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CAS 917562-05-1

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β-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]benzenepentanoic acid

Description:
β-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]benzenepentanoic acid, commonly referred to as Fmoc-amino acid, is a synthetic compound widely used in peptide synthesis and drug development. This substance features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is crucial for the selective protection of amino groups during the synthesis of peptides. The presence of a pentanoic acid side chain contributes to its hydrophobic characteristics, influencing solubility and interaction with biological membranes. The compound exhibits stability under standard laboratory conditions but can be sensitive to strong acids and bases, which may lead to the cleavage of the Fmoc group. Its molecular structure includes both aromatic and aliphatic components, providing unique reactivity and compatibility with various coupling reactions. Additionally, the compound's ability to form hydrogen bonds and engage in π-π stacking interactions enhances its utility in biochemical applications. Overall, β-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]benzenepentanoic acid is a valuable tool in the field of organic chemistry and biochemistry for the synthesis of complex peptide structures.
Formula:C26H25NO4
InChI:InChI=1S/C26H25NO4/c28-25(29)16-19(15-14-18-8-2-1-3-9-18)27-26(30)31-17-24-22-12-6-4-10-20(22)21-11-5-7-13-23(21)24/h1-13,19,24H,14-17H2,(H,27,30)(H,28,29)
InChI key:InChIKey=FYJRCXFXXJMPFO-UHFFFAOYSA-N
SMILES:C(OC(NC(CCC1=CC=CC=C1)CC(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • Benzenepentanoic acid, β-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-
  • β-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]benzenepentanoic acid
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