154-08-5 | 5-Fluoro-dl-tryptophan

Packsize	Purity	Availability	Price	Discounted Price
100mg	95%	in stock	$34.00	$24.00
250mg	95	in stock	$79.00	$55.00
1g	97%	in stock	$163.00	$114.00
5g	97%	in stock	$605.00	$423.00
10g	97%	in stock	$1,132.00	$793.00
25g	97%	in stock	$1,879.00	$1,316.00

Description

• Catalog Number: AB69274
• Chemical Name: 5-Fluoro-dl-tryptophan
• CAS Number: 154-08-5
• Molecular Formula: C11H11FN2O2
• Molecular Weight: 222.2156
• MDL Number: MFCD00005649
• SMILES: NC(C(=O)O)Cc1c[nH]c2c1cc(F)cc2
• NSC Number: 9363

Computed Properties

• Complexity: 275
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 16
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 3
• Rotatable Bond Count: 3
• Undefined Atom Stereocenter Count: 1
• XLogP3: -0.7

Literature

• Structural investigation of the transmembrane C domain of the mannitol permease from Escherichia coli using 5-FTrp fluorescence spectroscopy.

  Biochimica et biophysica acta 20120301

• 5-fluoro-D,L-tryptophan as a dual NMR and fluorescent probe of α-synuclein.

  Methods in molecular biology (Clifton, N.J.) 20120101

• Contributions of counter-charge in a potassium channel voltage-sensor domain.

  Nature chemical biology 20110724

• Reduced fluorescence lifetime heterogeneity of 5-fluorotryptophan in comparison to tryptophan in proteins: implication for resonance energy transfer experiments.

  The journal of physical chemistry. B 20110609

• 5-fluorotryptophan as dual probe for ground-state heterogeneity and excited-state dynamics in apoflavodoxin.

  FEBS letters 20090903

• Structure of the cytoplasmic loop between putative helices II and III of the mannitol permease of Escherichia coli: a tryptophan and 5-fluorotryptophan spectroscopy study.

  Biochemistry 20090616

• A convenient one-step synthesis of L-aminotryptophans and improved synthesis of 5-fluorotryptophan.

  Bioorganic & medicinal chemistry letters 20080815

• Auxotrophic-precursor directed biosynthesis of nonribosomal lipopeptides with modified tryptophan residues.

  Organic & biomolecular chemistry 20080321

• Determination of the 19F NMR chemical shielding tensor and crystal structure of 5-fluoro-dl-tryptophan.

  Journal of magnetic resonance (San Diego, Calif. : 1997) 20070701

• Nanosecond relaxation dynamics of protein GB1 identified by the time-dependent red shift in the fluorescence of tryptophan and 5-fluorotryptophan.

  The journal of physical chemistry. B 20061228

• Hydrophobic effect and hydrogen bonds account for the improved activity of a complement inhibitor, compstatin.

  Journal of medicinal chemistry 20060727

• Molecular and biochemical studies of chondramide formation-highly cytotoxic natural products from Chondromyces crocatus Cm c5.

  Chemistry & biology 20060601

• Alpha-synuclein structures probed by 5-fluorotryptophan fluorescence and 19F NMR spectroscopy.

  The journal of physical chemistry. B 20060406

• In vivo and in vitro studies of Chlamydia trachomatis TrpR:DNA interactions.

  Molecular microbiology 20060301

• Sensitive high-performance liquid chromatographic assay for D-amino-acid oxidase activity in mammalian tissues using a fluorescent non-natural substrate, 5-fluoro-D-tryptophan.

  Journal of chromatography. A 20060217

• Ionization potentials of fluoroindoles and the origin of nonexponential tryptophan fluorescence decay in proteins.

  Journal of the American Chemical Society 20050323

• 19F NMR studies of plasminogen activator inhibitor-1.

  Biochemistry 20040217

• In vivo synthesized proteins with monoexponential fluorescence decay kinetics.

  Journal of the American Chemical Society 20040114

• Regulation of tryptophan synthase gene expression in Chlamydia trachomatis.

  Molecular microbiology 20030901

• [5-fluoro-tryptophan-containing N-terminal domain of the alpha-subunit of the Torpedo californica acetylcholine receptor: preparation in E. coli and 19F NMR study].

  Bioorganicheskaia khimiia 20030101

• 19F NMR study of the leucine-specific binding protein of Escherichia coli: mutagenesis and assignment of the 5-fluorotryptophan-labeled residues.

  Protein engineering 20021101

• Solution-state NMR investigations of triosephosphate isomerase active site loop motion: ligand release in relation to active site loop dynamics.

  Journal of molecular biology 20010629

• Competitive amino acid transport between L-tryptophan and other amino acids in Schizophyllum commune.

  Journal of bioscience and bioengineering 20010101