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D0754

Sigma-Aldrich

3,5-Diiodo-L-tyrosine dihydrate

≥98.0% (HPLC), suitable for ligand binding assays

Synonym(s):

3,5-diiodo-L-tyrosine hydrate (1:2)

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About This Item

Empirical Formula (Hill Notation):
C9H9I2NO3 · 2H2O
CAS Number:
18835-59-1
Molecular Weight:
469.01
Beilstein/REAXYS Number:
2218691
EC Number:
206-092-0
MDL number:
MFCD00016542
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24893289
NACRES:
NA.26

product name

3,5-Diiodo-L-tyrosine dihydrate, crystalline

assay

≥98.0% (HPLC)

form

crystalline

technique(s)

ligand binding assay: suitable

color

white

mp

200 °C (dec.) (lit.)

solubility

4 M NH4OH in methanol: 50 mg/mL, clear, yellow-green

storage temp.

−20°C

SMILES string

N[C@@H](Cc1cc(I)c(O)c(I)c1)C(O)=O

InChI

1S/C9H9I2NO3/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,7,13H,3,12H2,(H,14,15)/t7-/m0/s1

InChI key

NYPYHUZRZVSYKL-ZETCQYMHSA-N

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Application

Substrate for the assay of halogenated tyrosine and thyroid hormone aminotransferase. Intermediate in the biosynthesis and alternative pathways of metabolism of thyroid hormones.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Jana Frýdlová et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 863(1), 135-140 (2008-02-08)
The interaction of porcine pepsin A with immobilized derivatives of aromatic amino acids was investigated. Divinyl sulfone-activated Sepharose was used to immobilize N-acetyl-l-phenylalanine and 3,5-diiodo-l-tyrosine via their free carboxyl groups and l-tyrosine via its amino group. Immobilized l-tyrosine was iodinated
Sangeeta Kumari et al.
Journal of the American Society for Mass Spectrometry, 18(8), 1516-1524 (2007-06-26)
L-Tyrosine and iodinated L-tyrosines, i.e., 3-iodo-L-tyrosine and 3,5-diiodo-L-tyrosine, are successfully used as chiral references for the chiral discrimination of aliphatic, acidic, and aromatic amino acids. Chiral discrimination is achieved by investigating the collision-induced dissociation spectra of the trimeric complex [Cu(II)(ref)(2)(A)
Yining Zheng et al.
Talanta, 69(1), 107-112 (2008-10-31)
In this paper, a new method for separation, identification and quantitation of iodotyrosines and iodothyronines [3-monoiodo-L-tyrosine (MIT), 3,5-diiodo-L-tyrosine (DIT), L-thyronine (T(0)), 3,5-diiodo-L-thyronine (T(2)), 3,5,3'-triiodo-L-thyronine (T(3)) and 3,3',5,5'-tetraiodo-L-thyronine (T(4))] was described by using capillary electrophoresis with photodiode-array ultraviolet-visible detection (CE-UV). The
Purification and properties of halogenated tyrosine and thyroid hormone transaminase from rat kidney mitochondria.
M Nakano
The Journal of biological chemistry, 242(1), 73-81 (1967-01-10)
A Balsam et al.
The Journal of clinical investigation, 72(4), 1234-1245 (1983-10-01)
Studies were performed to elucidate the nature of the pathway of hepatic thyroxine (T4) metabolism that is activated by inhibitors of liver catalase. For this purpose, the metabolism of T4 in homogenates of rat liver was monitored with T4 labeled
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