I8757
4-Iodo-L-phenylalanine
≥98.0% (TLC)
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
Beilstein:
4411317
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
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Product Name
4-Iodo-L-phenylalanine,
Assay
≥98.0% (TLC)
Quality Level
form
powder
color
white to off-white
storage temp.
−20°C
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
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Biochem/physiol Actions
4-Iodo-L-phenylalanine may be used in protein engineering as a model unnatural α amino acid to alter primary amino acid composition via the opal (UGA) codon.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
B Chevrier et al.
European journal of biochemistry, 237(2), 393-398 (1996-04-15)
The structure of the complex of Aeromonas proteolytica aminopeptidase, a two-zinc exopeptidase, with the inhibitor p-iodo-D-phenylalanine hydroxamate has been determined by X-ray crystallography. Refinement of the structure, which includes 220 water molecules, using data at 0.80-0.23-nm resolution resulted in a
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