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1991-81-7 | 4-iodophenylalanine
CAS No: 1991-81-7 Catalog No: AG00ASM4 MDL No:
Product Description
Catalog Number:
AG00ASM4
Chemical Name:
4-iodophenylalanine
CAS Number:
1991-81-7
IUPAC Name:
(2S)-2-amino-3-(4-iodophenyl)propanoic acid
InChI:
InChI=1S/C9H10INO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1
InChI Key:
PZNQZSRPDOEBMS-QMMMGPOBSA-N
UNII:
J882Z73MPL
Properties
Complexity:
179
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
290.976g/mol
Formal Charge:
0
Heavy Atom Count:
13
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
291.088g/mol
Monoisotopic Mass:
290.976g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
63.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.9
Literature
| Title | Journal |
|---|---|
| Differentiation of enantiomeric drugs by iodo-substituted L-amino acid references under electrospray ionization mass spectrometric conditions. | Rapid communications in mass spectrometry : RCM 20120615 |
| Synthetic biology: an emerging research field in China. | Biotechnology advances 20111101 |
| RF1 knockout allows ribosomal incorporation of unnatural amino acids at multiple sites. | Nature chemical biology 20111101 |
| Artificial extracellular matrix proteins containing phenylalanine analogues biosynthesized in bacteria using T7 expression system and the PEGylation. | Biomacromolecules 20111010 |
| An alternative and expedient synthesis of radioiodinated 4-iodophenylalanine. | Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 20111001 |
| The de novo engineering of pyrrolysyl-tRNA synthetase for genetic incorporation of L-phenylalanine and its derivatives. | Molecular bioSystems 20110301 |
| Site-specific incorporation of 4-iodo-L-phenylalanine through opal suppression. | Journal of biochemistry 20100801 |
| Genetic incorporation of unnatural amino acids into proteins in Mycobacterium tuberculosis. | PloS one 20100101 |
| Efficacy of systemic radionuclide therapy with p-131I-iodo-L-phenylalanine combined with external beam photon irradiation in treating malignant gliomas. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20091201 |
| One plasmid selection system for the rapid evolution of aminoacyl-tRNA synthetases. | Bioorganic & medicinal chemistry letters 20090715 |
| Expanded chemical diversity sampling through whole protein evolution. | Molecular bioSystems 20090701 |
| Halogen-substituted phenylalanines as enantioselective selectors for enantioselective discrimination of amino acids: effect of halogen. | Rapid communications in mass spectrometry : RCM 20080501 |
| Improved synthesis of no-carrier-added p-[124I]iodo-L-phenylalanine and p-[131I]iodo-L-phenylalanine for nuclear medicine applications in malignant gliomas. | Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 20080401 |
| Intra-individual comparison of p-[123I]-iodo-L-phenylalanine and L-3-[123I]-iodo-alpha-methyl-tyrosine for SPECT imaging of gliomas. | European journal of nuclear medicine and molecular imaging 20080101 |
| Para-[(123)I]iodo-L-phenylalanine in patients with pancreatic adenocarcinoma: tumour uptake, whole-body kinetics, dosimetry. | Nuklearmedizin. Nuclear medicine 20080101 |
| o-Nitrotyrosine and p-iodophenylalanine as spectroscopic probes for structural characterization of SH3 complexes. | Protein science : a publication of the Protein Society 20070701 |
| Application of the Suzuki-Miyaura cross-coupling to increase antimicrobial potency generates promising novel antibacterials. | Bioorganic & medicinal chemistry letters 20070415 |
| Site-specific functionalization of proteins by organopalladium reactions. | Chembiochem : a European journal of chemical biology 20070122 |
| A new protein engineering approach combining chemistry and biology, part I; site-specific incorporation of 4-iodo-L-phenylalanine in vitro by using misacylated suppressor tRNAPhe. | Chembiochem : a European journal of chemical biology 20061001 |
| 123/125I-labelled 2-iodo-L: -phenylalanine and 2-iodo-D: -phenylalanine: comparative uptake in various tumour types and biodistribution in mice. | European journal of nuclear medicine and molecular imaging 20060801 |
| Regioselective carbon-carbon bond formation in proteins with palladium catalysis; new protein chemistry by organometallic chemistry. | Chembiochem : a European journal of chemical biology 20060101 |
| Use of the Sonogashira coupling reaction for the 'two-step' labeling of phenylalanine peptide side chains with organometallic compounds. | Bioconjugate chemistry 20060101 |
| Validation of brain tumour imaging with p-[123I]iodo-L-phenylalanine and SPECT. | European journal of nuclear medicine and molecular imaging 20050901 |
| The site-specific incorporation of p-iodo-L-phenylalanine into proteins for structure determination. | Nature biotechnology 20041001 |
| Binding of inhibitory aromatic amino acids to Streptomyces griseus aminopeptidase. | Acta crystallographica. Section D, Biological crystallography 20041001 |
| Phasing in iodine for structure determination. | Nature biotechnology 20041001 |
| p-[123I]iodo-L-phenylalanine for detection of pancreatic cancer: basic investigations of the uptake characteristics in primary human pancreatic tumour cells and evaluation in in vivo models of human pancreatic adenocarcinoma. | European journal of nuclear medicine and molecular imaging 20040401 |
| Action and efficacy of p-[131I]iodo-L-phenylalanine on primary human glioma cell cultures and rats with C6-gliomas. | Anticancer research 20040101 |
| An expanded eukaryotic genetic code. | Science (New York, N.Y.) 20030815 |
| Unnatural amino acid mutagenesis of green fluorescent protein. | The Journal of organic chemistry 20030110 |
| Aromatic amino acids and their derivatives as ligands for the isolation of aspartic proteinases. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20020425 |
| Initial evaluation of the feasibility of single photon emission tomography with p-[123 I]iodo-L-phenylalanine for routine brain tumour imaging. | Nuclear medicine communications 20020201 |
| Conserved tryptophan in cytochrome c: importance of the unique side-chain features of the indole moiety. | The Biochemical journal 20011101 |
| Four color fret dye nucleotide terminators for DNA sequencing. | Nucleosides, nucleotides & nucleic acids 20010101 |
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