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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-azidopentanoic acid

  • CAS No. 1097192-04-5

  • Cat. No. CS-0100564
  • Purity≥98%
  • MDL No.MFCD11052921

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

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-azidopentanoic acid|CS-0100564

Structure of 1097192-04-5

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General Information

  • CAS No. 1097192-04-5
  • Cat. No. CS-0100564
  • Purity ≥98%
  • MDL No. MFCD11052921
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₂₀N₄O₄
  • Molecular Weight 380.40
  • Synonym(s) (S)-5-Azido-2-(Fmoc-amino)pentanoic acid
  • SMILES O=C(O)[C@H](CCCN=[N+]=[N-])NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-azidopentanoic acid features a protected amino group and a terminal azide for bioorthogonal conjugation. This stable, bench-ready reagent integrates seamlessly into peptide synthesis workflows, enabling site-specific labeling and functionalization under standard conditions.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-azidopentanoic acid serves as a versatile, bench-stable amino acid building block for solid-phase peptide synthesis and bioconjugation. The Fmoc group enables orthogonal protection of the amine, while the terminal azide facilitates efficient copper-catalyzed or strain-promoted cycloaddition reactions. Its well-established compatibility with standard coupling reagents and ease of purification make it ideal for constructing complex peptide architectures and site-specific conjugates in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Holland-Nell, Kai; Meldal, Morten Angewandte Chemie - International Edition, 2011 , vol. 50, # 22 p. 5204 - 5206
  • Route2
    • In-stock
      Fmoc-Osu Amino acid impurity|CS-1733136
      82911-69-1
    • (s)-2-Amino-5-azidopentanoic acid|CS-0871017
      156463-09-1
    • ~%
    • In-stock
      (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-azidopentanoic acid|CS-0100564
      1097192-04-5

    References

    • Isaad, Alexandra Le Chevalier; Barbetti, Francesca; Rovero, Paolo; D'Ursi, Anna Maria; Chelli, Mario; Chorev, Michael; Papini, Anna Maria European Journal of Organic Chemistry, 2008 , # 31 p. 5308 - 5314

Safety Information

Download SDS
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+P364-P405-P501

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Computational Chemistry Data

  • TPSA   124.39
  • LogP   4.0688
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   8

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