Home Other Building Blocks 5-Fluoro-dl-tryptophan

5-Fluoro-dl-tryptophan

CAS No.:
154-08-5
Catalog Number:
AG003MRM
Molecular Formula:
C11H11FN2O2
Molecular Weight:
222.2156
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
250mg
97%
In Stock USA
United States
$63
- +
1g
97%
In Stock USA
United States
$119
- +
5g
97%
In Stock USA
United States
$475
- +
10g
97%
In Stock USA
United States
$900
- +
25g
97%
In Stock USA
United States
$1500
- +
Product Description
Catalog Number:
AG003MRM
Chemical Name:
5-Fluoro-dl-tryptophan
CAS Number:
154-08-5
Molecular Formula:
C11H11FN2O2
Molecular Weight:
222.2156
MDL Number:
MFCD00005649
IUPAC Name:
2-amino-3-(5-fluoro-1H-indol-3-yl)propanoic acid
InChI:
InChI=1S/C11H11FN2O2/c12-7-1-2-10-8(4-7)6(5-14-10)3-9(13)11(15)16/h1-2,4-5,9,14H,3,13H2,(H,15,16)
InChI Key:
INPQIVHQSQUEAJ-UHFFFAOYSA-N
SMILES:
NC(C(=O)O)Cc1c[nH]c2c1cc(F)cc2
EC Number:
205-822-5
NSC Number:
9363
Properties
Complexity:
275  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
222.08g/mol
Formal Charge:
0
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
222.219g/mol
Monoisotopic Mass:
222.08g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
79.1A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.7  
Literature
Title Journal
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
Properties