Home Fluorides 1132-68-9
1132-68-9,MFCD00063064
Catalog No.:AA00HCLO

1132-68-9 | 4-Fluoro-L-phenylalanine

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1g
98%(HPLC)
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$27.00   $19.00
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5g
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$29.00   $21.00
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10g
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00HCLO
Chemical Name:
4-Fluoro-L-phenylalanine
CAS Number:
1132-68-9
Molecular Formula:
C9H10FNO2
Molecular Weight:
183.1796
MDL Number:
MFCD00063064
SMILES:
N[C@H](C(=O)O)Cc1ccc(cc1)F
Properties
Computed Properties
 
Complexity:
179  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
3  
XLogP3:
-1.9  

Literature

Title: Effect of juxtamembrane tryptophans on the immersion depth of Synaptobrevin, an integral vesicle membrane protein.

Journal: Biochimica et biophysica acta 20121201

Title: Characterization of antinociceptive potency of endomorphin-2 derivatives with unnatural amino acids in rats.

Journal: Acta physiologica Hungarica 20120901

Title: Modulating supramolecular assemblies and mechanical properties of engineered protein materials by fluorinated amino acids.

Journal: Biomacromolecules 20120813

Title: Modulating substrate specificity of histone acetyltransferase with unnatural amino acids.

Journal: Molecular bioSystems 20111101

Title: Transferred NOESY NMR studies of biotin mimetic peptide (FSHPQNT) bound to streptavidin: a structural model for studies of peptide-protein interactions.

Journal: Chemical biology & drug design 20110701

Title: New potent biphalin analogues containing p-fluoro-L-phenylalanine at the 4,4' positions and non-hydrazine linkers.

Journal: Amino acids 20110501

Title: Design of glycopeptides used to investigate class II MHC binding and T-cell responses associated with autoimmune arthritis.

Journal: PloS one 20110101

Title: The Neurospora crassa TOB complex: analysis of the topology and function of Tob38 and Tob37.

Journal: PloS one 20110101

Title: Antimicrobial peptides and their superior fluorinated analogues: structure-activity relationships as revealed by NMR spectroscopy and MD calculations.

Journal: Chembiochem : a European journal of chemical biology 20101122

Title: Residue-specific global fluorination of Candida antarctica lipase B in Pichia pastoris.

Journal: Molecular bioSystems 20100901

Title: Dual effects of [Tyr(6)]-gamma2-MSH(6-12) on pain perception and in vivo hyperalgesic activity of its analogues.

Journal: Journal of peptide science : an official publication of the European Peptide Society 20100901

Title: GC separation of amino acid enantiomers via derivatization with heptafluorobutyl chloroformate and Chirasil-L-Val column.

Journal: Journal of separation science 20091101

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology 20091001

Title: Positional effects of monofluorinated phenylalanines on histone acetyltransferase stability and activity.

Journal: Bioorganic & medicinal chemistry letters 20090915

Title: Protein tyrosine kinase p56lck-deficiency confers hypersusceptibility to rho-fluorophenylalanine (pFPhe)-induced apoptosis by augmenting mitochondrial apoptotic pathway in human Jurkat T cells.

Journal: Biochemical and biophysical research communications 20081205

Title: Intracellular uptake and inhibitory activity of aromatic fluorinated amino acids in human breast cancer cells.

Journal: ChemMedChem 20080901

Title: A novel transport and delivery mechanism underpins the effectiveness of prolyl-m-sarcolysyl-p-fluorophenylalanine (PSF) in a human melanoma xenograft nude-mouse model.

Journal: Pigment cell & melanoma research 20080801

Title: Metabolism of no-carrier-added 2-[18F]fluoro-L-tyrosine in rats.

Journal: BMC medical physics 20080101

Title: YddG from Escherichia coli promotes export of aromatic amino acids.

Journal: FEMS microbiology letters 20071001

Title: The rolB gene-induced overproduction of resveratrol in Vitis amurensis transformed cells.

Journal: Journal of biotechnology 20070220

Title: Cloning and characterization of Fpmtr1, an amino acid transporter gene of Fusarium proliferatum (Gibberella intermedia).

Journal: Journal of basic microbiology 20070201

Title: Bacterial bioreactors for high yield production of recombinant protein.

Journal: The Journal of biological chemistry 20061208

Title: Phenylalanine side chain behavior of the intestinal fatty acid-binding protein: the effect of urea on backbone and side chain stability.

Journal: The Journal of biological chemistry 20051118

Title: On the importance of carbohydrate-aromatic interactions for the molecular recognition of oligosaccharides by proteins: NMR studies of the structure and binding affinity of AcAMP2-like peptides with non-natural naphthyl and fluoroaromatic residues.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20051118

Title: Neighbouring group processes in the deamination of protonated phenylalanine derivatives.

Journal: Organic & biomolecular chemistry 20051021

Title: Integration of E. coli aroG-pheA tandem genes into Corynebacterium glutamicum tyrA locus and its effect on L-phenylalanine biosynthesis.

Journal: World journal of gastroenterology 20041215

Title: Folding and domain-domain interactions of the chaperone PapD measured by 19F NMR.

Journal: Biochemistry 20041102

Title: Novel soraphens from precursor directed biosynthesis.

Journal: Chemical communications (Cambridge, England) 20030621

Title: Virtual screening for binding of phenylalanine analogues to phenylalanyl-tRNA synthetase.

Journal: Journal of the American Chemical Society 20021204

Title: Comparative analysis of striatal FDOPA uptake in Parkinson's disease: ratio method versus graphical approach.

Journal: Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20021001

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: Influence of a ring substituent on the tendency to form H(2)O adducts to Ag(+) complexes with phenylalanine analogues in an ion trap mass spectrometer.

Journal: Journal of mass spectrometry : JMS 20020401

Title: [Kinetics of trypsin-catalyzed hydrolysis of some arginine-containing peptide methyl esters].

Journal: Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20020101

Title: Construction of a Bacillus subtilis (natto) with high productivity of vitamin K2 (menaquinone-7) by analog resistance.

Journal: Bioscience, biotechnology, and biochemistry 20010901

Title: Shikonin production by p-fluorophenylalanine resistant cells of Lithospermum erythrorhizon.

Journal: Fitoterapia 20010501

Title: Electron tomography of mitochondria after the arrest of protein import associated with Tom19 depletion.

Journal: European journal of cell biology 20010201

Title: Gas phase attachment of water and methanol to Ag(I) complexes with alpha-amino acids in an ion trap mass spectrometer.

Journal: Rapid communications in mass spectrometry : RCM 20010101

Title: Hillas PJ, et al. A mechanism for hydroxylation by tyrosine hydroxylase based on partitioning of substituted phenylalanines. Biochemistry. 1996;35(22):6969-6975.

Title: Luck LA, et al. Fluorescence and 19F NMR evidence that phenylalanine, 3-L-fluorophenylalanine and 4-L-fluorophenylalanine bind to the L-leucine specific receptor of Escherichia coli. Protein Sci. 2000;9(12):2573-2576.

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Tags:1132-68-9 Molecular Formula|1132-68-9 MDL|1132-68-9 SMILES|1132-68-9 4-Fluoro-L-phenylalanine