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CAS 180181-06-0

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β-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-α,α-dimethylbenzenepropanoic acid

Description:
β-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-α,α-dimethylbenzenepropanoic acid, commonly referred to as Fmoc-α,α-dimethylphenylalanine, is a synthetic amino acid derivative widely used in peptide synthesis. This compound features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is crucial for the selective protection of the amino group during peptide assembly. The presence of the α,α-dimethylbenzenepropanoic acid moiety contributes to its hydrophobic characteristics, enhancing the stability and solubility of peptides in organic solvents. The Fmoc group can be easily removed under basic conditions, allowing for the subsequent coupling of amino acids in solid-phase peptide synthesis. Additionally, the compound exhibits good thermal stability and is generally stable under standard laboratory conditions. Its unique structure allows for the introduction of steric hindrance, which can influence the conformation and biological activity of the resulting peptides. Overall, this compound is an essential tool in the field of organic chemistry and biochemistry for the synthesis of complex peptide structures.
Formula:C26H25NO4
InChI:InChI=1S/C26H25NO4/c1-26(2,24(28)29)23(17-10-4-3-5-11-17)27-25(30)31-16-22-20-14-8-6-12-18(20)19-13-7-9-15-21(19)22/h3-15,22-23H,16H2,1-2H3,(H,27,30)(H,28,29)
InChI key:InChIKey=OYYUBDKZAYPZCF-UHFFFAOYSA-N
SMILES:C(OC(NC(C(C(O)=O)(C)C)C1=CC=CC=C1)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • N-Fmoc-β-phenyl-α,α-dimethyl-β-alanine
  • β-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-α,α-dimethylbenzenepropanoic acid
  • Benzenepropanoic acid, β-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-α,α-dimethyl-
  • 3-([[(9H-Fluoren-9-yl)methoxy]carbonyl]amino)-2,2-dimethyl-3-phenylpropanoic acid
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