29)(H,27,28)/t22-/m1/s1
InChI key:InChIKey=YMKDZEDXFIXGNK-JOCHJYFZSA-N
SMILES:C(OC(N[C@H](CC1=C(I)C=CC=C1)C(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • <span class="text-smallcaps">D</span>-Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-iodo-
  • Fmoc-D-Phe(2-I)-Oh
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-iodo-<span class="text-smallcaps">D</span>-phenylalanine
  • D-Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-iodo-
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-iodo-D-phenylalanine
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