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T2376

Sigma-Aldrich

L-Thyroxine

≥98% (HPLC)

Synonym(s):

3,3′,5,5″-Tetraiodo-L-thyronine, 3-[4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-L-alanine, T4

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About This Item

Linear Formula:
HOC6H2(I)2OC6H2(I)2CH2CH(NH2)CO2H
CAS Number:
51-48-9
Molecular Weight:
776.87
Beilstein/REAXYS Number:
2228515
EC Number:
200-101-1
MDL number:
MFCD00002595
UNSPSC Code:
51111800
PubChem Substance ID:
24900033
NACRES:
NA.32

biological source

synthetic

sterility

non-sterile

assay

≥98% (HPLC)

form

powder

technique(s)

cell culture | mammalian: suitable

mp

223 °C (dec.) (lit.)

solubility

4 M NH4OH in methanol: 50 mg/mL, clear to hazy, yellow

shipped in

ambient

storage temp.

room temp

SMILES string

N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(O)=O

InChI

1S/C15H11I4NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,21H,3,20H2,(H,22,23)/t12-/m0/s1

InChI key

XUIIKFGFIJCVMT-LBPRGKRZSA-N

Gene Information

human ... THRA(7067) , THRB(7068) , TTR(7276)
mouse ... Cnr2(12802)
rat ... Cnr1(25248)

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Application

L-Thyroxine was used to study the light-induced hormone conversion of T4 to T3 in regulation of photoperiodic response of gonads in Japanese quail. The product was used as a test compound for studying the impact of numerous hormones on the surface morphology of rat testicular cells in culture.

Biochem/physiol Actions

L-Thyroxine is an iodine containing hormone produced from thyroglobulin in the thyroid follicular cells. L-Thyroxine reduces total cholesterol level, low-density lipoprotein cholesterol as well as waist to hip ratio in subclinical hypothyroidism pateints. Hence, facilitates in improving cardiovascular risk factor as well as can enhance symptoms of tiredness.
L-Thyroxine (T4) and triiodo-L-thyronine (T3) are iodine-containing hormones produced from thyroglobulin in the thyroid follicular cells. The stimulation of metabolic rate and regulation of growth and development by these hormones appear to be due to their effects on DNA transcription and, thus, protein synthesis.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

L-Thyroxine dissolves in 4M ammonium hydroxide in Methanol at 50 mg/ml to yield a clear to hazy yellow to dark yellow solution.

related product

Product No.
Description
Pricing

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H372

Hazard Classifications

STOT RE 1

target_organs

Thyroid,Cardio-vascular system,Kidney

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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3,3′,5′-Triiodo-L-thyronine-13C6 solution 100 μg/mL in methanol with 0.1N NH3, ampule of 1 mL, certified reference material, Cerilliant®

Supelco

T-078

3,3′,5′-Triiodo-L-thyronine-13C6 solution

J C Hutson
The American journal of anatomy, 151(1), 55-69 (1978-01-01)
The purpose of this investigation was to study the effects of various hormones on the surface morphology of 20-day-old rat testicular cells in culture. Aggregates containing primarily Sertoli cells and germinal cells were obtained by enzymatic digestion. The surface morphology
Takashi Yoshimura et al.
Nature, 426(6963), 178-181 (2003-11-14)
Reproduction of many temperate zone birds is under photoperiodic control. The Japanese quail is an excellent model for studying the mechanism of photoperiodic time measurement because of its distinct and marked response to changing photoperiods. Studies on this animal have
Salman Razvi et al.
The Journal of clinical endocrinology and metabolism, 92(5), 1715-1723 (2007-02-15)
Subclinical hypothyroidism (SCH) is defined as raised serum TSH levels with circulating thyroid hormones within the reference range. It is uncertain whether treatment of SCH with L-thyroxine improves cardiovascular (CV) risk factors and quality of life. The objective of the
Takahiro Nojiri et al.
Endocrine journal, 66(5), 409-422 (2019-03-01)
Graves' Disease is a representative autoimmune thyroid disease that presents with hyperthyroidism. Emerging evidence has shown the involvement of lysophosphatidic acid (LPA) and its producing enzyme, autotaxin (ATX), in the pathogenesis of various diseases; among them, the involvement of the
Steffen Mayerl et al.
The Journal of clinical investigation, 124(5), 1987-1999 (2014-04-03)
Allan-Herndon-Dudley syndrome (AHDS), a severe form of psychomotor retardation with abnormal thyroid hormone (TH) parameters, is linked to mutations in the TH-specific monocarboxylate transporter MCT8. In mice, deletion of Mct8 (Mct8 KO) faithfully replicates AHDS-associated endocrine abnormalities; however, unlike patients
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