| Identification | More | [Name]
6-FLUORO-DL-TRYPTOPHAN | [CAS]
7730-20-3 | [Synonyms]
2-AMINO-3-(6-FLUORO-1H-INDOL-3-YL)PROPANOIC ACID
6-FLUORO-DL-TRYPTOPHAN
6-FLUOROTRYPTOPHAN
DL-2-AMINO-3-(6-FLUOROINDOLYL)PROPIONIC ACID
DL-6-FLUOROTRYPTOPHAN
H-6-FLUORO-DL-TRP-OH
6-fluoro-dl-tryptopha
H-Trp(6-F)-OH
(±)-2-Amino-3-(6-fluoro-1H-indol-3-yl)propionic acid | [EINECS(EC#)]
231-788-6 | [Molecular Formula]
C11H11FN2O2 | [MDL Number]
MFCD00005653 | [Molecular Weight]
222.22 | [MOL File]
7730-20-3.mol |
| Chemical Properties | Back Directory | [Appearance]
almost white to beige powder | [Melting point ]
280-285 °C (dec.)(lit.) | [Boiling point ]
450.7±45.0 °C(Predicted) | [density ]
1.2556 (estimate) | [storage temp. ]
−20°C
| [solubility ]
Aqueous Base (Slightly), Methanol (Slightly, Heated), Water (Slightly) | [form ]
crystalline
| [pka]
2.22±0.10(Predicted) | [color ]
Almost white to beige | [CAS DataBase Reference]
7730-20-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
YN6850000
| [Hazard Note ]
Toxic | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
almost white to beige powder | [Definition]
ChEBI: 6-Fluoro-DL-tryptophan is an indolyl carboxylic acid. | [Biological Activity]
6-fluoro-dl-tryptophan is a serotonin (5-ht) synthesis inhibitor.serotonin or 5-hydroxytryptamine (5-ht), a monoamine neurotransmitter, is biochemically derived from tryptophan. serotonin is primarily present in the gastrointestinal tract, blood platelets, and the central nervous system of animals. serotonin is considered to be a contributor to feelings of well-being and happiness. | [in vitro]
the potential competition was investigated between l-tryptophan (trp) and 6-fluoro-dl-tryptophan (6-f-trp). in equilibrium dialysis experiments, albumin bound about 80% of trp and 50% of 6-f-trp. competitive inhibition was assessed as the decrease in the apparent ka of trp in the presence of 6-f-trp, with no modification of the n value [1]. | [in vivo]
rats werer administered 6-fluoro-dl-tryptophan (6f-trp) and its neurochemical effects on central catechole and indole were evaluated. results showed that neither norepinephrine nor dopamine and its major metabolites were affected by 6f-trp. with regard to serotonin (5-ht), 6f-trp could induce a transient depletion in all the studied brain areas, with a maximum of about 60-65% obtained between 1 and 3 hr. after 6 hr, 5-ht levels returned to control values. in addition, the 5-hydroxyindolacetic acid (5-hiaa) level was also reduced 3 hr after 6f-trp administration. a large dose-dependent increase in tryptophan was seen in the four brain areas, mainly due to an inhibition of tryptophan incorporation into protein, as demonstrated by experiments with mouse neuroblastoma cells [2]. | [storage]
Store at -20°C | [References]
[1] chanut, e. ,zini, r.,trouvin, j.h., et al. albumin binding and brain uptake of 6-fluoro-dl-tryptophan: competition with l-tryptophan. biochemical pharmacology 44(10), 2082-2085 (1992).
[2] chanut, e. ,trouvin, j.h.,bondoux, d., et al. metabolism of 6-fluoro-dl-tryptophan and its specific effects on the rat brain serotoninergic pathway. biochemical pharmacology 45(5), 1049-1057 (1992). |
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