58032
4-Iodo-L-phenylalanine
purum, ≥96.0% (HPLC), ~1 mol/mol water
Synonym(s):
(S)-2-Amino-3-(4-iodophenyl)propanoic acid
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About This Item
Empirical Formula (Hill Notation):
C9H10INO2
CAS Number:
Molecular Weight:
291.09
PubChem Substance ID:
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
4411317
MDL number:
SMILES string
N[C@@H](Cc1ccc(I)cc1)C(O)=O
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
grade
purum
assay
≥96.0% (HPLC)
optical activity
[α]20/D −6.5±2°, c = 1% in acetic acid: water (4:1)
impurities
~1 mol/mol water
application(s)
peptide synthesis
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Koichiro Kodama et al.
Chembiochem : a European journal of chemical biology, 7(10), 1577-1581 (2006-09-14)
An Escherichia coli suppressor tRNA(Phe) (tRNA(Phe) (CUA)) was misacylated with 4-iodo-L-phenylalanine by using the A294G phenylalanyl-tRNA synthetase mutant (G294-PheRS) from E. coli at a high magnesium-ion concentration. The preacylated tRNA was added to an E. coli cell-free system and a
R Karthikraj et al.
Rapid communications in mass spectrometry : RCM, 26(11), 1385-1391 (2012-05-05)
In chiral differentiation by mass spectrometry, use of a single reference that differentiates various classes of compounds including drugs is ideal, but so far there are no such reports in the literature. We have successfully used iodo-substituted amino acids for
Veerle Kersemans et al.
European journal of nuclear medicine and molecular imaging, 33(8), 919-927 (2006-03-31)
In vitro in the R1M cell model and in vivo in the R1M tumour-bearing athymic model, both [(123)I]-2-iodo-L: -phenylalanine and [(123)I]-2-iodo-D: -phenylalanine have shown promising results as tumour diagnostic agents for SPECT. In order to compare these two amino acid
S Samnick et al.
Nuclear medicine communications, 23(2), 121-130 (2002-03-14)
p-[123I]iodo-L-phenylalanine (IPA) is a recently described radiopharmaceutical which is highly accumulated in gliomas. The present investigation was designed to evaluate the feasibility of single photon emission tomography (SPET) with IPA to image brain tumours under routine clinical conditions. Using a
Dirk Hellwig et al.
European journal of nuclear medicine and molecular imaging, 35(1), 24-31 (2007-09-12)
Radioactive amino-acids accumulate in gliomas even with an intact blood-brain-barrier. L-3-[(123)I]-iodo-alpha-methyl-tyrosine (IMT) is well established for SPECT imaging of gliomas. Recently, we introduced p-[(123)I]-iodo-L-phenylalanine (IPA) for the characterisation of brain lesions. This study compares both tracers in glioma patients. Eleven
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