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CS-W001157 4
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1-(9H-Fluoren-9-yl)-3,14-dioxo-2,7,10-trioxa-4,13-diazaheptadecan-17-oic acid

  • CAS No. 613245-91-3

  • Cat. No. CS-0199183
  • Purity≥95%
  • MDL No.MFCD06656466

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

1-(9H-Fluoren-9-yl)-3,14-dioxo-2,7,10-trioxa-4,13-diazaheptadecan-17-oic acid|CS-0199183

Structure of 613245-91-3

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General Information

  • CAS No. 613245-91-3
  • Cat. No. CS-0199183
  • Purity ≥95%
  • MDL No. MFCD06656466
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₃₀N₂O₇
  • Molecular Weight 470.51
  • Synonym(s) N-(Fmoc-8-amino-3,6-dioxa-octyl)succinamic acid
  • SMILES O=C(OCC1C2=CC=CC=C2C3=CC=CC=C31)NCCOCCOCCNC(CCC(O)=O)=O

Description

This fluorenyl-containing macrocyclic acid features a rigid, electron-rich fluoren-9-yl moiety integrated within a polyether-polyamine backbone, enabling selective metal ion coordination. The bifunctional design combines robust chelation with enhanced solubility in polar solvents, facilitating use in metal complexation studies and supramolecular assembly workflows under standard conditions.

Application

1-(9H-Fluoren-9-yl)-3,14-dioxo-2,7,10-trioxa-4,13-diazaheptadecan-17-oic acid serves as a versatile bifunctional linker for peptide and oligonucleotide conjugation, combining the robustness of fluorenylmethoxycarbonyl (Fmoc) protection with a polyether-amide backbone. Its stability under standard coupling conditions, ease of purification, and compatibility with diverse functional groups enable reliable synthesis of complex biomolecular architectures in solid-phase workflows.

Synthesis

  • Route1
    • In-stock
      Fmoc-Osu Amino acid impurity|CS-1733136
      82911-69-1
    • null|null
      959574-58-4
    • ~70%
    • In-stock
      1-(9H-Fluoren-9-yl)-3,14-dioxo-2,7,10-trioxa-4,13-diazaheptadecan-17-oic acid|CS-0199183
      613245-91-3

    References

    • Song, Aimin; Wang, Xiaobing; Zhang, Jinhua; Marik, Jan; Lebrilla, Carlito B.; Lam, Kit S. Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 1 p. 161 - 165
  • Route2

    References

    • Song, Aimin; Wang, Xiaobing; Zhang, Jinhua; Marik, Jan; Lebrilla, Carlito B.; Lam, Kit S. Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 1 p. 161 - 165
  • Route3

    References

    • Soriano, Aroa; Ventura, Ruben; Molero, Anabel; Hoen, Rob; Casado, Vicent; Corte, Antoni; Fanelli, Francesca; Albericio, Fernando; Lluis, Carmen; Franco, Rafael; Royo, Miriam Journal of Medicinal Chemistry, 2009 , vol. 52, # 18 p. 5590 - 5602

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   126.02
  • LogP   1.2046
  • H_Acceptors   7
  • H_Donors   2
  • Rotatable_Bonds   14

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