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
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
Beilstein/REAXYS Number:
4411317
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
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Samuel Samnick et al.
European journal of nuclear medicine and molecular imaging, 31(4), 532-541 (2004-01-15)
Pancreatic cancer is associated with the worst 5-year survival rate of any human cancer. This high mortality is due, in part, to difficulties in establishing early and accurate diagnosis. Because most tumours share the ability to accumulate amino acids more
D Hellwig et al.
Nuklearmedizin. Nuclear medicine, 47(5), 220-224 (2008-10-15)
Recently, p-[(123)I]iodo-L-phenylalanine (IPA) was clinically validated for brain tumour imaging. Preclinical studies demonstrated uptake of IPA into pancreatic adenocarcinoma suggesting its diagnostic application in patients with pancreatic tumours. The aim was to study the tumour uptake of IPA in patients
D R Harding et al.
International journal of peptide and protein research, 26(2), 208-213 (1985-08-01)
The amino terminal fragment (1-15) of apolipoprotein C-1, H-Thr-Pro-Asp-Val-Ser-Ser-Ala-Leu-Asp-Lys-Leu-Lys-Glu-Phe14-Gly was prepared by the solid phase method. However, the phenylalanine residue at position 14 was replaced with p-iodophenylalanine in the chemical synthesis. The preparation of t-butyloxy-carbonyl-p-iodophenylalanine is described. After completion of
V Reiland et al.
Acta crystallographica. Section D, Biological crystallography, 60(Pt 10), 1738-1746 (2004-09-25)
The bacterial aminopeptidase isolated from the extracellular extract of Streptomyces griseus (SGAP) is a double-zinc exopeptidase with a high preference for large hydrophobic amino-terminus residues. It is a monomer of a relatively low molecular weight (30 kDa), is heat-stable, displays
S Samnick et al.
European journal of nuclear medicine, 27(10), 1543-1551 (2000-11-18)
In developing iodine-123-labelled amino acid derivatives for imaging cerebral gliomas by single-photon emission tomography (SPET), we compared p-[123I]iodo-L-phenylalanine (IPA), L-[123I]iodo-1,2,3,4-tetrahydro-7-hydroxyisoquinoline-3-carboxylic acid (ITIC) and L-3-[123I]iodo-alpha-methyltyrosine (IMT) with regard to their uptake in human glioblastoma T99 and T3868 cells, and thereafter studied
Global Trade Item Number
| SKU | GTIN |
|---|---|
| I8757-1G | 04061826059890 |
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