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Fmoc-Gln(Trt)-Ser(psi(Me,Me)pro)-OH

  • CAS No. 1821378-64-6

  • Cat. No. CS-0133730
  • Molecule weight737.84
  • Purity≥95%
  • MDL No.MFCD18427352

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

Fmoc-Gln(Trt)-Ser(psi(Me,Me)pro)-OH|CS-0133730

Structure of 1821378-64-6

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General Information

  • CAS No. 1821378-64-6
  • Cat. No. CS-0133730
  • Purity ≥95%
  • MDL No. MFCD18427352
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄₅H₄₃N₃O₇
  • Molecular Weight 737.84
  • Synonym(s) None
  • SMILES O=C([C@H]1N(C([C@@H](NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)CCC(NC(C5=CC=CC=C5)(C6=CC=CC=C6)C7=CC=CC=C7)=O)=O)C(C)(C)OC1)O

Description

Fmoc-Gln(Trt)-Ser(psi(Me,Me)pro)-OH features a conformationally constrained serine analog with a rigid psi(Me,Me)pro linkage, enhancing peptide backbone stability. The Trt-protected glutamine and Fmoc group enable efficient solid-phase synthesis, while the modified residue improves proteolytic resistance and structural fidelity in bioactive peptide sequences.

Application

Fmoc-Gln(Trt)-Ser(ψ(Me,Me)Pro)-OH serves as a key building block for the synthesis of peptide scaffolds featuring constrained serine residues. The psi(Me,Me)Pro motif introduces a rigid, stable turn-inducing element that enhances conformational control in bioactive peptides. The Trt-protected glutamine and Fmoc-labeled amine enable orthogonal handling in solid-phase peptide synthesis, offering excellent stability and straightforward purification. This derivative facilitates efficient incorporation of structurally defined, protease-resistant motifs into complex peptide architectures.

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

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Computational Chemistry Data

  • TPSA   134.27
  • LogP   6.8303
  • H_Acceptors   6
  • H_Donors   3
  • Rotatable_Bonds   12

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