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Merck
CN

38100

3,5-Diiodo-L-thyronine

≥96.0% (calc. based on dry substance, NT)

Synonym(s):

3,5-Diiodo-4-(4-hydroxyphenoxy)-L-phenylalanine, 3,5-T2, O-(4-Hydroxyphenyl)-3,5-diiodo-L-tyrosine

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About This Item

Empirical Formula (Hill Notation):
C15H13I2NO4
CAS Number:
Molecular Weight:
525.08
UNSPSC Code:
41116107
NACRES:
NA.26
PubChem Substance ID:
EC Number:
213-867-7
Beilstein/REAXYS Number:
2707891
MDL number:
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InChI key

ZHSOTLOTTDYIIK-ZDUSSCGKSA-N

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

SMILES string

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

assay

≥96.0% (calc. based on dry substance, NT)

optical activity

[α]20/D +28±2°, c = 1% in ethanol/1 M HCl (2:1)

impurities

≤5% water

mp

255-260 °C (dec.)

storage temp.

2-8°C

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Other Notes

Preparation of high specific activity labeled triiodothyronine for radioimmunoassay

hcodes

Hazard Classifications

Aquatic Chronic 3

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

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M.R.A. Pillai et al.
Radiochem. Radioanal. Lett., 47, 257-257 (1981)
Roberto Mangiullo et al.
Biochimica et biophysica acta, 1797(2), 233-240 (2009-11-03)
Besides triiodothyronine (T3), 3,5-diiodo-L-thyronine (T2) has been reported to affect mitochondrial bioenergetic parameters. T2 effects have been considered as independent of protein synthesis. Here, we investigated the effect of in vivo chronic T2 administration to hypothyroid rats on liver mitochondrial
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.
Alessandro Cavallo et al.
Journal of bioenergetics and biomembranes, 43(4), 349-357 (2011-07-09)
Short-term effects of 3,5-L-diiodothyronine (T(2)) administration to hypothyroid rats on F(o)F(1)-ATP synthase activity were investigated in liver mitochondria. One hour after T(2) injection, state 4 and state 3 respiration rates were noticeably stimulated in mitochondria subsequently isolated. F(o)F(1)-ATP synthase activity
Alessandro Cavallo et al.
PloS one, 8(1), e52328-e52328 (2013-01-12)
Growing evidence shows that, among triiodothyronine derivatives, 3,5 diiodo-L-thyronine (T(2)) plays an important role in energy metabolism and fat storage. In the present study, short-term effects of T(2) administration to hypothyroid rats on fatty acid oxidation rate and bioenergetic parameters

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