[{"@context":"http:\/\/schema.org\/","@type":"BlogPosting","@id":"https:\/\/wiki.edu.vn\/en\/wiki43\/35-diiodothyronine-wikipedia\/#BlogPosting","mainEntityOfPage":"https:\/\/wiki.edu.vn\/en\/wiki43\/35-diiodothyronine-wikipedia\/","headline":"3,5-Diiodothyronine – Wikipedia","name":"3,5-Diiodothyronine – Wikipedia","description":"From Wikipedia, the free encyclopedia 3,5-Diiodothyronine Names IUPAC name 2-Amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid Identifiers ChemSpider MeSH 3,5-diiodothyronine UNII InChI=1S\/C15H13I2NO4\/c16-11-5-8(7-13(18)15(20)21)6-12(17)14(11)22-10-3-1-9(19)2-4-10\/h1-6,13,19H,7,18H2,(H,20,21) Key:\u00a0ZHSOTLOTTDYIIK-UHFFFAOYSA-N C1=CC(=CC=C1O)OC2=C(C=C(C=C2I)CC(C(=O)O)N)I C1=CC(=CC=C1O)OC2=C(C=C(C=C2I)CC(C(=O)O)N)I","datePublished":"2022-07-26","dateModified":"2022-07-26","author":{"@type":"Person","@id":"https:\/\/wiki.edu.vn\/en\/wiki43\/author\/lordneo\/#Person","name":"lordneo","url":"https:\/\/wiki.edu.vn\/en\/wiki43\/author\/lordneo\/","image":{"@type":"ImageObject","@id":"https:\/\/secure.gravatar.com\/avatar\/c9645c498c9701c88b89b8537773dd7c?s=96&d=mm&r=g","url":"https:\/\/secure.gravatar.com\/avatar\/c9645c498c9701c88b89b8537773dd7c?s=96&d=mm&r=g","height":96,"width":96}},"publisher":{"@type":"Organization","name":"Enzyklop\u00e4die","logo":{"@type":"ImageObject","@id":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/08\/download.jpg","url":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/08\/download.jpg","width":600,"height":60}},"image":{"@type":"ImageObject","@id":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/5\/5c\/3%2C5-Diiodothyronine.svg\/200px-3%2C5-Diiodothyronine.svg.png","url":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/5\/5c\/3%2C5-Diiodothyronine.svg\/200px-3%2C5-Diiodothyronine.svg.png","height":"84","width":"200"},"url":"https:\/\/wiki.edu.vn\/en\/wiki43\/35-diiodothyronine-wikipedia\/","wordCount":3708,"articleBody":"From Wikipedia, the free encyclopedia3,5-DiiodothyronineNamesIUPAC name2-Amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acidIdentifiersChemSpiderMeSH3,5-diiodothyronineUNIIInChI=1S\/C15H13I2NO4\/c16-11-5-8(7-13(18)15(20)21)6-12(17)14(11)22-10-3-1-9(19)2-4-10\/h1-6,13,19H,7,18H2,(H,20,21)Key:\u00a0ZHSOTLOTTDYIIK-UHFFFAOYSA-NC1=CC(=CC=C1O)OC2=C(C=C(C=C2I)CC(C(=O)O)N)IC1=CC(=CC=C1O)OC2=C(C=C(C=C2I)CC(C(=O)O)N)IPropertiesC15H13I2NO4Molar mass525.081\u00a0g\u00b7mol\u22121Except where otherwise noted, data are given for materials in their standard state (at 25\u00a0\u00b0C [77\u00a0\u00b0F], 100\u00a0kPa).Chemical compound3,5-Diiodothyronine (3,5-T2) is an active thyroid hormone within the class of iodothyronines. It has two iodine atoms at positions 3 and 5 of its inner ring.Table of ContentsBiological effects[edit]Clinical significance[edit]References[edit]External links[edit]Biological effects[edit]3,5-T2 is an active thyroid hormone. It stimulates the TR-beta receptor for thyroid hormones and thus increases energy expenditure.[1][2] It has agonistic (thyromimetic) effects at myocardial tissue and pituitary, which results in 3,5-T2 suppressing TSH release.[3][4] 3,5-T2 is an allosteric regulator of the cytochrome c oxidase, the complex IV of the electron transport chain. It increases its activity by preventing the interaction of adenosine triphosphate (ATP) as an allosteric inhibitor.[5]Clinical significance[edit]In nonthyroidal illness syndrome 3,5-T2 concentrations are increased.[6][7][8][9] This could explain why patients with low T3 syndrome don’t benefit from substitution therapy with thyroid hormones.[7]References[edit]^ Goglia F (2014). “The effects of 3,5-diiodothyronine on energy balance”. Frontiers in Physiology. 