CAS 25197-99-3

5-Bromo-L-tryptophan

Description:

5-Bromo-L-tryptophan is an analog of the amino acid tryptophan, characterized by the presence of a bromine atom at the 5-position of the indole ring. This modification can influence its biochemical properties and interactions. The substance is typically a white to off-white crystalline powder and is soluble in polar solvents such as water and methanol, though its solubility may vary depending on the pH of the solution. As a tryptophan derivative, it may participate in various biological processes, including protein synthesis and neurotransmitter production, particularly serotonin. The bromination can also affect its reactivity and potential applications in research, particularly in studies related to neurochemistry and pharmacology. Additionally, 5-Bromo-L-tryptophan may serve as a useful tool in the synthesis of other compounds or as a probe in biochemical assays. Safety data should be consulted for handling and usage, as with any chemical substance, to ensure proper precautions are taken.

Formula: C₁₁H₁₁BrN₂O₂

InChI: InChI=1S/C11H11BrN2O2/c12-7-1-2-10-8(4-7)6(5-14-10)3-9(13)11(15)16/h1-2,4-5,9,14H,3,13H2,(H,15,16)/t9-/m0/s1

InChI key: InChIKey=KZDNJQUJBMDHJW-VIFPVBQESA-N

SMILES: C([C@@H](C(O)=O)N)C=1C=2C(NC1)=CC=C(Br)C2

Synonyms:

• (2S)-2-Amino-3-(5-bromo-1H-indol-3-yl)propanoic acid
• (S)-2-Amino-3-(5-bromo-1H-indol-3-yl)propanoic acid
• (S)-2-Amino-3-(5-bromo-1H-indol-3-yl)propanoicacid
• 5-Bromo-<span class="text-smallcaps">L</span>-tryptophan
• <span class="text-smallcaps">L</span>-5-Bromotryptophan
• <span class="text-smallcaps">L</span>-Tryptophan, 5-bromo-
• L-5-Bromotryptophan
• L-Tryptophan, 5-bromo-
• Tryptophan, 5-bromo-, <span class="text-smallcaps">L</span>-
• Tryptophan,5-bromo-, L-
• 5-Bromo-L-tryptophan
• 5BrW
• 5 BrW
• 5-BrW

L-Tryptophan, 5-bromo-

CAS: 25197-99-3

Formula: C₁₁H₁₁BrN₂O₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 283.1212

Ref: IN-DA002QUF

5-Bromo-L-tryptophan

CAS: 25197-99-3

5-Bromo-L-tryptophan

Formula: C₁₁H₁₁BrN₂O₂

Purity: 97%

Molecular weight: 283.12124

Ref: 54-OR929180

L-5-BromoTryptophan

CAS: 25197-99-3

L-5-BromoTryptophan

Formula: C₁₁H₁₁BrN₂O₂

Purity: ≥98%

Molecular weight: 283.12

Ref: 54-BUP16513

H-Trp(5-Br)-OH

CAS: 25197-99-3

(S)-2-Amino-3-(5-bromo-1H-indol-3-yl)propanoic acid

Formula: C₁₁H₁₁BrN₂O₂

Purity: 97%

Molecular weight: 283.12

Ref: IN-DG222637

5-Bromo-L-tryptophan

CAS: 25197-99-3

5-Bromo-L-tryptophan is a chemical compound that is an important intermediate in the biosynthesis of serotonin and melatonin. This molecule is a member of the class of compounds called indole alkaloids. 5-Bromo-L-tryptophan has been shown to be synthesized from tryptamine and secologanin by Aureol, a wild type strain of bacteria. The biosynthesis starts with the addition of two bromine atoms at the C5 position, which are then removed as volatile bromide ions. X-ray crystallography data have shown that this reaction proceeds via an asymmetric syn addition, with a reaction time on the order of milliseconds. 5-Bromo-L-tryptophan can be obtained from marine sponges such as Semenospongia sp., using x-ray data to determine its molecular structure.

Formula: C₁₁H₁₁BrN₂O₂

Purity: Min. 97 Area-%

Color and Shape: White Powder

Molecular weight: 283.12 g/mol

Ref: 3D-FB49098

(S)-2-Amino-3-(5-bromo-1H-indol-3-yl)propanoic acid

CAS: 25197-99-3

Formula: C₁₁H₁₁BrN₂O₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 283.125

Ref: 10-F226031

L-5-BromoTryptophan

CAS: 25197-99-3

L-5-BromoTryptophan (5-BrW) is an analog of the tryptophan (Trp) effector and inhibits the gelation of hemoglobin S.

Formula: C₁₁H₁₁BrN₂O₂

Purity: 99.75%

Color and Shape: Solid

Molecular weight: 283.12

Ref: TM-T19889