CAS: 4604-41-5; (S)-2-Amino-3-(4-(4-Hydroxy-3-Iodophenoxy)-3-Iodophenyl)Propanoic Acid

该化合物是甲状腺激素甲状腺素(T4)的衍生物,其特征是,苯球环的3和3个位置存在两个碘原子,该化合物在新陈代谢的调节中发挥作用,并参与各种生理过程.该化合物一般是白色到白的晶状粉,在有机溶剂中溶解,但水溶解性有限.3,3欧元Diodo-L-thyronine的分子结构有助于其生物活动,影响基因表达和代谢途径.在甲状腺功能方面很重要,可以研究其潜在的治疗用途,特别是在与甲状腺荷不平衡有关的条件下.与许多含碘的化合物一样,必须谨慎处理,因为其生物活动及其对人类健康的潜在影响.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

3-Monoiodothyronine N-acetyl-3-iodo-L-tyrosine (S)-2-Acetylamino-3-[3-iodo-4-(4-methoxy-phenoxy)-phenyl]-propionamide N-Acetyl-3-iodo-L-tyrosinamid3'-Iodothyronine 3-Monoiodothyronine O-(4-hydroxyphenyl)-3,5-diiodo-L-tyrosine 3,3'-diiodo-L-thyronine sulfate

合成工艺路线路线简述

    三碘甲状腺原氨酸置于naphthalene-1,8-Diselenol,1,4-二巯基-2,3-丁二醇体系中,化学反应生成 3,3'-二碘甲腺原氨酸
    参考文献:碘甲状腺原氨酸脱碘酶模拟物对甲状腺激素的脱碘:反应性的增加是否会改变区域选择性
    标题:碘甲状腺原氨酸脱碘酶模拟物对甲状腺激素的脱碘:反应性的增加是否会改变区域选择性
    摘要:描述了作为碘甲状腺原氨酸脱碘酶功能模拟物的有机硒化合物.具有两个硒醇基团的萘基化合物在甲状腺素的内环脱碘中非常有效.在硒醇部分之一附近引入碱性氨基可增强脱碘作用.该研究表明,脱碘酶活性位点上保守的 Cys 残基亲核反应性的增加对于有效脱碘非常重要.
    DOI:10.1021/ja201657S

    海关参考信息

    专利信息


    专利号:US-2004110228-A1
    优先权日:2002-04-01
    标 题:Combinatorial organic synthesis of unique biologically active compounds
    发明人:MCALPINE SHELLI R; TAYLOR RACHEL E; BOLLA MEGAN L; SEGALL ANCA M
    摘要:The invention provides a method for making a combinatorial library of cyclic compounds, such as Holliday junction-trapping compounds, comprising the steps of (a) obtaining a plurality of trimers according to the generic structure X 1- X 2- X 3 , wherein X 1 , X 2 and X 3 can be independently any naturally or nonnaturally occurring amino acids or peptidomimetics thereof; (b) optionally coupling a spacer S to the trimer at either end; (c) cyclizing two trimers or trimer-spacer conjugates in a head-to-tail orientation; thereby obtaining a combinatorial library of compounds, wherein the library does not include an unmodifed or naturally occurring Holliday Junction-trapping compounds. The invention additionally provides methods macrocyclic compounds that are synergimycin derivatives.

    专利号:US-7452701-B2
    优先权日:1998-11-24
    标 题:Methods for the preparation of β-amino acids
    发明人:FREY PERRY A; RUZICKA FRANK J
    权利人:WISCONSIN ALUMNI RES FOUND
    摘要:Purified β-amino acids are of considerable interest in the preparation of pharmacologically active compounds and industrial precursors. Although enantiomerically pure β-amino acids can be produced by standard chemical synthesis, this traditional approach is time consuming, requires expensive starting materials, and results in a racemic mixture which must be purified further. However, DNA molecules encoding lysine 2,3-aminomutase can be used to prepare β-amino acids by methods that avoid the pitfalls of chemical synthesis. The present invention provides a method of producing enantiomerically pure β-amino acids from α-amino acids comprising catalyzing the conversion of an α-amino acid to a corresponding β-amino acid by utilizing a lysine 2,3-aminomutase as the catalyst.

    专利号:US-4213893-A
    优先权日:1978-10-12
    标 题:Flavin adenine dinucleotide-labeled conjugates for use in specific binding assays
    发明人:CARRICO ROBERT J; JOHNSON RICHARD D
    权利人:MILES LAB
    摘要:Labeled conjugates of the formula: ##STR1## wherein Riboflavin--Phos) 2 Ribose represents the riboflavin-pyrophosphate-ribose residue in flavin adenine dinucleotide (FAD), n=2 through 6, and --CO)L is a specifically bindable ligand, or a binding analog thereof, and is preferably an iodothyronine such as thyroxine, bound through an amide bond; and intermediates produced in the synthesis of such FAD-labeled conjugates. The FAD-labeled conjugates are useful as labeled conjugates in specific binding assays for determining the ligand or a specific binding partner thereto in liquid media such as serum.

    专利号:US-4171432-A
    优先权日:1978-06-22
    标 题:Flavin adenine dinucleotide-iodothyronine conjugates
    发明人:CARRICO ROBERT J; JOHNSON RICHARD D
    权利人:MILES LAB
    摘要:Conjugates of the formula: ##STR1## wherein Riboflavin-(Phos) 2 -Ribose represents the riboflavin-pyrophosphate-ribose residue in flavin adenine dinucleotide (FAD), n equals 2 through 6, Y is hydrogen or trifluoroacetyl, and β 1 and β 2 are, independently, hydrogen or iodine; and intermediates in the synthesis of such FAD conjugates. The FAD-iodothyronine conjugates, particularly where the iodothyronine is thyroxine, are useful as labeled conjugates in specific binding assays for determining the iodothyronine in liquid media such as serum.
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    合成参考文献


    摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
    参考文献:10.1007/bf03348222
    摘要:Auf dem Brinke D, Köhrle J, Ködding R, Hesch R-. Subcellular localization of thyroxine-5-deiodinase in rat liver. Journal of Endocrinological Investigation. 1980 Jan;3(1):73–6. doi: 10.1007/bf03348222.
    参考文献:10.1203/00006450-200109000-00011
    摘要:Wu SY, Huang WS, Fisher DA, Florsheim WH, Kashiwai K, Polk DH. 3,3'-Diiodothyronine sulfate excretion in maternal urine reflects fetal thyroid function in sheep. Pediatr Res. 2001 Sep;50(3):358–64. doi: 10.1203/00006450-200109000-00011.
    参考文献:10.1007/bf03349894
    摘要:Boelen A, Platvoet-ter Schiphorst MC, Wiersinga WM. Relationship between serum 3,5,3′-triiodothyronine and serum interleukin-8, interleukin-10 or interferonγ in patients with nonthyroidal illness. Journal of Endocrinological Investigation. 1996 Jul;19(7):480–3. doi: 10.1007/bf03349894.
    参考文献:10.1007/s11356-014-3093-3
    摘要:Liu C, Ha M, Li L, Yang K. PCB153 and p,p′-DDE disorder thyroid hormones via thyroglobulin, deiodinase 2, transthyretin, hepatic enzymes and receptors. Environmental Science and Pollution Research. 2014 Jun 01;21(19):11361–9. doi: 10.1007/s11356-014-3093-3.
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