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CAS 219943-61-0

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4-Bromo-D-tryptophan

Description:
4-Bromo-D-tryptophan is an amino acid derivative characterized by the presence of a bromine atom at the fourth position of the indole ring of the tryptophan molecule. This compound is a stereoisomer of L-tryptophan, specifically the D-enantiomer, which means it has a different spatial arrangement of atoms compared to its L counterpart. The introduction of the bromine atom can influence the compound's biochemical properties, such as its solubility, reactivity, and interaction with biological systems. 4-Bromo-D-tryptophan is of interest in various fields, including medicinal chemistry and biochemistry, due to its potential role in modulating neurotransmitter pathways and its application in research related to protein synthesis and enzyme activity. Additionally, the presence of the bromine atom may enhance the compound's ability to participate in specific chemical reactions, making it a valuable tool in synthetic organic chemistry. As with many brominated compounds, considerations regarding its environmental impact and biological effects are essential for its safe handling and application.
Formula:C11H11BrN2O2
InChI:InChI=1S/C11H11BrN2O2/c12-7-2-1-3-9-10(7)6(5-14-9)4-8(13)11(15)16/h1-3,5,8,14H,4,13H2,(H,15,16)/t8-/m1/s1
InChI key:InChIKey=OFKIVYVSESEHFZ-MRVPVSSYSA-N
SMILES:C([C@H](C(O)=O)N)C=1C=2C(NC1)=CC=CC2Br
Synonyms:
  • (R)-2-Amino-3-(4-bromo-1H-indol-3-yl)propanoic acid
  • (R)-2-Amino-3-(4-bromo-1H-indol-3-yl)propanoicacid
  • 4-Bromo-<span class="text-smallcaps">D</span>-tryptophan
  • 4-Bromo-D-tryptophan
  • 4-Bromotryptophan
  • <span class="text-smallcaps">D</span>-Tryptophan, 4-bromo-
  • D-Tryptophan, 4-bromo-
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