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CAS 84030-19-3

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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-(phenylmethyl)-L-histidine

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-(phenylmethyl)-L-histidine, commonly referred to as Fmoc-L-His(Ph)-OH, is a derivative of the amino acid histidine, modified for use in peptide synthesis. 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 phenylmethyl group enhances the hydrophobic character of the molecule, influencing its solubility and interaction with other molecules. Fmoc-L-His(Ph)-OH is characterized by its ability to participate in peptide bond formation, making it valuable in the synthesis of peptides and proteins. Its structure includes a histidine side chain, which can exist in different protonation states depending on the pH, contributing to its biochemical properties. Overall, this compound is significant in the field of organic chemistry and biochemistry, particularly in the development of pharmaceuticals and bioconjugates.
Formula:C28H25N3O4
InChI:InChI=1S/C28H25N3O4/c32-27(33)26(14-20-16-31(18-29-20)15-19-8-2-1-3-9-19)30-28(34)35-17-25-23-12-6-4-10-21(23)22-11-5-7-13-24(22)25/h1-13,16,18,25-26H,14-15,17H2,(H,30,34)(H,32,33)/t26-/m0/s1
InChI key:InChIKey=AZBCBZPTQNYCPF-SANMLTNESA-N
SMILES:C(OC(N[C@@H](CC1=CN(CC2=CC=CC=C2)C=N1)C(O)=O)=O)C3C=4C(C=5C3=CC=CC5)=CC=CC4
Synonyms:
  • (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(1-benzyl-1H-imidazol-4-yl)propanoic acid
  • 1-benzyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]histidine
  • <span class="text-smallcaps">L</span>-Histidine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-1-(phenylmethyl)-
  • Fmoc-His(Bzl)-OH
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-(phenylmethyl)-<span class="text-smallcaps">L</span>-histidine
  • NSC 334298
  • na-fmoc-im-benzyl-L-histidine
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-(phenylmethyl)-L-histidine
  • L-Histidine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-1-(phenylmethyl)-
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Found 4 products.