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CS-W001157 4
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Fmoc-D-Glu-NH2

  • CAS No. 292150-20-0

  • Cat. No. CS-0133843
  • Purity≥96%
  • MDL No.MFCD01861343

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

Fmoc-D-Glu-NH2|CS-0133843

Structure of 292150-20-0

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General Information

  • CAS No. 292150-20-0
  • Cat. No. CS-0133843
  • Purity ≥96%
  • MDL No. MFCD01861343
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₂₀N₂O₅
  • Molecular Weight 368.38
  • Synonym(s) Fmoc-D-isoGln-OH
  • SMILES O=C(O)CC[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C(N)=O

Description

Fmoc-D-Glu-NH₂ serves as a key chiral building block in solid-phase peptide synthesis, featuring a protected D-glutamic acid side chain. The Fmoc group enables orthogonal deprotection under mild basic conditions, while the terminal amine supports efficient coupling reactions. This configuration ensures high stability and compatibility with automated synthesis platforms.

Application

Fmoc-D-Glu-NH₂ serves as a key building block in solid-phase peptide synthesis, enabling the incorporation of D-glutamic acid residues with high fidelity. The Fmoc group provides orthogonal protection for the α-amino function, allowing selective deprotection under mild basic conditions. Its side-chain carboxylate is readily activated for coupling or modified via standard esterification, facilitating diverse conjugation strategies. The compound exhibits excellent bench stability and compatibility with common purification methods, making it ideal for synthesizing bioactive peptides and peptidomimetics.

Synthesis

  • Route1

    References

    • Ma, Yao; Zhao, Nan; Liu, Gang Journal of Medicinal Chemistry, 2011 , vol. 54, # 8 p. 2767 - 2777
  • Route2
    • null|null
      1286246-26-1
    • ~63%
    • In-stock
      Fmoc-D-Glu-NH2|CS-0133843
      292150-20-0

    References

    • Ma, Yao; Zhao, Nan; Liu, Gang Journal of Medicinal Chemistry, 2011 , vol. 54, # 8 p. 2767 - 2777
  • Route3

    References

    • Yang, Hong-Zhen; Xu, Song; Liao, Xue-Yan; Zhang, Suo-De; Liang, Zheng-Lun; Liu, Bai-He; Bai, Jin-Ye; Jiang, Chao; Ding, Jian; Cheng, Gui-Fang; Liu, Gang Journal of Medicinal Chemistry, 2005 , vol. 48, # 16 p. 5112 - 5122

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   118.72
  • LogP   2.2438
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   7

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