CAS: 20350-15-6; (1R,2E,6S,10E,11As,13S,14Ar)-1,13-Dihydroxy-6-Methyl-6,7,8,9,12,13,14,14A-Octahydro-1H-Cyclopenta[f][1]Oxacyclotridecin-4(11Ah)-One

该化合物是原与霉素* 红外线峰值* 分离的真菌代谢物,是蛋白质从内分光性内流体向Golgi机床输送的强大抑制剂,成为细胞生物学研究的宝贵工具,其特点是能够破坏Golgi的结构和功能,导致蛋白质在内分光性中累积.Brefeldin A有复杂的结构,有内酯环和多种功能组,有助于其生物活动.它溶于二甲基硫氧化(DMSO)等有机溶剂中,并已证明对各种细胞过程产生影响,包括细胞信号和骨质疏松.此外,Brefeldin A由于有能力调节细胞内部贩运途径,因此被研究用于潜在的治疗用途,特别是在癌症和病毒感染方面.但是,它的使用主要局限于实验室环境,用于研究目的.

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

CAS号177960-81-5 (1R,6S,11aS,13S... | CAS号60043-55-2 (1R,6S,11aS,13S... | CAS号717124-78-2 ethyl (R,E)-4-(... | CAS号457100-61-7 (S)-5-(4-methox... | CAS号457100-60-6 ethyl (S,E)-5-(...

合成工艺路线路线简述

  • 合成目标产物 Brefeldin A 主要起始原料 1-Hexanol, 5-(4-Methoxyphenoxy)-, (5S)-
  • (文献来源)合成步骤主要原料 1-Hexanol, 5-(4-Methoxyphenoxy)-, (5S)-
4-Oxo-Brefeldin A置于sodium Tetrahydroborate体系中,用 甲醇 用作溶剂,以95%的收率获得布雷非德菌素 A
参考文献:甲反-Vinylogous酯阴离子等价物及其应用,以(+)的合成-布雷菲德菌素a
标题:甲反-Vinylogous酯阴离子等价物及其应用,以(+)的合成-布雷菲德菌素a
摘要:已经开发了一种新的反式-乙烯基酯阴离子等价物,它可以与多种羰基体系反应.此外,利用乙烯基酰基阴离子当量的这种新变体的容易的酰化,已经完成了(+)-布雷菲德菌素a的简明全合成.
Doi:10.1016/s0040-4039(00)02278-4

海关参考信息

专利信息


专利号:US-10925945-B2
优先权日:2014-10-13
标题 :Bacterial vaccines deficient in the 2-C-methyl-D-erythritol-4-phosphate pathway and methods of preparation and use thereof
发明人:BAHJAT KEITH; KOGUCHI YOSHINOBU; ALICE ALEJANDRO F
权利人:PROVIDENCE HEALTH & SERVICES OREGON
摘要:The present invention relates to the preparation and use in primates of whole organismvaccines in which the MEP pathway is disrupted such that synthesis of HMBPP by the bacterial cells is substantially blocked. The data provided demonstrates that, when bacteria or other vaccine vectors that comprise an active MEP pathway are used in vaccine methods, the γδ T cell response dominates, potentially clearing the vaccine strain via γδ T cell-mediated killing of vector infected antigen presenting cells and reducing its utility as a stimulator of a productive adaptive immune response, specifically priming or boosting of CD4 + and CD8 + αβ T cell responses, specific for listerial-encoded antigens. By disrupting the MEP pathway, activation and expansion of γδ T cells is limited in the recipient primate, resulting in resulting in an increase in the magnitude and duration of inflammation and in the magnitude and duration of antigen presentation by the cellular vaccine.

专利号:US-9969686-B2
优先权日:2014-08-05
标 题 :Synthesis of diindolylmethanes and indolo[3,2-b]carbazoles, compounds formed thereby, and pharmaceutical compositions containing them
发明人:TANG WEIPING; LI XIAOXUN; SHU DONGXU; WINSTON-MCPHERSON GABRIELLE N
权利人:WISCONSIN ALUMNI RES FOUND
摘要:Described is a method to make diindolylmethanes and indolyl/pyrrolylmethanes, The method includes the steps of contacting an ether comprising an arylpropargyl moiety and an amine-protected, substituted or unsubstituted aniline moiety with a substituted or unsubstituted indol or a substituted or unsubstituted pyrrole, in the presence of a metal-containing catalyst, for a time and at a temperature to cause an annulation/arylation cascade reaction that yields a diindolylmethane or a indolyl/pyrrolylmethane. The resulting compounds are effective to modulate activity of arylhydrocarbon receptors, to inhibit activity of PCSK9, and to stimulate secretion of glucagon-like peptide 1 in mammals.

专利号:US-5637775-A
优先权日:1994-04-28
标 题 :Process for the preparation of halogenated ethers
发明人:GALLEGRA PASQUALE; DEGISCHER GERHARD
权利人:SCHWEIZERHALL SAEUREFAB
摘要:The invention relates to a process for the preparation of compounds of formula I (I) wherein R is mono- or disubstituted lower alkyl, the substituents being selected from halogen and lower alkoxy, with the proviso that said substituents are not present at the carbon atom of the lower alkyl radical R linking the group R to the remainder of the molecule of formula I; R1 is hydrogen, lower alkyl, phenyl or phenyl-lower alkyl; and X is chloro or bromo; which comprises reacting an acetal of formula II, (II) wherein R and R1 are as defined above, with at least one compound of formula R2-X, wherein R2 is hydrogen or X-SO, in which last mentioned case the reaction mixture must contain a catalytically effective amount of N,N-di-lower alkyl-lower alkanoylamide(s) and wherein X is as defined with respect to the compounds of formula I. The compounds of formula I are useful intermediates, suitably for the synthesis of pharmaceutical or fungicidal compounds.

