CAS: 553-12-8; 3,3'-(3,8,13,17-Tetramethyl-7,12-Divinylporphyrin-2,18-Diyl)Dipropionic Acid

该化合物是一种四极素化合物,是Heme生物合成的关键中间体,是Heme(血红蛋白和细胞化物的基本成分)的组成部分,其结构由四颗由光桥连接的火花环组成,有丙烯和乙烯基替代成分,该分子在生化研究中广泛使用,特别是在与Porphyrin代谢,Heme合成路径和氧化性压力有关的研究中.Protopophinrin-9还被用作生产Heme衍生物的前体,并因其独特的光谱特性而用作荧光探针,其高度纯度和稳定性使其适合于在学术和工业环境中的分析和诊断应用.

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

pyridine acetic acid H,23H-porphine-2,18-diyl)-bis-propionic acid dimethyl ester3,3'-(3,7,12,17-tetramethyl-8,13-divinyl-21H,23H-porphine-2,18-diyl)-bis-propionic acid dimethyl ester hematoporphyrinH,23H-porphine-2,18-diyl)-bis-propionic acid dimethyl ester3,3'-(3,7,12,17-tetramethyl-8,13-divinyl-21H,23H-porphine-2,18-diyl)-bis-propionic acid dimethyl ester mesoporphyrin IX dimethyl ester Etioporphyrin III CYANAMID

合成工艺路线路线简述

    Hemin置于盐酸,硫酸,乙酸酐,Iron(II) Sulfate体系中,用 水 作为反应溶剂,化学反应 1.0H,反应生成 原卟啉
    参考文献:一种原卟啉二钠的制备方法
    标题:一种原卟啉二钠的制备方法
    摘要:本发明提供了一种原卟啉二钠的制备方法,属于有机化合物合成领域,包括以下步骤:将原卟啉,无水甲醇和浓硫酸在超声条件下发生醇酸反应,得到原卟啉二酯;将原卟啉二酯,Naoh甲醇溶液以及甲苯在超声条件下发生皂化反应,得到原卟啉二钠.本发明采用超声辅助替代高温回流,制备得到原卟啉二钠,制备过程中不需要制备氯化氢气体也避免使用氯仿等强毒性试剂,也不需要使用高温条件,简化了工艺,整个过程容易操作.

    海关参考信息

    专利信息


    专利号:US-10919904-B2
    优先权日:2016-08-17
    标 题 :Northern-southern route to synthesis of bacteriochlorins
    发明人:LIU YIZHOU; LINDSEY JONATHAN S; ALLU SRINIVASA RAO; FUJITA HIKARU
    权利人:UNIV NORTH CAROLINA STATE
    摘要:Described herein are chlorins, bacteriochlorins, methods and intermediates for the synthesis of bacteriochlorins, and methods of using such bacteriochlorins for, among other things, diagnostic and therapeutic purposes such as luminescent compounds in flow cytometry, and as active agents in photodynamic therapy (PDT).

    专利号:US-4783529-A
    优先权日:1985-12-03
    标题 :Rapid synthesis of radiolabeled porphyrin complexes for medical application
    发明人:LAVALLEE DAVID K; MANSUY DANIEL; BATTIONI JEAN-PAUL
    权利人:RES CORP TECHNOLOGIES INC
    摘要:This invention relates to a novel method for the rapid synthesis of radiolabeled porphyrin complexes which are highly useful for biomedical application, i.e. conjugation to protein antibodies for use in tumor imaging and internal radiation therapy.

    专利号:US-12006540-B2
    优先权日:2015-09-28
    标题:Synthesis of novel disulfide linker based nucleotides as reversible terminators for DNA sequencing by synthesis
    发明人:JU JINGYUE; LI XIAOXU; CHEN XIN; LI ZENGMIN; KUMAR SHIV; SHI SHUNDI; GUO CHENG; REN JIANYI; HSIEH MIN-KANG; CHIEN MINCHEN; TAO CHUANJUAN; ERTURK ECE; KALACHIKOV SERGEY; RUSSO JAMES J
    权利人:UNIV COLUMBIA
    摘要:Disclosed herein, inter alia, are compounds, compositions, and methods of use thereof in the sequencing of a nucleic acid.

    专利号:US-5419966-A
    优先权日:1991-06-10
    标 题 :Solid support for synthesis of 3'-tailed oligonucleotides
    发明人:REED MICHAEL W; MEYER JR RICH B; PETRIE CHARLES R; TABONE JOHN C
    权利人:MICROPROBE CORP
    摘要:A solid support for oligonucleotide synthesis has the structure where CPG represents a controlled pore glass matrix, the wavy line represents a carbon chain covalently linking the NH group with the controlled pore glass matrix, X is 2,2'-dimethoxytrityl or H, and R is alkyl, aryl, arylalkyl, heteroalkyl, or heteroaryl. The dimethoxytrityl group is removed from the solid support by treatment with acid, and the oligonucleotide is built, step-by-step in a conventional synthesizer after attachment of the 3' end of the first oligonucleotide unit to the hydroxyl function connected to the R group.

