CAS: 29621-88-3; (2R,2'R)-3,3'-Diselanediylbis(2-Aminopropanoic Acid)

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26046-90-2 2897-21-4 26932-45-6

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ECHA物质ECHA物质C&L通报REACH预注册

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(2R)-serine O-sulfate O-acetyl-D-serine Se-benzyl-L-selen°Cysteine L-dibenzyl N,N'-di(benzyloxycarbonyl)selen°Cystinate2-amino-3-benzylselanyl-propionic acid L-selen°Cysteine (2R,2'R)-3,3'-diselanediylbis(2-((tert-butoxycarbonyl)amino)propanoic acid) Oxidized glutathione

合成工艺路线路线简述

    硒代-L-半胱氨酸置于riboflavin体系中,用 Aq. Phosphate Buffer 用作溶剂,化学反应生成L-硒代胱胺基乙酸
    参考文献:还原核黄素与硒代半胱氨酸反应的研究
    标题:还原核黄素与硒代半胱氨酸反应的研究
    摘要:硒代半胱氨酸(sec)是哺乳动物硫氧还蛋白还原酶(trxr)的重要组成部分,它充当硫氧还蛋白(trx)中二硫键断裂的亲核试剂.在trxr中生成sec还原态需要连续两个电子转移步骤,即:(i)从nadph到黄素腺嘌呤二核苷酸,(II)从黄素还原到二硫键cys 59-S-S-Cys 64,最后(III)从cys 59和cys 64到硒代硫键cys 497-S-Se-Sec 498.在这项工作中,我们研究了还原型核黄素(ribh2)与硒代半胱氨酸(sec-Sec)之间的反应,Sec-Sec是氧化形式的sec.与ribh2和sec-Sec之间的相互作用相比,它的逆反应(即sec减少核黄素(rib))的反应进行得相对缓慢.Ribh2与sec-Sec之间反应的速率常数为(7.9+/-0.1)x10-2 M-1 S-1(ph 7.0,25.0oc).Rib和sec之间的反应通过两个步骤进行,即r
    Doi:10.1002/kin.21430

    海关参考信息

    专利信息


    专利号:US-2025115557-A1
    优先权日:2022-02-16
    标题:Total syntheses of selenoneine, iso-selenoneine, and isomers
    发明人:ACHOUBA ADEL; AYOTTE PIERRE
    权利人:UNIV LAVAL
    摘要:A process for the total synthesis of selenoneine, iso-selenoneine, and isomers thereof is disclosed herein. Regarding the synthesis of selenoneine, the process comprises reacting an alkylated L-histidine methyl ester with a stable, acid-labile alkylating agent followed by reaction with elemental selenium under mildly basic conditions; and an acidic hydrolysis step. Regarding the synthesis of iso-selenoneine, the process comprises reacting hercynine with an electrophilic R—Se—X species, wherein the R—Se—X species is obtained by reaction of an alkyl diselenide with X 2 , and wherein X is F, Cl, Br or I; and a deprotection reaction.

    专利号:US-2023037284-A9
    优先权日:2018-11-30
    标题:Combination therapy of peptidomimetic macrocycles
    发明人:GUERLAVAIS VINCENT; ANNIS DAVID ALLEN
    权利人:AILERON THERAPEUTICS INC
    摘要:The present disclosure describes the synthesis of peptidomimetic macrocycles and methods of using peptidomimetic macrocycles to treat a condition. The present disclosure also describes methods of using peptidomimetic macrocycles in combination with at least one additional pharmaceutically-active agent for the treatment of a condition, for example, cancer.

    专利号:US-10337030-B2
    优先权日:2016-07-07
    标 题 :Microbially-mediated method for synthesis of metal chalcogenide nanoparticles
    发明人:MOON JI WON; PHELPS TOMMY JOE; OREMLAND RONALD; GRAHAM DAVID E; IVANOV ILIA N; JACOBS CHRISTOPHER B; JANG GYOUNG GUG; KIDDER MICHELLE K; JOSHI POORAN C; ARMSTRONG BETH L
    权利人:UT BATTELLE LLC; U S GEOLOGICAL SURVEY
    摘要:A method for producing metal chalcogenide nanoparticles, the method comprising: (i) producing hydrogen chalcogenide-containing vapor from a microbial source, wherein said microbial source comprises: (a) chalcogen-reducing microbes capable of producing hydrogen chalcogenide vapor from a chalcogen-containing source; (b) a culture medium suitable for sustaining said chalcogen-reducing microbes; (c) at least one chalcogen-containing compound that can be converted to hydrogen chalcogenide vapor by said chalcogen-reducing microbes; and (d) at least one nutritive compound that provides donatable electrons to said chalcogen-reducing microbes during consumption of the nutritive compound by said chalcogen-reducing microbes; and (ii) directing said hydrogen chalcogenide-containing vapor into a metal-containing solution comprising a metal salt dissolved in a solvent to produce metal chalcogenide nanoparticles in said solution, wherein said chalcogen is sulfur or selenium, and said chalcogenide is sulfide or selenide, respectively. The invention is also directed to metal chalcogenide nanoparticle compositions produced as above and having distinctive properties.

