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F7626
6-Fluor-DL-tryptophan
crystalline
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About This Item
Empirische Formel (Hill-System):
C11H11FN2O2
CAS-Nummer:
Molekulargewicht:
222.22
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
Empfohlene Produkte
Form
crystalline
mp (Schmelzpunkt)
280-285 °C (dec.) (lit.)
Lagertemp.
−20°C
SMILES String
NC(Cc1c[nH]c2cc(F)ccc12)C(O)=O
InChI
1S/C11H11FN2O2/c12-7-1-2-8-6(3-9(13)11(15)16)5-14-10(8)4-7/h1-2,4-5,9,14H,3,13H2,(H,15,16)
InChIKey
YMEXGEAJNZRQEH-UHFFFAOYSA-N
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Anwendung
6-Fluoro-DL-tryptophan (6-F-TRP), a serotonin (5-HT) synthesis inhibitor, is metabolized in the brain and may be useful for tracing neuronal serotoninergic pools. 6-F-TRP is used as a competitive inhibitor of tryptophan binding to albumin and passage through the blood brain barrier (BBB).
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
Eyeshields, Gloves, type N95 (US)
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A H Baugher et al.
Biophysical journal, 75(5), 2574-2576 (1998-10-28)
Rotational-echo double-resonance (REDOR) 13C NMR spectra (with 19F dephasing) have been obtained of 6-fluorotryptophan complexed by a polymeric amphiphilic nanosphere consisting of a polystyrene core covalently attached to a poly(acrylic acid)-polyacrylamide shell. The REDOR spectra show that aromatic carbons from
Induction of anthranilate synthase activity by elicitors in oats.
Matsukawa T, Ishihara A, Iwamura H.
Zeitschrift fur Naturforschung, 57, 121-128 (2002)
F Richard et al.
Brain research, 536(1-2), 41-45 (1990-12-17)
An immunoblot procedure was developed to quantify the amount of tryptophan hydroxylase (TpOH), the rate limiting enzyme in the synthesis of serotonin, in the rat raphe dorsalis nucleus (NRD). Using this method we have studied the time course variations in
Albumin binding and brain uptake of 6-fluoro-DL-tryptophan: competition with L-tryptophan.
Chanut E, Zini R, Trouvin JH, Riant P, et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 44, 2082-2085 (1992)
S Miwa et al.
Journal of neurochemistry, 48(5), 1577-1580 (1987-05-01)
After intraperitoneal injection of rats with 6-fluorotryptophan (6-FT), brain 5-hydroxytryptamine (5-HT) levels decreased exponentially over 1 h. Depletion was dose-dependent and maximum depletion was observed at 200 mg/kg. 6-FT (200 mg/kg) did not significantly alter the content of 5-hydroxyindoleacetic acid.
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