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Fmoc-Gly-Ser(psi(Me,Me)pro)-OH

  • CAS No. 1095952-22-9

  • Cat. No. CS-0133747
  • Molecule weight424.45
  • Purity≥95%
  • MDL No.MFCD18427718

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

Fmoc-Gly-Ser(psi(Me,Me)pro)-OH|CS-0133747

Structure of 1095952-22-9

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General Information

  • CAS No. 1095952-22-9
  • Cat. No. CS-0133747
  • Purity ≥95%
  • MDL No. MFCD18427718
  • Storage polypeptide, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₃H₂₄N₂O₆
  • Molecular Weight 424.45
  • Synonym(s) None
  • SMILES O=C([C@H]1N(C(CNC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)=O)C(C)(C)OC1)O

Description

Fmoc-Gly-Ser(psi(Me,Me)pro)-OH is a conformationally constrained serine derivative featuring a rigid psi(Me,Me)pro linkage that locks the peptide backbone in a defined turn geometry. This structural rigidity enhances target binding affinity and proteolytic stability, making it ideal for peptidomimetic design and solid-phase synthesis of bioactive sequences requiring precise spatial orientation.

Application

Fmoc-Gly-Ser(ψ(Me,Me)Pro)-OH serves as a key building block for the synthesis of constrained peptide scaffolds, leveraging the rigid bicyclic proline mimic to stabilize bioactive conformations. The ψ(Me,Me)Pro residue enhances proteolytic resistance and conformational preorganization, while the Fmoc group enables efficient solid-phase peptide synthesis. Bench-stable and compatible with standard coupling protocols, this derivative facilitates the construction of complex cyclic peptides and peptidomimetics with improved metabolic stability and target affinity.

Safety Information

Download SDS
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   105.17
  • LogP   2.5732
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   5

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