A thyroid hormone
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3,3’,5-Triiodo-L-thyronine

Item No. 30996

Technical Information
Formal Name
O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine
CAS Number
6893-02-3
Synonyms
  • L-3,3’,5-Triiodothyronine
  • T3
  • Liothyronine
  • NSC 80203
Molecular Formula
C15H12I3NO4
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:6): 0.14 mg/ml
λmax
227 nm
SMILES
N[C@@H](CC1=CC(I)=C(OC(C=C2)=CC(I)=C2O)C(I)=C1)C(O)=O
InChi Code
InChI=1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22)/t12-/m0/s1
InChi Key
AUYYCJSJGJYCDS-LBPRGKRZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    3,3',5-Triiodo-L-thyronine (T3) is a thyroid hormone.1 It is produced by 5'-monodeiodination of the prohormone thyroxine (T4) in various tissues, including liver and kidney. T3 is an agonist of thyroid hormone receptors TRα and TRβ (Kis = 2.3 nM for both) that modulates diverse biological properties, including metabolism, cardiac function, growth, and redox signaling.2,3,4,5 It also functions as an inhibitor of L-type amino acid transporter 1 (LAT1), inhibiting LAT1-mediated leucine uptake in HEK293 cells when used at a concentration of 10 µM.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Larsen, P.R., Silva, J.E., and Kaplan, M.M. Relationships between circulating and intracellular thyroid hormones: Physiological and clinical implications. Endocr. Rev. 2(1), 87-102 (1981).

    2. Shiohara, H., Nakamura, T., Kikuchi, N., et alDiscovery of novel indane derivatives as liver-selective thyroid hormone receptor β (TRβ) agonists for the treatment of dyslipidemia. Bioorgan. Med. Chem. 20(11), 3622-3634 (2012).

    3. Cox, M.D., Dalal, S.S., Heard, C.R.C., et alMetabolic rate and thyroid status in rats fed diets of different protein-energy value: The importance of free T3. J. Nutri. 114(9), 1609-1616 (1984).

    4. Macchia, P.E., Takeuchi, Y., Kawai, T., et alIncreased sensitivity to thyroid hormone in mice with complete deficiency of thyroid hormone receptor α. Proc. Natl. Acad. Sci. USA 98(1), 349-354 (2001).

    5. Videla, L.A., Cornejo, P., Romanque, P., et alThyroid hormone-induced cytosol-to-nuclear translocation of rat liver Nrf2 is dependent on Kupffer cell functioning. Sci. World J. 2012, 1-11 (2012).

    6. Kongpracha, P., Nagamori, S., Wiriyasermkul, P., et alStructure-activity relationship of a novel series of inhibitors for cancer type transporter L-type amino acid transporter 1 (LAT1). J. Pharmacol. Sci. 133(2), 96-102 (2017).