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CS-W001157 4
Total: USD 88.00

Fmoc-Glu-OMe

  • CAS No. 145038-49-9

  • Cat. No. CS-W022728
  • Purity≥95%
  • MDL No.MFCD21607506

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

Fmoc-Glu-OMe|CS-W022728

Structure of 145038-49-9

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General Information

  • CAS No. 145038-49-9
  • Cat. No. CS-W022728
  • Purity ≥95%
  • MDL No. MFCD21607506
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₂₁NO₆
  • Molecular Weight 383.40
  • Synonym(s) None
  • SMILES O=C(O)CC[C@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C(OC)=O

Description

Fmoc-Glu-OMe features a protected glutamic acid side chain with a methyl ester, enabling direct incorporation into peptide chains without additional derivatization. The Fmoc group ensures efficient orthogonal deprotection during solid-phase synthesis, while the methyl ester maintains stability under standard coupling conditions. This derivative simplifies sequence assembly in bioactive peptide synthesis.

Application

Fmoc-Glu-OMe serves as a key building block in solid-phase peptide synthesis, enabling efficient incorporation of glutamic acid residues with orthogonal protection. The Fmoc group permits base-labile deprotection, while the methyl ester provides a stable, easily removable carboxyl handle. Its bench-stable nature and compatibility with standard coupling protocols facilitate reliable peptide chain elongation and simplify purification workflows.

Synthesis

  • Route1
    • 5-(Tert-butyl) 1-methyl (((9H-fluoren-9-yl)methoxy)carbonyl)-l-glutamate|CS-1021366
      160002-61-9
    • ~%
    • In-stock
      Fmoc-Glu-OMe|CS-W022728
      145038-49-9

    References

    • Tamiaki, Hitoshi; Isoda, Yasuaki; Tanaka, Takuya; Machida, Shinnosuke Bioorganic and Medicinal Chemistry, 2014 , vol. 22, # 4 p. 1421 - 1428
  • Route2

    References

    • Dumez, Estelle; Snaith, John S.; Jackson, Richard F. W.; McElroy, Andrew B.; Overington, John; Wythes, Martin J.; Withka, Jane M.; McLellan, Thomas J. Journal of Organic Chemistry, 2002 , vol. 67, # 14 p. 4882 - 4892
  • Route3

    References

    • Walker, Brian; Brown, Martin F.; Lynas, John F.; Martin; McDowell, Andrew; Badet, Bernard; Hill, Alan J. Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 24 p. 2795 - 2798

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

Quality Control

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Computational Chemistry Data

  • TPSA   101.93
  • LogP   2.9315
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   7

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