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Fmoc-Tyr(3,5-Cl2)-OH

  • CAS No. 1391508-43-2

  • Cat. No. CS-0527293
  • Purity≥97%
  • MDL No.None

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

Fmoc-Tyr(3,5-Cl2)-OH|CS-0527293

Structure of 1391508-43-2

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General Information

  • CAS No. 1391508-43-2
  • Cat. No. CS-0527293
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₁₉Cl₂NO₅
  • Molecular Weight 472.32
  • Synonym(s) FMOC-PHE(3,5-CL 2, 4-OH)-OH
  • SMILES ClC(C=C1C[C@@H](C(O)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)=C(C(Cl)=C1)O

Description

Fmoc-Tyr(3,5-Cl2)-OH features a tyrosine residue bearing dichloro substituents at the meta positions of the phenolic ring, enhancing electron-withdrawing character and metabolic stability. This derivative integrates readily into peptide chains under standard coupling conditions, offering improved solubility and resistance to oxidative degradation during synthesis.

Application

Fmoc-Tyr(3,5-Cl₂)-OH serves as a valuable building block for peptide synthesis, enabling the incorporation of a doubly chlorinated tyrosine residue with enhanced electron-withdrawing character. The ortho-chlorination improves metabolic stability and modulates hydrogen-bonding capacity, while the Fmoc group ensures efficient N-terminal protection and compatibility with standard solid-phase protocols. This derivative exhibits excellent bench stability, facile purification, and broad functional group tolerance in both solution- and solid-phase synthesis.

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   95.86
  • LogP   5.2334
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   6

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