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Merck
CN

58032

Sigma-Aldrich

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
Beilstein:
4411317
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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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

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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Storage Class Code

13 - Non 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

Regulatory Information

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Dirk Hellwig et al.
European journal of nuclear medicine and molecular imaging, 32(9), 1041-1049 (2005-05-20)
The aims of this prospective study were to validate single-photon emission computed tomography (SPECT) with p-[(123)I]iodo-L-phenylalanine (IPA) in brain tumours and to evaluate its potential for the characterisation of indeterminate brain lesions. In 45 patients with indeterminate brain lesions or
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
Jianming Xie et al.
Nature biotechnology, 22(10), 1297-1301 (2004-09-21)
A recently developed method makes it possible to genetically encode unnatural amino acids with diverse physical, chemical or biological properties in Escherichia coli and yeast. We now show that this technology can be used to efficiently and site-specifically incorporate p-iodo-L-phenylalanine
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

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