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CAS 101214-43-1

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Fmoc-Phe-OSu

Description:
Fmoc-Phe-OSu, or Fluorenylmethyloxycarbonyl-Phenylalanine-N-hydroxysuccinimide ester, is a chemical compound commonly used in peptide synthesis and bioconjugation. It features a fluorenylmethyloxycarbonyl (Fmoc) protecting group, which is widely utilized to protect amino groups during peptide synthesis, allowing for selective deprotection and subsequent reactions. The phenylalanine (Phe) component provides an aromatic side chain, contributing to the compound's hydrophobic characteristics and influencing the overall structure and stability of peptides. The N-hydroxysuccinimide (OSu) moiety facilitates the formation of stable amide bonds with primary amines, making it an effective reagent for coupling reactions. Fmoc-Phe-OSu is typically soluble in organic solvents, such as dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), but may have limited solubility in water. Its reactivity and stability under various conditions make it a valuable tool in the synthesis of complex peptides and proteins for research and therapeutic applications. Proper handling and storage are essential to maintain its integrity and reactivity.
Formula:C28H24N2O6
InChI:InChI=1/C28H24N2O6/c31-25-14-15-26(32)30(25)36-27(33)24(16-18-8-2-1-3-9-18)29-28(34)35-17-23-21-12-6-4-10-19(21)20-11-5-7-13-22(20)23/h1-13,23-24H,14-17H2,(H,29,34)
SMILES:c1ccc(cc1)CC(C(=O)ON1C(=O)CCC1=O)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • 2,5-dioxopyrrolidin-1-yl N-[(9H-fluoren-9-ylmethoxy)carbonyl]phenylalaninate
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