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CS-W001157 4
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Fmoc-His(Boc)-OH

  • CAS No. 81379-52-4

  • Cat. No. CS-0067108
  • Molecule weightNone
  • Purity≥95%
  • MDL No.MFCD00151928

*For research and further manufacturing use only, not for direct human use.

Fmoc-His(Boc)-OH|CS-0067108

Structure of 81379-52-4

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General Information

  • CAS No. 81379-52-4
  • Cat. No. CS-0067108
  • Purity ≥95%
  • MDL No. MFCD00151928
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₆H₂₇N₃O₆
  • Molecular Weight None
  • Synonym(s) 1-[(1,1-Dimethylethoxy)carbonyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-histidine
  • SMILES O=C(O)[C@H](CC1=CN(C(OC(C)(C)C)=O)C=N1)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Description

Fmoc-His(Boc)-OH is a protected histidine derivative designed for solid-phase peptide synthesis. The Fmoc group enables orthogonal protection, while the Boc moiety stabilizes the imidazole side chain. This combination ensures high fidelity during coupling steps and simplifies deprotection workflows. The molecule exhibits excellent solubility in common organic solvents and maintains stability under standard bench conditions.

Application

Fmoc-His(Boc)-OH serves as a key building block in solid-phase peptide synthesis, offering orthogonal protection of both the Nα-amino and imidazole side-chain functionalities. The Fmoc group enables base-labile removal under mild conditions, while the Boc-protected imidazole ensures stability during coupling steps. This derivative facilitates efficient incorporation of histidine residues with high fidelity, supports clean deprotection sequences, and enhances purification ease due to improved solubility and reduced aggregation.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

  • TPSA   119.75
  • LogP   4.2007
  • H_Acceptors   7
  • H_Donors   2
  • Rotatable_Bonds   6

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