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| L-5-Hydroxytryptophan Basic information |
| L-5-Hydroxytryptophan Chemical Properties |
| Melting point | 270 °C (dec.) (lit.) | | alpha | -32.5 º (c=1,H2O on dry basis) | | Boiling point | 361.16°C (rough estimate) | | density | 0.902 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.4850(lit.) | | Fp | 175 °F | | storage temp. | 2-8°C | | solubility | H2O: 10 mg/mL | | form | solid | | pka | 2.22±0.10(Predicted) | | color | white | | optical activity | [α]22/D 30°, c = 1 in H2O | | Water Solubility | Slightly soluble | | Merck | 14,4847 | | BRN | 88200 | | CAS DataBase Reference | 4350-09-8(CAS DataBase Reference) | | EPA Substance Registry System | L-5-Hydroxytryptophan (4350-09-8) |
| L-5-Hydroxytryptophan Usage And Synthesis |
| Chemical Properties | white to pale grey powder | | Uses | A labelled metabolite of Tryptophan | | Uses | 5-Hydroxy-L-Tryptophan is a hydroxylated metabolite of L-Tryptophan | | Uses | 5-Hydroxy-L-tryptophan has been used:- to inject experimental mice for serotonin detection
- as a precursor of 5-hydroxytryptamine and injected in pregnant mice and neonatal rats for vital neutral red staining of lung slices
- as a standard in citrate-acetate buffer for its use in high performance liquid chromatography (HPLC) analysis
| | General Description | Colorless to pale pink crystals. | | Air & Water Reactions | L-5-Hydroxytryptophan is sensitive to air. Slightly water soluble . | | Reactivity Profile | L-5-Hydroxytryptophan reacts with bases. . | | Fire Hazard | Flash point data for L-5-Hydroxytryptophan are not available, however, L-5-Hydroxytryptophan is probably combustible. | | Biochem/physiol Actions | Hydroxylation of L-tryptophan occurs in the brain during serotonin synthesis. This is a step that controls the production of serotonin and also yields 5-hydroxy-l-tryptophan (5-HTP) as a metabolite. Thus, consumption 5-HTP, increases the serotonin level, which might result in depression, lack of sleep and severe headache. | | Purification Methods | Likely impurities are 5-hydroxy-D-tryptophan and 5-benzyloxytryptophan. Crystallise 5-hydroxy-L-tryptophan under nitrogen from water by adding EtOH. Store it under nitrogen. Also dissolve it in the minimum volume of hot H2O (~0.7g in 4mL) under nitrogen (charcoal) and allowed it to crystallise at 5o. The picrolonate crystallises from H2O with m 184-186o(dec). [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 p 2732-2737 1961, Morris & Armstrong J Org Chem 22 306 1957, Beilstein 22/14 V 278.] |
| L-5-Hydroxytryptophan Preparation Products And Raw materials |
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