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D0629

Sigma-Aldrich

3,5-Diiodo-L-thyronine

thyroid hormone analog

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Synonym(s):
3,5-Diiodo-4-(4-hydroxyphenoxy)-L-phenylalanine, 3,5-T2, O-(4-Hydroxyphenyl)-3,5-diiodo-L-tyrosine
Empirical Formula (Hill Notation):
C15H13I2NO4
CAS Number:
Molecular Weight:
525.08
Beilstein/REAXYS Number:
2707891
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26

assay

≥99% (HPLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white to off-white

mp

255 °C

storage temp.

−20°C

SMILES string

N[C@@H](Cc1cc(I)c(Oc2ccc(O)cc2)c(I)c1)C(O)=O

InChI

1S/C15H13I2NO4/c16-11-5-8(7-13(18)15(20)21)6-12(17)14(11)22-10-3-1-9(19)2-4-10/h1-6,13,19H,7,18H2,(H,20,21)/t13-/m0/s1

InChI key

ZHSOTLOTTDYIIK-ZDUSSCGKSA-N

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1 of 4

This Item
719536D0754T2877
vibrant-m

D0629

3,5-Diiodo-L-thyronine

vibrant-m

D0754

3,5-Diiodo-L-tyrosine dihydrate

vibrant-m

T2877

3,3′,5-Triiodo-L-thyronine

form

powder

form

powder

form

crystalline

form

powder

technique(s)

ligand binding assay: suitable

technique(s)

mass spectrometry (MS): suitable

technique(s)

ligand binding assay: suitable

technique(s)

transfection: suitable

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

mp

255 °C

mp

-

mp

200 °C (dec.) (lit.)

mp

234-238 °C (lit.)

Biochem/physiol Actions

3,5-Diiodo-L-thyronine ((T(2)) is an iodinated thyronine hormone that regulates gene activity affecting processes such as homeostasis, lipid metabolism and insulin resistance.

hcodes

Hazard Classifications

Aquatic Chronic 3

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Customers Also Viewed

Slide 1 of 6

1 of 6

Maria Moreno et al.
Thyroid : official journal of the American Thyroid Association, 18(2), 239-253 (2008-02-19)
The processes and pathways mediating the intermediary metabolism of carbohydrates, lipids, and proteins are all affected by thyroid hormones (THs) in almost all tissues. Particular attention has been devoted by scientists to the effects of THs on lipid metabolism. Among
Elena Grasselli et al.
Journal of hepatology, 54(6), 1230-1236 (2010-12-15)
Previous studies have demonstrated that 3,5-L-diiodothyronine (T(2)) is able to prevent lipid accumulation in the liver of rats fed a high-fat diet. Whether this effect is due to a direct action of T(2) on the liver has not been elucidated.
Anna M Giudetti et al.
Endocrinology, 146(9), 3959-3966 (2005-06-04)
Short-term effects of 3,5-l-diiodothyronine (T2) on lipid biosynthesis were studied in cultured hepatocytes from hypothyroid rats. A comparison with the effects of T3 was routinely carried out. After T2 addition to cell cultures, a distinct stimulation of fatty acid and
Soledad Bárez-López et al.
PloS one, 14(12), e0226017-e0226017 (2019-12-07)
Patients lacking the thyroid hormone (TH) transporter MCT8 present abnormal serum levels of TH: low thyroxine and high triiodothyronine. They also have severe neurodevelopmental defects resulting from cerebral hypothyroidism, most likely due to impaired TH transport across the brain barriers.
Alessio Rochira et al.
Biochimica et biophysica acta, 1831(12), 1679-1689 (2013-08-21)
Thyroid hormone 3,5,3'-triiodo-l-thyronine (T3) is known to affect cell metabolism through both the genomic and non-genomic actions. Recently, we demonstrated in HepG2 cells that T3 controls the expression of SREBP-1, a transcription factor involved in the regulation of lipogenic genes.

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