    专利号:US-9768333-B2
    优先权日:2009-02-03
    标题:Microbially-mediated method for synthesis of non-oxide semiconductor nanoparticles
    发明人:PHELPS TOMMY J; LAUF ROBERT J; MOON JI-WON; RONDINONE ADAM JUSTIN; LOVE LONNIE J; DUTY CHAD EDWARD; MADDEN ANDREW STEPHEN; LI YILIANG; IVANOV ILIA N; RAWN CLAUDIA JEANETTE
    权利人:UT BATTELLE LLC; UNIV TENNESSEE RES FOUND
    摘要:The invention is directed to a method for producing non-oxide semiconductor nanoparticles, the method comprising: (a) subjecting a combination of reaction components to conditions conducive to microbially-mediated formation of non-oxide semiconductor nanoparticles, wherein said combination of reaction components comprises i) anaerobic microbes, ii) a culture medium suitable for sustaining said anaerobic microbes, iii) a metal component comprising at least one type of metal ion, iv) a non-metal component comprising at least one non-metal selected from the group consisting of S, Se, Te, and As, and v) one or more electron donors that provide donatable electrons to said anaerobic microbes during consumption of the electron donor by said anaerobic microbes; and (b) isolating said non-oxide semiconductor nanoparticles, which contain at least one of said metal ions and at least one of said non-metals. The invention is also directed to non-oxide semiconductor nanoparticle compositions produced as above and having distinctive properties.

    专利号:US-2025084410-A1
    优先权日:2015-01-12
    标 题:Incorporation of unnatural nucleotides and methods thereof
    发明人:PTACIN JEROD; MALYSHEV DENIS A; CAFFARO CAROLINA E
    权利人:SYNTHORX INC
    摘要:Disclosed herein are methods, compositions and kits for the synthesis of proteins which comprises unnatural amino acids that utilize a mutant tRNA.

    专利号:US-8759053-B2
    优先权日:2009-02-03
    标 题 :Microbially-mediated method for synthesis of non-oxide semiconductor nanoparticles
    发明人:PHELPS TOMMY J; LAUF ROBERT J; MOON JI WON; RONDINONE ADAM J; LOVE LONNIE J; DUTY CHAD EDWARD; MADDEN ANDREW STEPHEN; LI YILIANG; IVANOV ILIA N; RAWN CLAUDIA JEANETTE
    权利人:PHELPS TOMMY J; LAUF ROBERT J; MOON JI WON; RONDINONE ADAM J; LOVE LONNIE J; DUTY CHAD EDWARD; MADDEN ANDREW STEPHEN; LI YILIANG; IVANOV ILIA N; RAWN CLAUDIA JEANETTE; UT BATTELLE LLC; UNIV TENNESSEE RES FOUNDATION
    摘要:The invention is directed to a method for producing non-oxide semiconductor nanoparticles, the method comprising: (a) subjecting a combination of reaction components to conditions conducive to microbially-mediated formation of non-oxide semiconductor nanoparticles, wherein said combination of reaction components comprises i) anaerobic microbes, ii) a culture medium suitable for sustaining said anaerobic microbes, iii) a metal component comprising at least one type of metal ion, iv) a non-metal component containing at least one non-metal selected from the group consisting of S, Se, Te, and As, and v) one or more electron donors that provide donatable electrons to said anaerobic microbes during consumption of the electron donor by said anaerobic microbes; and (b) isolating said non-oxide semiconductor nanoparticles, which contain at least one of said metal ions and at least one of said non-metals. The invention is also directed to non-oxide semiconductor nanoparticle compositions produced as above and having distinctive properties.
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    主要参考文献


    1: Uehara W, Yoshida S, Emaya Y, Fuchigami T, Haratake M, Nakayama M. Selenoprotein L-inspired nano-vesicular peroxidase mimics based on amphiphilic diselenides. Colloids Surf B Biointerfaces. 2018 Feb 1;162:172-178. doi: 10.1016/j.colsurfb.2017.11.063. Epub 2017 Nov 26. doi: 10.1016/j.talanta.2017.07.089. Epub 2017 Jul 29. doi: 10.1021/acsami.7b00133. Epub 2017 Apr 5. doi: 10.1016/j.freeradbiomed.2017.02.023. Epub 2017 Feb 9. doi: 10.1016/j.colsurfb.2016.04.043. Epub 2016 Apr 26.
    6: Humann-Ziehank E, Ganter M, Michalke B. Selenium speciation in paired serum and cerebrospinal fluid samples of sheep. J Trace Elem Med Biol. 2016 Jan;33:14-20. doi: 10.1016/j.jtemb.2015.07.010. Epub 2015 Aug 1. doi: 10.1021/jp510857s. Epub 2015 Feb 18.
    8: Deutch CE, Spahija I, Wagner CE. Susceptibility of Escherichia coli to the toxic L-proline analogue L-selenaproline is dependent on two L-cystine transport systems. J Appl Microbiol. 2014 Nov;117(5):1487-99. doi: 10.1111/jam.12623. Epub 2014 Sep 13. doi: 10.1002/etc.2357. Epub 2013 Oct 3. doi: 10.1016/j.foodchem.2013.05.004. Epub 2013 May 16. doi: 10.1002/etc.2382. doi: 10.1371/journal.pone.0050516. Epub 2012 Dec 3.

    合成参考文献


    参考文献:10.1002/etc.624
    摘要:Franz ED, Wiramanaden CI, Janz DM, Pickering IJ, Liber K. Selenium bioaccumulation and speciation in Chironomus dilutus exposed to water-borne selenate, selenite, or seleno-DL-methionine. Environ Toxicol Chem. 2011 Oct;30(10):2292–9. doi: 10.1002/etc.624.
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