T2376

Sigma-Aldrich

L-Thyroxine

≥98% (HPLC)

Synonym(s):
3-[4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-L-alanine, 3,3′,5,5″-Tetraiodo-L-thyronine, T4
Linear Formula:
HOC6H2(I)2OC6H2(I)2CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
776.87
Beilstein/REAXYS Number:
2228515
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

biological source

synthetic

sterility

non-sterile

assay

≥98% (HPLC)

form

powder

application(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.

Packaging

1, 5 g in glass bottle
100, 500 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

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.

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.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. T2376.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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...
Tom Sarraude et al.
PeerJ, 8, e10175-e10175 (2020-10-23)
Maternal thyroid hormones (THs) are known to be crucial in embryonic development in humans, but their influence on other, especially wild, animals remains poorly understood. So far, the studies that experimentally investigated the consequences of maternal THs focused on short-term...
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...
R L Sutherland et al.
The Journal of endocrinology, 65(3), 319-332 (1975-06-01)
A competitive binding technique is described for the estimation of the thyroxine (T4)-binding properties of serum proteins in dilute blood serum and lymph. When used in conjunction with an assay for total T4 the following parameters can be estimated: 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...

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