CAS: 487-90-1; Porphobilinogen

该化合物是 heme,叶绿素和其他四生物合成中的一个关键的火花中间体,由酶ALA脱水酶从氨基脂酸合成,作为Porphyrin途径中硫代甲基丙烯酸的前体.PBG广泛用于生物化学研究,特别是影响生产热量的败血和酶紊乱的研究.它的高度纯度和稳定性使它成为诊断性检验和代谢途径分析的可靠标准.研究人员认为PBG在解释与Porphyrin有关的疾病的分子机制及其在酶学和代谢工程中的应用方面所起的作用很有价值.

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上下游产品

2-Cyano-3-(1-Methoxycarbonylmethyl)-4-(2-Methoxycarbonylethyl)Pyrrole 91567-90-7
Porphobilinogen Lactam 3468-98-2
Porphobilinogen Lactam Methyl Ester 32682-61-4
3-(5-Oxo-4,5,6,7-Tetrahydro-1H-Pyrrolo[2,3-C]Pyridin-3-yl)-Propionic Acid Ethyl Ester 24331-86-0
2-Cyano-3-<2-(Tetrahydro-2H-Pyran-2-yl)Oxy> Ethyl-4-(2-Methoxycarbonylethyl)Pyrrole 172667-51-5

合成工艺路线路线简述

    📜5-氨基乙酰丙酸盐酸盐置于porphobilinogen Synthase Potassium Phosphate,2-巯基乙醇体系中,用56%的收率获得产物5-9氨基甲基)-4-(羧甲基)-1H-吡咯-3-丙酸
    参考文献:Jones,Christopher; Jordan,Peter M.; Akhtar,Muhammad,Journal Of The Chemical Society. Perkin Transactions I,1984,# 11,P. 2625-2633
    标题:Jones,Christopher; Jordan,Peter M.; Akhtar,Muhammad,Journal Of The Chemical Society. Perkin Transactions I,1984,# 11,P. 2625-2633

    海关参考信息

    专利信息


    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-5211938-B1
    优先权日:1989-07-28
    标题:Method of detection of malignant and nonmalignant lesions by photochemotherapy of photoporphyrin ix precursors
    发明人:KENNEDY JAMES C; POTTIER ROY H; REID ROBERT L
    权利人:UNIV KINGSTON
    摘要:A method of detecting and treating malignant and non-malignant tissue abnormalities and lesions of the skin, conjunctives, respiratory, digestive and vaginal mucosa; endometrium and urothelium in which 5-aminolevulinic acid is administered to the patient in an amount sufficient to induce synthesis of protoporphyrin IX in the leisons, followed by exposure of the treated lesion to a photoactivating light in the range 350-640 nm.

    专利号:WO-9724621-A3
    优先权日:1995-12-29
    标 题:Reagents for measuring lead levels via the quantification of porphobilinogen
    发明人:ADAMCZYK MACIEJ; FISHPAUGH JEFFREY R; HEUSER KEVIN; RAMP JOHN M; WONG MARTIN
    权利人:ABBOTT LAB
    摘要:Immunoassay methods and reagents for measuring the levels of lead in a test sample via the quantification of porphobilinogen use antibodies prepared with compounds of Formulas (II) and (III), wherein X and Y are linking groups consisting of 0 to 2 heteroatoms and 0 to 8 carbon atoms linked to an immunogenic carrier material P wherein P is preferably bovine serum albumin. Also described are the synthesis of fluorescein tracers of the structure of Formulas (V) and (VII), wherein A and C are linking groups consisting of 0 to 2 heteroatoms and 0 to 8 carbon atoms linked to a detectable moiety Q, and wherein Q is a detectable moiety, preferably fluorescein or a fluorescein derivative.

