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CAS 116611-64-4

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Fmoc-His-OH

Description:
Fmoc-His-OH, or Fmoc-histidine, is a protected form of the amino acid histidine, commonly used in peptide synthesis. The "Fmoc" (9-fluorenylmethoxycarbonyl) group serves as a protective group for the amino functionality of histidine, allowing for selective reactions during the synthesis of peptides. This compound is characterized by its ability to undergo deprotection under mild basic conditions, which is advantageous in synthetic chemistry. Fmoc-His-OH is typically a white to off-white solid and is soluble in organic solvents such as dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), but less soluble in water. Its structure includes an imidazole side chain, which can participate in various interactions, making it valuable in the design of biologically active peptides. The presence of the Fmoc group also facilitates purification and characterization of the resulting peptides. Overall, Fmoc-His-OH is an essential building block in the field of peptide chemistry and biochemistry.
Formula:C21H19N3O4
InChI:InChI=1S/C21H19N3O4/c25-20(26)19(9-13-10-22-12-23-13)24-21(27)28-11-18-16-7-3-1-5-14(16)15-6-2-4-8-17(15)18/h1-8,10,12,18-19H,9,11H2,(H,22,23)(H,24,27)(H,25,26)/t19-/m0/s1
InChI key:SIRPVCUJLVXZPW-IBGZPJMESA-N
SMILES:C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N[C@@H](CC4=CN=CN4)C(=O)O
Synonyms:
  • N-α-Fmoc-L-histidine
  • Fmoc-L-histidine
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