18749-30-9

Basic information

• Product Name: 6-hydroxy-tryptophan
• Synonyms: 6-hydroxy-tryptophan;2-AMino-3-(6-hydroxy-1H-indol-3-yl)propanoic acid;Tryptophan, 6-hydroxy-
• CAS NO: 18749-30-9
• Molecular Formula: C11H12N2O3
• Molecular Weight: 220.22458
• EINECS: -0
• Mol File: 18749-30-9.mol
• Article Data: 2

Chemical Properties

• Melting Point: 283-286 °C
• Boiling Point: 520.6±50.0 °C(Predicted)
• Appearance: /
• Density: 1.484±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 2.23±0.10(Predicted)
• CAS DataBase Reference: 6-hydroxy-tryptophan(CAS DataBase Reference)
• NIST Chemistry Reference: 6-hydroxy-tryptophan(18749-30-9)
• EPA Substance Registry System: 6-hydroxy-tryptophan(18749-30-9)

Safety Data

• Hazardous Substances Data: 18749-30-9(Hazardous Substances Data)

Usage

General Description

6-hydroxy-tryptophan is a chemical compound that is closely related to the amino acid tryptophan. It is formed as an intermediate in the synthesis of serotonin, a neurotransmitter that plays a key role in regulating mood, sleep, and appetite. Additionally, 6-hydroxy-tryptophan is also involved in the production of melatonin, a hormone that helps to regulate the sleep-wake cycle. Researchers have been investigating the potential therapeutic applications of 6-hydroxy-tryptophan, particularly in the treatment of mood disorders and sleep disturbances. Overall, 6-hydroxy-tryptophan is an important chemical compound that is involved in various physiological processes in the body.

Relevant articles and documents

Synthesis and biological evaluation of 18F-labeled fluoroethoxy tryptophan analogues as potential PET tumor imaging agents

As a continuation of our research efforts toward the development of tryptophan-based radiotracers for tumor imaging with positron emission tomography (PET), three new fluoroethoxy tryptophan analogues were synthesized and evaluated in vivo. These new tracers (namely, 4-(2-[18F]fluoroethoxy)-DL-tryptophan ([18F]4-FEHTP), 6-(2-[18F]fluoroethoxy)-DL-tryptophan ([18F]6-FEHTP), and 7-(2-[18F]fluoroethoxy)-DL-tryptophan ([18F]7-FEHTP) carry the fluoroethoxy side chain either at positions 4-, 6-, or 7- of the indole core. Reference compounds and precursors were synthesized by multistep approaches. Radiosynthesis was accomplished by no-carrier-added nucleophilic 18F-fluorination following either an indirect approach (O-alkylation of the corresponding hydroxytryptophan with [18F]fluoroethyltosylate) or a direct approach (nucleophilic [18F] fluorination using a protected mesyl precursor). Radiochemical yields (decay corrected) for both methods were in the range of 10-18%. Small animal PET imaging with xenograft-bearing mice revealed the highest tumor/background ratio for [18F]6-FEHTP which, in a direct comparison, outperformed the other two tryptophan tracers and also the well-established tyrosine analogue O-(2-[18F]fluoroethyl)-L-tyrosine ([18F]L-FET). Investigation of the transport mechanism of [18F]6-FEHTP in small cell lung cancer cells (NCI-H69) revealed that it is most probably taken up exclusively via the large neutral amino acid transporter(s) (LAT).