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5-Bromo-L-tryptophan (CAS 25197-99-3)

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Alternate Names:
L-Trp(5-Br)-OH; L-2-Amino-3-(5-bromoindolyl)propionic acid
CAS Number:
25197-99-3
Molecular Weight:
283.12
Molecular Formula:
C11H11BrN2O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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5-Bromo-L-tryptophan is a chemical compound that belongs to the class of tryptophan derivatives. It is derived from the amino acid L-tryptophan by the addition of a bromine atom to the fifth position of the tryptophan molecule. It can be incorporated into proteins during protein synthesis, replacing the natural amino acid tryptophan. This modified protein can then be used to investigate the structure, function, and interactions of proteins in various biological systems.


5-Bromo-L-tryptophan (CAS 25197-99-3) References

  1. Cytotoxic bromoindole derivatives and terpenes from the Philippine marine sponge Smenospongia sp.  |  Tasdemir, D., et al. 2002. Z Naturforsch C J Biosci. 57: 914-22. PMID: 12440734
  2. Enzymatic synthesis of tryptamine and its halogen derivatives selectively labeled with hydrogen isotopes.  |  Dragulska, S. and Kańska, M. 2014. J Radioanal Nucl Chem. 299: 759-763. PMID: 26224955
  3. Highly Stereospecific Cross-Coupling Reactions of Anomeric Stannanes for the Synthesis of C-Aryl Glycosides.  |  Zhu, F., et al. 2016. J Am Chem Soc. 138: 12049-52. PMID: 27612008
  4. Directed evolution of a synthetic phylogeny of programmable Trp repressors.  |  Ellefson, JW., et al. 2018. Nat Chem Biol. 14: 361-367. PMID: 29483643
  5. On the prevalence of bridged macrocyclic pyrroloindolines formed in regiodivergent alkylations of tryptophan.  |  Rose, TE., et al. 2016. Chem Sci. 7: 4158-4166. PMID: 30155060
  6. Engineering Improves Enzymatic Synthesis of L-Tryptophan by Tryptophan Synthase from Escherichia coli.  |  Xu, L., et al. 2020. Microorganisms. 8: PMID: 32260519
  7. Production of Tyrian purple indigoid dye from tryptophan in Escherichia coli.  |  Lee, J., et al. 2021. Nat Chem Biol. 17: 104-112. PMID: 33139950
  8. Cytotoxic Alkaloids Derived from Marine Sponges: A Comprehensive Review.  |  Elissawy, AM., et al. 2021. Biomolecules. 11: PMID: 33578987
  9. From Tryptophan to Toxin: Nature's Convergent Biosynthetic Strategy to Aetokthonotoxin.  |  Adak, S., et al. 2022. J Am Chem Soc. 144: 2861-2866. PMID: 35142504
  10. Genus Smenospongia: Untapped Treasure of Biometabolites-Biosynthesis, Synthesis, and Bioactivities.  |  Ibrahim, SRM., et al. 2022. Molecules. 27: PMID: 36144705
  11. 11-fold symmetry of the trp RNA-binding attenuation protein (TRAP) from Bacillus subtilis determined by X-ray analysis.  |  Antson, AA., et al. 1994. J Mol Biol. 244: 1-5. PMID: 7525975
  12. Regioselective Enzymatic Halogenation of Substituted Tryptophan Derivatives using the FAD-Dependent Halogenase RebH  |  Marcel Frese, Paulina H. Guzowska, Hauke Voß, Prof. Dr. Norbert Sewald. 2014. ChemCatChem. 6: 1270-1276.
  13. Typification of Chemical Compounds of Marine Sponge Metabolites  |  Irudayaraj Rajendran. 2016. Marine Sponges: Chemicobiological and Biomedical Applications. 167–256.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5-Bromo-L-tryptophan, 100 mg

sc-471356
100 mg
$235.00

5-Bromo-L-tryptophan, 250 mg

sc-471356A
250 mg
$469.00

5-Bromo-L-tryptophan, 1 g

sc-471356B
1 g
$949.00