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CAS 201531-76-2

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Fmoc-Pen(Acm)-OH

Description:
Fmoc-Pen(Acm)-OH, or 9-fluorenylmethoxycarbonyl-L-penicillamine, is a protected amino acid commonly used in peptide synthesis. It features a fluorenylmethoxycarbonyl (Fmoc) group, which serves as a protective group for the amino functionality, allowing for selective deprotection during synthesis. The presence of the penicillamine moiety, which contains a thiol group, adds unique reactivity and properties, making it useful in the formation of disulfide bonds and in the synthesis of peptides with specific structural characteristics. The Acm (acetylmethoxycarbonyl) group provides additional protection for the thiol, enhancing stability during synthetic procedures. Fmoc-Pen(Acm)-OH is typically soluble in organic solvents such as dimethylformamide (DMF) and dichloromethane, while being less soluble in water. Its application in solid-phase peptide synthesis allows for the construction of complex peptides with desired sequences and functionalities. Overall, this compound is valuable in the field of medicinal chemistry and peptide research due to its versatility and the unique properties imparted by its functional groups.
Formula:C23H26N2O5S
InChI:InChI=1/C23H26N2O5S/c1-14(26)24-31-23(2,3)20(21(27)28)25(4)22(29)30-13-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,19-20H,13H2,1-4H3,(H,24,26)(H,27,28)/t20-/m1/s1
SMILES:CC(=NSC(C)(C)[C@@H](C(=O)O)N(C)C(=O)OCC1c2ccccc2c2ccccc12)O
Synonyms:
  • N-FMOC-S-ACETAMIDOMETHYL-L-PENICILLAMINE
  • FMOC-PEN(ACM)-OH
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