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T1775

Sigma-Aldrich

L-Thyroxine

powder, BioReagent, suitable for cell culture

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Synonym(s):
3,3′,5,5″-Tetraiodo-L-thyronine, 3-[4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-L-alanine, T4
Linear Formula:
HOC6H2(I)2OC6H2(I)2CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
776.87
Beilstein:
2228515
EC Number:
MDL number:
eCl@ss:
32190102
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic

Quality Level

product line

BioReagent

Assay

≥98% (HPLC)

form

powder

potency

5-50 ng/mL

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

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This Item
PHR1613T2376T5905
L-Thyroxine powder, BioReagent, suitable for cell culture

Sigma-Aldrich

T1775

L-Thyroxine

Levothyroxine Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1613

Levothyroxine

L-Thyroxine ≥98% (HPLC)

Sigma-Aldrich

T2376

L-Thyroxine

L-Thyronine

Sigma-Aldrich

T5905

L-Thyronine

product line

BioReagent

product line

-

product line

-

product line

-

assay

≥98% (HPLC)

assay

-

assay

≥98% (HPLC)

assay

≥98.0% (TLC)

form

powder

form

-

form

powder

form

powder

potency

5-50 ng/mL

potency

-

potency

-

potency

-

technique(s)

cell culture | mammalian: suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

-

General description

Thyroxine (T4) is a tetraiodo derivative of the p-hydroxyphenyl ether of tyrosine, which functions as growth factors or cell growth inhibitors. T4 is used to treat hypothyroidism and thyroid carcinoma. It regulates energy metabolism.

Application

L-Thyroxine has been used to investigate its role in colorectal cancer cell lines HCT 116 (APC wild type) and HT-29 (APC mutant). It has also been used to evaluate its effects on pro-inflammatory tumor necrosis factor-α (TNF-α), interleukin-6 (IL-6), angiogenic vascular endothelial growth factor (VEGF), leukocyte adhesion, intercellular adhesion molecule 1 (ICAM-1) and E-selectin in human umbilical vein endothelial cells (HUVECs).

Biochem/physiol Actions

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

For long term storage, keep stock solutions at -20° in working aliquots and avoid repeated freeze/thaw cycles. Solutions stored at 2-8 °C are stable for up to 30 days.

Reconstitution

To prepare 20 μg/ml stock solution, dissolve in 50 ml sterile culture medium per mg thyroxine.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

Thyroid hormone promotes beta-catenin activation and cell proliferation in colorectal cancer
Lee YS, et al.
Hormones & Cancer, 9(3), 156-165 (2018)
Thyroxine therapy
Toft AD
The New England Journal of Medicine, 331(3), 174-180 (1994)
The
Clinical Chemistry, 331(3), 174-180 (2008)
Chemistry of thyroxine. III. Constitution and synthesis of thyroxine
Harrington CR and Barger G
The Biochemical Journal, 21(6), 169-183 (1927)
Effects of thyroxine as compared with thyroxine plus triiodothyronine in patients with hypothyroidism
Bunevivcius R, et al.
The New England Journal of Medicine, 340(6), 424-429 (1999)

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