3,3',5'-Triiodo-L-thyronine is a naturally occurring iodinated amino acid derivative of the thyronine class, featuring a diphenyl ether scaffold bearing three iodine substituents and an L-configured amino acid side chain. The molecule contains an amino group and a carboxyl group characteristic of amino acid derivatives, while the aromatic iodination patterns and ether-linked ring system provide strong halogenated, electron-withdrawing functionality that can influence intermolecular interactions and spectroscopic behavior. In biochemical and analytical workflows, it is used as a structural reference and substrate-like building block for studies of iodinated thyroid-related chemistry, including analytical method development and chemical biology investigations involving halogenated aromatic amino acid analogues.
CAT No: CP19501
CAS No:5817-39-0
Synonyms/Alias:58117-53-6;H-LYS(Z)-NH2HCL;Nepsilon-Z-L-lysineamidehydrochloride;Benzyl(S)-(5,6-diamino-6-oxohexyl)carbamatemonohydrochloride;H-Lys(Z)-NH2Cl;H-Lys(Z)-NH2.HCl;H-Lys(Z)-NH2?HCl;AC1O57P9;SCHEMBL3180697;CTK8B3902;MolPort-006-131-426;QSRGTPRDCDSKAY-YDALLXLXSA-N;EINECS261-136-6;ANW-43410;CH-329;KM0169;AKOS025289393;AK170119;V6754;A831746;(S)-2-amino-6-(benzyloxycarbonylamino)hexanamidehydrochloride;benzylN-[(5S)-5,6-diamino-6-oxohexyl]carbamatehydrochloride;benzylN-[(5S)-5,6-diamino-6-oxohexyl]carbamate;hydrochloride;(phenylmethyl)N-[(5S)-5,6-bis(azanyl)-6-oxidanylidene-hexyl]carbamatehydrochloride
3,3',5'-Triiodo-L-thyronine is a thyroid hormone analog featuring the L-thyronine scaffold with three iodine atoms on the aromatic rings, providing a distinct halogenated, highly polarizable structure that is commonly leveraged in endocrine and receptor-binding studies. As a defined, iodine-rich amino acid derivative, it is frequently used as a chemical standard or research reagent where accurate mass, isotopic/iodination pattern, and structural specificity are essential for analytical workflows and biochemical assays.
1. Endocrine Receptor Studies
3,3',5'-Triiodo-L-thyronine is used by endocrine research groups to support receptor-binding and transcriptional response experiments involving thyroid hormone signaling pathways. Researchers rely on its defined tri-iodinated aromatic substitution pattern to ensure structural specificity when comparing hormone analogs, evaluating ligand selectivity, or benchmarking assay performance in cell-based reporter systems and protein-ligand binding formats. In these workflows, the iodinated aromatic rings are central to the compound's physicochemical identity, helping investigators distinguish it from mono- and di-iodinated thyronine species and from non-iodinated analogs.
2. Analytical Standard And LC-MS Quantification
3,3',5'-Triiodo-L-thyronine is widely applied as a reference material for method development and quantitative analysis of iodothyronines in biological and chemical matrices. Analytical chemists use it to build calibration curves, verify retention behavior, and confirm mass-based detection in LC-MS workflows where iodine pattern and molecular mass are key discriminators among closely related thyroid hormone species. Because the compound's structure is fixed and well-defined, it is also used for system suitability checks, impurity profiling, and quality control of analytical batches in metabolite or hormone panel measurements.
3. Thyroid Hormone Metabolism Research
3,3',5'-Triiodo-L-thyronine supports metabolic research focused on iodothyronine handling, including studies of uptake, conversion, and clearance in in vitro systems and biochemical assays. Metabolic researchers use it as a defined substrate or comparator to track transformation among iodinated thyronines, enabling interpretation of pathway behavior when enzymes or transport factors are perturbed. The tri-iodinated aromatic framework provides a clear chemical handle for downstream separation and identification, which is particularly useful when investigators need to distinguish parent compound from metabolites with different iodine counts and substitution patterns.
4. Pharmaceutical Intermediate Characterization
3,3',5'-Triiodo-L-thyronine is also used in pharmaceutical intermediate development and specialty chemical quality control contexts where iodine-substituted thyronine structures must be verified with high confidence. Process development teams and analytical laboratories employ it as a structural reference to support characterization of iodothyronine-containing intermediates, to confirm identity in synthesis campaigns, and to validate analytical methods used for release or in-process monitoring. Its defined tri-iodination pattern makes it a practical benchmark for confirming that upstream iodination and purification steps yield the intended thyronine iodine substitution profile.
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