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

  • CAS No. 1000164-43-1

  • Cat. No. CS-0133749
  • Molecule weight510.58
  • Purity≥98%
  • MDL No.MFCD11974988

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

Fmoc-Ser(tBu)-Ser(psi(Me,Me)pro)-OH|CS-0133749

Structure of 1000164-43-1

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General Information

  • CAS No. 1000164-43-1
  • Cat. No. CS-0133749
  • Purity ≥98%
  • MDL No. MFCD11974988
  • Storage polypeptide, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₈H₃₄N₂O₇
  • Molecular Weight 510.58
  • Synonym(s) None
  • SMILES O=C(N1[C@@H](COC1(C)C)C(O)=O)[C@H](COC(C)(C)C)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O

Description

Fmoc-Ser(tBu)-Ser(psi(Me,Me)pro)-OH features a rigid psi(Me,Me)pro conformational constraint that stabilizes beta-turn structures in peptide synthesis. The Fmoc group enables efficient solid-phase coupling, while the tBu-protected serine side chain ensures compatibility with standard deprotection protocols. This dipeptide building block facilitates the construction of biologically active sequences requiring precise backbone geometry.

Application

Fmoc-Ser(tBu)-Ser(ψ(Me,Me)Pro)-OH serves as a versatile dipeptide building block for the synthesis of peptide macrocycles and constrained peptides. The psi(Me,Me)Pro motif enforces a rigid turn conformation, enhancing structural stability and bioavailability. The Fmoc group enables efficient stepwise solid-phase peptide synthesis, while the tBu protecting group on the serine side chain ensures orthogonal deprotection. This scaffold facilitates reliable incorporation into cyclic peptides and peptidomimetics with defined secondary structures.

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   114.4
  • LogP   3.7569
  • H_Acceptors   6
  • H_Donors   2
  • Rotatable_Bonds   7

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