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Key Documents

I8757

Sigma-Aldrich

4-Iodo-L-phenylalanine

≥98.0% (TLC)

Sinonimo/i:

(S)-2-Amino-3-(4-iodophenyl)propanoic acid

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About This Item

Formula empirica (notazione di Hill):
C9H10INO2
Numero CAS:
Peso molecolare:
291.09
Beilstein:
4411317
Numero MDL:
Codice UNSPSC:
12352209
ID PubChem:
NACRES:
NA.26

product name

4-Iodo-L-phenylalanine,

Saggio

≥98.0% (TLC)

Forma fisica

powder

Colore

white to off-white

Temperatura di conservazione

−20°C

Stringa SMILE

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
PZNQZSRPDOEBMS-QMMMGPOBSA-N

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Azioni biochim/fisiol

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


Certificati d'analisi (COA)

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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
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
Koichiro Kodama et al.
Journal of biochemistry, 148(2), 179-187 (2010-05-25)
A variety of unique codons have been employed to expand the genetic code. The use of the opal (UGA) codon is promising, but insufficient information is available about the UGA suppression approach, which facilitates the incorporation of non-natural amino acids
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
Ina Israel et al.
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine, 66(4), 513-522 (2007-11-21)
This work describes the synthesis and the tumor affinity testing of no-carrier-added (n.c.a.) p-[(124)I]iodo-L-phenyalanine ([(124)I]IPA) and n.c.a. p-[(131)I]iodo-l-phenyalanine ([(131)I]IPA) as radiopharmaceuticals for imaging brain tumors with PET and for radionuclid-based therapy, respectively. Parameters for labeling were optimized with regard to

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