5: 528. doi:10.3389\/fphys.2014.00528. PMC\u00a04292545. PMID\u00a025628573.^ Lombardi A, Senese R, De Matteis R, Busiello RA, Cioffi F, Goglia F, Lanni A (2015). “3,5-Diiodo-L-thyronine activates brown adipose tissue thermogenesis in hypothyroid rats”. PLOS ONE. 10 (2): e0116498. Bibcode:2015PLoSO..1016498L. doi:10.1371\/journal.pone.0116498. PMC\u00a04319745. PMID\u00a025658324.^ Padron AS, Neto RA, Pantale\u00e3o TU, de Souza dos Santos MC, Araujo RL, de Andrade BM, da Silva Leandro M, de Castro JP, Ferreira AC, de Carvalho DP (Jun 2014). “Administration of 3,5-diiodothyronine (3,5-T2) causes central hypothyroidism and stimulates thyroid-sensitive tissues”. The Journal of Endocrinology. 221 (3): 415\u201327. doi:10.1530\/JOE-13-0502. PMC\u00a04045230. PMID\u00a024692290.^ Jonas W, Lietzow J, Wohlgemuth F, Hoefig CS, Wiedmer P, Schweizer U, K\u00f6hrle J, Sch\u00fcrmann A (Jan 2015). “3,5-Diiodo-L-thyronine (3,5-t2) exerts thyromimetic effects on hypothalamus-pituitary-thyroid axis, body composition, and energy metabolism in male diet-induced obese mice”. Endocrinology. 156 (1): 389\u201399. doi:10.1210\/en.2014-1604. PMC\u00a04272399. PMID\u00a025322465.^ Arnold S.; Goglia F.; Kadenbach B. (1998). “3,5-Diiodothyronine binds to subunit Va of cytochrome-c oxidase and abolishes the allosteric inhibition of respiration by ATP”. Eur. J. Biochem. 252 (2): 325\u2013330. doi:10.1046\/j.1432-1327.1998.2520325.x. PMID\u00a09523704.^ Pinna G, Meinhold H, Hiedra L, Thoma R, Hoell T, Gr\u00e4f KJ, Stoltenburg-Didinger G, Eravci M, Prengel H, Br\u00f6del O, Finke R, Baumgartner A (May 1997). “Elevated 3,5-diiodothyronine concentrations in the sera of patients with nonthyroidal illnesses and brain tumors”. The Journal of Clinical Endocrinology and Metabolism. 82 (5): 1535\u201342. doi:10.1210\/jcem.82.5.3939. PMID\u00a09141546.^ a b Dietrich JW, M\u00fcller P, Schiedat F, Schl\u00f6micher M, Strauch J, Chatzitomaris A, Klein HH, M\u00fcgge A, K\u00f6hrle J, Rijntjes E, Lehmphul I (Jun 2015). “Nonthyroidal Illness Syndrome in Cardiac Illness Involves Elevated Concentrations of 3,5-Diiodothyronine and Correlates with Atrial Remodeling”. European Thyroid Journal. 4 (2): 129\u201337. doi:10.1159\/000381543. PMC\u00a04521060. PMID\u00a026279999.^ Langouche, L; Lehmphul, I; Perre, SV; K\u00f6hrle, J; Van den Berghe, G (December 2016). “Circulating 3-T1AM and 3,5-T2 in Critically Ill Patients: A Cross-Sectional Observational Study”. Thyroid. 26 (12): 1674\u20131680. doi:10.1089\/thy.2016.0214. PMID\u00a027676423.^ Chatzitomaris, Apostolos; Hoermann, Rudolf; Midgley, John E.; Hering, Steffen; Urban, Aline; Dietrich, Barbara; Abood, Assjana; Klein, Harald H.; Dietrich, Johannes W. (20 July 2017). “Thyroid Allostasis\u2013Adaptive Responses of Thyrotropic Feedback Control to Conditions of Strain, Stress, and Developmental Programming”. Frontiers in Endocrinology. 8: 163. doi:10.3389\/fendo.2017.00163. PMC\u00a05517413. PMID\u00a028775711.External links[edit]Tyrosine \/ iodotyrosineThyronine \/ iodothyronine3′-Monoiodothyronine3,3′-Diiodothyronine3,5-Diiodothyronine3,3′,5-Triiodothyronine (T3)3,3′,5′-Triiodothyronine (Reverse T3)3,5,3′,5′-Tetraiodothyronine (Thyroxine, T4)Thyronamine \/ iodothyronamineIodothyroacetate \/ iodothyroacetic acid"},{"@context":"http:\/\/schema.org\/","@type":"BreadcrumbList","itemListElement":[{"@type":"ListItem","position":1,"item":{"@id":"https:\/\/wiki.edu.vn\/en\/wiki43\/#breadcrumbitem","name":"Enzyklop\u00e4die"}},{"@type":"ListItem","position":2,"item":{"@id":"https:\/\/wiki.edu.vn\/en\/wiki43\/35-diiodothyronine-wikipedia\/#breadcrumbitem","name":"3,5-Diiodothyronine – Wikipedia"}}]}]