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CAS 1310680-30-8

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α-[[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]methyl]-2-naphthaleneacetic acid

Description:
α-[[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]methyl]-2-naphthaleneacetic acid, commonly referred to as Fmoc-NapAA, is a chemical compound characterized by its complex structure that includes a naphthaleneacetic acid moiety and a fluorenylmethoxycarbonyl (Fmoc) protecting group. This compound is primarily used in peptide synthesis as a building block due to its ability to protect amino groups during the formation of peptide bonds. The Fmoc group is particularly advantageous because it can be removed under mild basic conditions, allowing for the selective deprotection of amino acids. The presence of the naphthalene ring contributes to the compound's hydrophobic properties, which can influence solubility and interaction with other molecules. Additionally, the compound's structure allows for potential applications in drug design and development, particularly in the field of medicinal chemistry. Overall, Fmoc-NapAA is valued for its utility in synthetic organic chemistry and biochemistry, facilitating the construction of complex peptide sequences.
Formula:C28H23NO4
InChI:InChI=1S/C28H23NO4/c30-27(31)25(20-14-13-18-7-1-2-8-19(18)15-20)16-29-28(32)33-17-26-23-11-5-3-9-21(23)22-10-4-6-12-24(22)26/h1-15,25-26H,16-17H2,(H,29,32)(H,30,31)
InChI key:InChIKey=IVJNXALXMHWGMW-UHFFFAOYSA-N
SMILES:C(OC(NCC(C(O)=O)C1=CC2=C(C=C1)C=CC=C2)=O)C3C=4C(C=5C3=CC=CC5)=CC=CC4
Synonyms:
  • 2-Naphthaleneacetic acid, α-[[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]methyl]-
  • α-[[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]methyl]-2-naphthaleneacetic acid
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