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CS-W001157 4
Total: USD 88.00

5-Fluoro-L-tryptophan

  • CAS No. 16626-02-1

  • Cat. No. CS-B1073
  • Purity≥97%
  • MDL No.MFCD00066470

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

5-Fluoro-L-tryptophan|CS-B1073

Structure of 16626-02-1

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General Information

  • CAS No. 16626-02-1
  • Cat. No. CS-B1073
  • Purity ≥97%
  • MDL No. MFCD00066470
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁FN₂O₂
  • Molecular Weight 222.22
  • Synonym(s) L-5-Fluorotryptophan
  • SMILES O=C(O)[C@@H](N)CC1=CNC2=C1C=C(F)C=C2

Description

Fluorinating the indole ring at C5, 5-Fluoro-L-tryptophan (CAS 16626-02-1) integrates into protein synthesis pathways with reduced metabolic byproduct formation, enabling efficient isotopic labeling in biosynthetic studies.

Application

5-Fluoro-L-tryptophan (CAS 16626-02-1) enables site-specific incorporation of fluorine into proteins during routine translation, serving as a non-perturbing NMR probe. This allows real-time tracking of protein dynamics. Researchers leverage this to decode enzyme mechanisms with atomic precision in solution.

Synthesis

  • Route1
    • Ethyl (S)-2-amino-3-(5-fluoro-1H-indol-3-yl)propanoate|CS-0569072
      261177-58-6
    • ~71%
    • In-stock
      5-Fluoro-L-tryptophan|CS-B1073
      16626-02-1

    References

    • Ma; Liu; Li; Flippen-Anderson; Yu; Cook Journal of Organic Chemistry, 2001 , vol. 66, # 13 p. 4525 - 4542
  • Route2

    References

    • Winn, Michael; Roy, Abhijeet Deb; Grueschow, Sabine; Parameswaran, Raj S.; Goss, Rebecca J.M. Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 16 p. 4508 - 4510
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 66, # 13 p. 4525 - 4542

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   79.11
  • LogP   1.2614
  • H_Acceptors   2
  • H_Donors   3
  • Rotatable_Bonds   3

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