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D0629

Sigma-Aldrich

3,5-Diiod-L-Thyronin

thyroid hormone analog

Synonym(e):

3,5-Diiod-4-(4-hydroxyphenoxy)-L-phenylalanin, Iodgorgosäure

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About This Item

Empirische Formel (Hill-System):
C15H13I2NO4
CAS-Nummer:
1041-01-6
Molekulargewicht:
525.08
Beilstein:
2707891
EG-Nummer:
213-867-7
MDL-Nummer:
MFCD00064987
UNSPSC-Code:
41116107
PubChem Substanz-ID:
24893248
NACRES:
NA.26

Qualitätsniveau

200

Assay

≥99% (HPLC)

Form

powder

Methode(n)

ligand binding assay: suitable

Farbe

white to off-white

mp (Schmelzpunkt)

255 °C

Lagertemp.

−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

InChIKey

ZHSOTLOTTDYIIK-ZDUSSCGKSA-N

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Biochem./physiol. Wirkung

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.

H-Sätze

H412

P-Sätze

P273 - P501

Gefahreneinstufungen

Aquatic Chronic 3

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Persönliche Schutzausrüstung

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

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Analysenzertifikate (COA)

Lot/Batch Number
MKCL2543
MKCB2257V
MKCB1817V
MKCB0274V
MKBV6325V

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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
C J Huang et al.
Journal of molecular and cellular cardiology, 31(4), 881-893 (1999-05-18)
We previously reported that T3(3,3',5-triiodo-L-thyronine) acutely increases sodium currents (INa) in neonatal rat myocytes. Here we compare the effects of several thyroid hormone analogs, including T4(3,3',5,5'-tetraiodo-L-thyronine), rT3(3,3',5'-triiodo-L-thyronine), D-T3(3,3',5-triiodo-D-thyronine), 3,5-T2(3,5-diiodo-L-thyronine), DIT (3,5-diiodo-L-tyrosine), MIT (3-monoiodo-L-tyrosine), tetrac (3,3',5,5'-tetraiodo-thyroacetic acid), triac (3, 3',5-triiodo-thyroacetic acid)
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
Maria Moreno et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 25(10), 3312-3324 (2011-06-15)
The worldwide prevalence of obesity-associated pathologies, including type 2 diabetes, requires thorough investigation of mechanisms and interventions. Recent studies have highlighted thyroid hormone analogs and derivatives as potential agents able to counteract such pathologies. In this study, in rats receiving
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.
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