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Fmoc-cyclopentyl-D-Gly-OH

  • CAS No. 136555-16-3

  • Cat. No. CS-0372494
  • Purity≥97%
  • MDL No.None

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

Fmoc-cyclopentyl-D-Gly-OH|CS-0372494

Structure of 136555-16-3

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General Information

  • CAS No. 136555-16-3
  • Cat. No. CS-0372494
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₂₃NO₄
  • Molecular Weight 365.42
  • Synonym(s) (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclopentylacetic acid
  • SMILES OC([C@@H](C1CCCC1)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)=O

Description

Fmoc-cyclopentyl-D-Gly-OH is a protected D-glycine derivative featuring a cyclopentyl side chain and a fluorenylmethyl (Fmoc) group for orthogonal peptide synthesis. This configuration enables selective incorporation into peptide backbones under standard conditions, offering enhanced solubility and stability during conjugation workflows.

Application

Fmoc-cyclopentyl-D-Gly-OH serves as a valuable building block for peptide synthesis, enabling the incorporation of cyclopentyl-modified D-glycine residues. The Fmoc group provides orthogonal protection suitable for standard solid-phase and solution-phase protocols. The cyclopentyl side chain imparts enhanced conformational rigidity and lipophilicity, beneficial for modulating peptide stability and membrane permeability. This derivative exhibits excellent bench stability, simplifies purification, and functions effectively in diverse coupling reactions without significant side reactivity.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   4.1685
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   5

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