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CS-W001157 4
Total: USD 88.00

Fmoc-D-Glu(OAll)-OH

  • CAS No. 204251-33-2

  • Cat. No. CS-0181224
  • Purity≥97%
  • MDL No.MFCD01074690

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

Fmoc-D-Glu(OAll)-OH|CS-0181224

Structure of 204251-33-2

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General Information

  • CAS No. 204251-33-2
  • Cat. No. CS-0181224
  • Purity ≥97%
  • MDL No. MFCD01074690
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₃H₂₃NO₆
  • Molecular Weight 409.43
  • Synonym(s) N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-D-GLUTAMIC-ACID-GAMMA ALLYL ESTER
  • SMILES C=CCOC(CC[C@H](C(O)=O)NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)=O

Description

Fmoc-D-Glu(OAll)-OH is a protected D-glutamic acid derivative featuring a C-terminal allyl ester and an Nα-Fmoc group. This configuration enables orthogonal deprotection in peptide synthesis, where the Fmoc group is removed under mild base conditions while the allyl ester remains intact. The allyl moiety facilitates subsequent cleavage via palladium-catalyzed reactions, streamlining the introduction of functionalized side chains. The molecule exhibits excellent stability during handling and storage, making it suitable for automated and manual synthesis workflows.

Application

Fmoc-D-Glu(OAll)-OH serves as a key building block in peptide synthesis, enabling the incorporation of D-glutamic acid with orthogonal protection. The Fmoc group allows for mild base-labile deprotection, while the allyl ester (OAll) provides orthogonal cleavage under palladium catalysis, facilitating selective deprotection in complex sequences. Its stability under standard coupling conditions and compatibility with diverse synthetic workflows make it ideal for constructing multifunctional peptides and peptidomimetics.

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   101.93
  • LogP   3.4877
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   9

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