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About This Item
Empirical Formula (Hill Notation):
C11H11FN2O2
CAS Number:
Molecular Weight:
222.22
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
Recommended Products
form
crystalline
mp
280-285 °C (dec.) (lit.)
storage temp.
−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)
InChI key
YMEXGEAJNZRQEH-UHFFFAOYSA-N
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Application
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).
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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)
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
Induction of anthranilate synthase activity by elicitors in oats.
Matsukawa T, Ishihara A, Iwamura H.
Zeitschrift fur Naturforschung, 57, 121-128 (2002)
E Chanut et al.
Biochemical pharmacology, 45(5), 1049-1057 (1993-03-09)
We administered 6-fluoro-DL-tryptophan (6F-Trp) to rats (50-200 mg/kg i.p.) and evaluated its neurochemical effects on central catechole and indole compounds; we also determined the time course of its action, together with its metabolism and kinetics in four rat brain areas.
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