    专利号:WO-2022173135-A1
    优先权日:2021-02-10
    标题:Recombinant microorganism with improved production capacity of heme, coproporphyrin â…², uroporphyrin â…², zinc-coproporphyrin â…², zinc-uroporphyrin â…², and biliverdin, and method for production of heme, coproporphyrin â…², uroporphyrin â…², zinc-coproporphyrin â…², zinc-uroporphyrin â…², and biliverdin by using same
    发明人:HAN SUNG OK; KO YOUNG JIN
    权利人:UNIV KOREA RES & BUS FOUND
    摘要:The present invention relates to a recombinant microorganism with improved production capability of heme, coproporphyrin â…¢, uroporphyrin â…¢, zinc-coproporphyrin â…¢ (Zn-coproporphyrin â…¢), zinc-uroporphyrin â…¢ (Zn-uroporphyrin â…¢), and biliverdin, a preparation method therefor, and a method for production of heme, coproporphyrin â…¢, uroporphyrin â…¢, zinc-coproporphyrin â…¢, zinc-uroporphyrin â…¢, and biliverdin by using same. In the present invention, a synergistic effect of the introduction of genes related to the C4 and C5 pathways for synthesis of 5-aminolevulinic acid (ALA), genes related to the coproporphyrin â…¢-dependent pathway, and transcriptional regulatory factors was first evidenced through the improved porphyrin productivity effect of the recombinant microorganism. In addition, in contrast to the conventional recombinant microorganisms which are induced for extracellular production by introducing an extracellular secretion protein thereinto, the present invention first identified that the extracellular secretion of heme can be remarkably increased through the strategy of modifying microorganism cell walls. The recombinant microorganism according to the present invention is provided with enhanced production capability of porphyrin-based materials through the aforementioned metabolism engineering strategy and exhibits high productivity therefor. Thus, heme, coproporphyrin â…¢, uroporphyrin â…¢, zinc-coproporphyrin â…¢, zinc-uroporphyrin â…¢, and biliverdin, which are all high value-added materials, can be economically and efficiently produced by using the recombinant microorganism of the present invention.

    专利号:US-2009099061-A1
    优先权日:2006-01-27
    标 题:Synthesis of carotenoid analogs or derivatives with improved antioxidant characteristics
    发明人:FOSS BENTE J; NADOLSKI GEOFFRY T; LOCKWOOD SAMUEL F
    权利人:FOSS BENTE J; NADOLSKI GEOFFRY T; LOCKWOOD SAMUEL F
    摘要:A method is described for synthesizing and administering carotenoid compounds with improved antioxidant characteristics. In some embodiments, extension or improvement of conjugation may be employed in structural modification of carotenoids. In other embodiments, reduction of ring/chain steric hindrance may improve the lambda max, and hence, the overall antioxidant capability, of particular compounds. In other embodiments, introduction and/or increase in synthetic handles for conjugation may improve the stoichiometric ratios of conjugating moieties to the polyene backbone. The methods may be used to improve natural and/or synthetic compounds for medicinal application in the treatment of disease.
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    主要参考文献


    1: Xu L, Qi Q, Zhu J, Ma X. N-Methyl Protoporphyrin IX: An Understudied Porphyrin. Chem Res Toxicol. 2022 Dec 19;35(12):2186-2193. doi: 10.1021/acs.chemrestox.2c00214. Epub 2022 Dec 2.
    2: Hussain Z, Qi Q, Zhu J, Anderson KE, Ma X. Protoporphyrin IX-induced phototoxicity: Mechanisms and therapeutics. Pharmacol Ther. 2023 Aug;248:108487. doi: 10.1016/j.pharmthera.2023.108487. Epub 2023 Jun 29.
    3: Courrol LC, de Oliveira Silva FR, Masilamani V. SARS-CoV-2, hemoglobin and protoporphyrin IX: Interactions and perspectives. Photodiagnosis Photodyn Ther. 2021 Jun;34:102324. doi: 10.1016/j.pdpdt.2021.102324. Epub 2021 May 15.

    合成参考文献


    参考文献:10.1007/s11010-011-0980-5
    摘要:Ogino T, Kobuchi H, Munetomo K, Fujita H, Yamamoto M, Utsumi T, Inoue K, Shuin T, Sasaki J, Inoue M, Utsumi K. Serum-dependent export of protoporphyrin IX by ATP-binding cassette transporter G2 in T24 cells. Molecular and Cellular Biochemistry. 2011 Jul 12;358(1-2):297. doi: 10.1007/s11010-011-0980-5.
    参考文献:10.1186/1477-5956-9-39
    摘要:Kurdrid P, Senachak J, Sirijuntarut M, Yutthanasirikul R, Phuengcharoen P, Jeamton W, Roytrakul S, Cheevadhanarak S, Hongsthong A. Comparative analysis of the Spirulina platensis subcellular proteome in response to low- and high-temperature stresses: uncovering cross-talk of signaling components. Proteome Sci. 2011 Jul 15;9():39.
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