专利号:WO-2024227949-A1
优先权日:2023-05-04
标 题:Screening and uses of glutamine synthetase modulators
发明人:MARTINS GARCIA BRUNA; FARAH PERNAS LENA
权利人:MAX PLANCK GESELLSCHAFT
摘要:The present invention relates to an in vitro bioassay to identify glutamine synthetase activators and inhibitors on the basis of one or more glutamine markers such as citrate, a metabolite derived from the mevalonate pathway, a glutamine responsive mRNA or proteins, such as HMGCR or SREBP2. Disclosed herein are also glutamine synthetase activators and inhibitors identified by the inventive method for use to stimulate or inhibit the synthesis of a metabolite derived from the mevalonate pathway, such as cholesterol, and to treat a disease associated with deregulated levels of said metabolite, such as cancer.

专利号:US-12031126-B2
优先权日:2020-05-08
标 题 :Methods and compositions for simultaneous editing of both strands of a target double-stranded nucleotide sequence
发明人:LIU DAVID R; ANZALONE ANDREW VITO; LEVY JONATHAN MA; GAO XIN; PODRACKY CHRISTOPHER J
权利人:BROAD INST INC; HARVARD COLLEGE
摘要:The present disclosure provides systems, compositions, and methods for simultaneously editing both strands of a double-stranded DNA sequence at a target site to be edited. In some aspects, the systems comprise a first and second prime editor complex, wherein each of the first and second prime editor complexes comprises (1) a prime editor comprising (i) a nucleic acid programmable DNA binding protein (napDNAbp), and (ii) a polypeptide having an RNA-dependent DNA polymerase activity; and (2) a pegRNA comprising a spacer sequence, gRNA core, a DNA synthesis template, and a primer binding site, wherein the DNA synthesis template encodes a desired DNA sequence or a complement thereof, wherein the desired DNA sequence and the complement thereof form a duplex comprising an edited portion which integrates into the target site to be edited. In some aspects, the systems comprise a first, second, third, and fourth prime editor complex, each comprising a prime editor and a PEgRNA. Also provided herein are methods for simultaneously editing both strands of a double-stranded DNA sequence at a target site to be edited. Further provided herein are pharmaceutical compositions, polynucleotides, vectors, cells, and kits.

专利号:US-2024400552-A1
优先权日:2016-11-11
标题 :Heterocyclic modulators of lipid synthesis
发明人:BUCKLEY DOUGLAS I; DUKE GREGORY; WAGMAN ALLAN S; EVANCHIK MARC; MCDOWELL ROBERT S
权利人:SAGIMET BIOSCIENCES INC
摘要:Compounds that are fatty acid synthesis modulators are provided. The compounds may be used to treat disorders characterized by dysregulation of the fatty acid synthase function by modulating the function and/or the fatty acid synthase pathway. Methods are provided for treating such disorders including viral infections, such as hepatitis C infection, cancer and metabolic disorders, such as non-alcoholic steatohepatitis (NASH).
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主要参考文献


1: Kaczmarek B, Verbavatz JM, Jackson CL. GBF1 and Arf1 function in vesicular trafficking, lipid homoeostasis and organelle dynamics. Biol Cell. 2017 Dec;109(12):391-399. doi: 10.1111/boc.201700042. Epub 2017 Nov 6. Review. doi: 10.3389/fmicb.2017.01451. eCollection 2017. Review.
3: Grimaldi G, Corda D, Catara G. From toxins to mammalian enzymes: the diversity of mono-ADP-ribosylation. Front Biosci (Landmark Ed). 2015 Jan 1;20:389-404. Review. doi: 10.1007/s00418-013-1138-1. Epub 2013 Sep 1. Review. doi: 10.1111/tra.12051. Epub 2013 Feb 25. Review. Review. Japanese. doi: 10.1016/j.addr.2012.03.008. Epub 2012 Mar 20. Review. doi: 10.1038/nrc2960. Epub 2010 Nov 24. Review.
9: Nickel W. Pathways of unconventional protein secretion. Curr Opin Biotechnol. 2010 Oct;21(5):621-6. doi: 10.1016/j.copbio.2010.06.004. Epub 2010 Jul 14. Review. doi: 10.1016/j.bbadis.2008.10.020. Epub 2008 Nov 6. Review. doi: 10.1007/s00018-008-8355-0. Review. doi: 10.1104/pp.108.120105. Review.

合成参考文献


参考文献:10.3233/jad-2011-100395
摘要:Viana RJ, Steer CJ, Rodrigues CM. Amyloid-β peptide-induced secretion of endoplasmic reticulum chaperone glycoprotein GRP94. J Alzheimers Dis. 2011;27(1):61–73. doi: 10.3233/jad-2011-100395.
参考文献:10.1371/journal.pone.0021771
摘要:Brankatschk B, Pons V, Parton RG, Gruenberg J. Role of SNX16 in the Dynamics of Tubulo-Cisternal Membrane Domains of Late Endosomes. PLoS ONE. 2011 Jul 06;6(7):e21771. doi: 10.1371/journal.pone.0021771.
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