    专利号:US-8524892-B2
    优先权日:2005-07-29
    标题:Methods and intermediates for the synthesis of porphyrins
    发明人:LINDSEY JONATHAN S; TANIGUCHI MASAHIKO; FAN DAZHONG
    权利人:LINDSEY JONATHAN S; TANIGUCHI MASAHIKO; FAN DAZHONG; UNIV NORTH CAROLINA STATE
    摘要:A method of making a porphyrin is carried out by: (a) condensing (i) a 1,9-bis(N,N-)dialkylaminomethyl)dipyrromethane of Formula II: n nwith (ii) a dipyrromethane to produce a reaction product; then (b) oxidizing the reaction product; and then (c) optionally demetallating said reaction product to produce the porphyrin. The reaction is particularly useful for making substituted porphyrins with a wide range of substituents at the A and/or B (the 5 and/or 15) positions.

    专利号:US-11920171-B1
    优先权日:2016-05-06
    标题:Synthesis and oxidation of methane
    发明人:MANSOORABADI STEVEN
    权利人:UNIV AUBURN
    摘要:The present disclosure describes genes and proteins of the coenzyme F430 synthetic pathway. The genes and proteins in the pathway find uses as isolated nucleic acids, transformation vectors, a transformation media, genetically modified cells, methods of modulating methanogenesis, methods of modulating methane oxidation, methods of making a tetrapyrrole compound, methods of oxidizing methane, methods of biogenic methane synthesis is provided, methods of assaying an organism for potential methanogenic or methanotrophic activity, and isolated proteins.

    专利号:EP-3698780-A1
    优先权日:2004-08-09
    标 题 :Glycine as a diet supplement for use in the prevention and/or treatment of an infectious disease caused by a virus in a human in the need of promoting the synthesis of collagen

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    ✅ COA系统入驻 | 共享模式

    主要参考文献

    参考标题:Synthesis Of [3-13C]-, [4-13C]- And [11-13C]-Porphobilinogen
    作者:Prativa B. S. Dawadi,Els A. M. Schulten,Johan Lugtenburg |发布日期:2009.7
    摘要:[4-13C]-Porphobilinogen 1A, [3-13C]-Porphobilinogen 1B And [11-13C]-Porphobilinogen 1C Are Prepared From [1-13C]-3-(Tetrahydropyran-2′-Yloxy)-Propionaldehyde 2A, Methyl [4-13C]-4-Nitrobutyrate 3B And [1-13C]-Isocyanoacetonitrile 5C, Respectively. The Building Blocks 2, 3 And 5 Can Be Prepared Efficiently In Any Isotopomeric Form. Via Base-Catalyzed Condensation Of These Building Blocks Porphobilinogen Can Be Enriched With 13C And 15N Stable Isotopes At Any Position And Combination Of Positions. Copyright © 2009 John Wiley & Sons, Ltd.

    合成参考文献


    参考文献:10.1021/jo1000803
    摘要:Benniston AC, Copley G, Harriman A, Howgego D, Harrington RW, Clegg W. Cofacial boron dipyrromethene (Bodipy) dimers: synthesis, charge delocalization, and exciton coupling. J Org Chem. 2010 Mar 19;75(6):2018–27. doi: 10.1021/jo1000803.
    参考文献:10.1186/gb-2010-11-2-r20
    摘要:Woolfe A, Mullikin JC, Elnitski L. Genomic features defining exonic variants that modulate splicing. Genome Biology. 2010 Feb 16;11(2):r20. doi: 10.1186/gb-2010-11-2-r20.
    参考文献:10.2147/ijn.s21395
    摘要:Kim CH, Chung CW, Choi KH, Yoo JJ, Kim DH, Jeong YI, Kang DH. Effect of 5-aminolevulinic acid-based photodynamic therapy via reactive oxygen species in human cholangiocarcinoma cells. Int J Nanomedicine. 2011;6():1357–63.
    参考文献:10.1007/s10646-011-0737-7
    摘要:Serafim A, Lopes B, Company R, Cravo A, Gomes T, Sousa V, Bebianno MJ. A multi-biomarker approach in cross-transplanted mussels Mytilus galloprovincialis. Ecotoxicology. 2011 Nov;20(8):1959–74. doi: 10.1007/s10646-011-0737-7.
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