CAS: 11076-19-0; (2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-20-(Carboxymethyl)-6-Methoxy-2,5,17-Trimethyl-2,4,8,10,14,18,20-Docosaheptaenedioic Acid
该化合物是一种由细菌Burkdeseria gladioli 生产的线粒毒素,它作为线粒体肾上腺素核糖酸跨体体(ANT)的强大抑制剂,干扰ATP/ADP交换,导致细胞能量严重耗竭.该化合物主要因其在解析线粒体机能功能障碍机制及吸附病途径方面的作用而进行研究.它对于ANT具有高度特殊性,因此成为生物化学和药理研究的宝贵工具,特别是在调查代谢紊乱和线粒体疾病方面.由于其极高的毒性,bongkrekic酸需要在受控制的实验室条件下进行仔细处理.它不是用于治疗,而是作为线粒体研究的关键研究剂.
- 英文名称(2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-20-(Carboxymethyl)-6-Methoxy-2,5,17-Trimethyl-2,4,8,10,14,18,20-Docosaheptaenedioic Acid
- 中文名称米酵菌酸
- IUPAC名称(2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-20-(carboxymethyl)-6-methoxy-2,5,17-trimethyldocosa-2,4,8,10,14,18,20-heptaenedioic acid
- 其它别名Bongkrek Acid; Flavotoxin A
- CAS编号11076-19-0
- MFCD编号:MFCD01729616
- EINECS号:998-673-7
- FDA UNII编号:L7V4I673D2
- 分子式:C28H38O7分子量:486.61
- 产品CID: 144696
- 产品分类医药中间体 → 原料药中间体
物理性质
MSDS等安全信息
- GHS象形图
- GHS符号GHS06;
注释: Skull and crossbones - 危险类别急性毒性 类别3(经口)
- 警示词Danger(危险)
- 危险描述H301 |吞咽会中毒.
- 防范说明P261-P280-P301+P312-P302+P352-P305+P351+P338-
- UN编号NONH for all modes of transport
- 安全声明IDENTIFICATION AND USE: Bongkrekic acid (BA) is a white amorphous solid. BA is known to be produced by the bacterium Burkholderia gladioli pv. cocovenenans. It is used as a tool in biochemical research. HUMAN STUDIES: In a rural town in Mozambique, >230 persons became sick and 75 died of an illness linked to drinking pombe, a traditional alcoholic beverage. Toxic levels of BA were detected in the suspect pombe but not the control pombe. Burkholderia gladioli pathovar cocovenenans, the bacteria that produces BA, was detected in the flour used to make the pombe. BA is an inhibitor of adenine nucleotide translocase (ANT). Since inhibition of ANT is connected to the inhibition of cytochrome c release from mitochondria, which then results in the suppression of apoptosis, it has been used as a tool for the mechanistic investigation of apoptosis. BA has been implicated in outbreaks of food-borne illness involving coconut- and corn-based products in Indonesia and China. ANIMAL STUDIES: BA, a potent inhibitor of the mitochondrial ATP/ADP translocase, inhibits glucose-induced electrical activity in the pancreatic beta-cell through the stimulation of ATP-sensitive potassium channel (K-ATP-channel) activity.
- WGK Germany-
欧盟法规
C&L通报上下游产品
(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-22-Hydroxy-20-(2-Hydroxy-Ethyl)-6-Methoxy-2,5,17-Trimethyl-Docosa-2,4,8,10,14,18,20-Heptaenoic Acid Tert-Butyl Ester 1027938-85-7Dimethyl (2E,4Z,6R,10E,14E,17S,18E,20E)-6-Methoxy-20-(2-Methoxy-2-Oxoethyl)-2,5,17-Trimethyldocosa-2,4,10,14,18,20-Hexaen-8-Ynedioate 1268247-01-3
Dimethyl (E)-3-[(E,3S)-5-Hydroxy-3-Methylpent-1-Enyl]Pent-2-Enedioate 1204312-96-8
Dimethyl (E)-3-[(E,3S)-3-Methyl-5-Oxopent-1-Enyl]Pent-2-Enedioate 1204312-97-9
(2Z,6Z,8E,12E,16E,18Z)-(4R,15S)-20-(Tert-Butyl-Dimethyl-Silanyloxy)-18-[2-(Tert-Butyl-Dimethyl-Silanyloxy)-Ethyl]-4-Methoxy-3,15-Dimethyl-Icosa-2,6,8,12,16,18-Hexaen-1-Ol 808771-33-7
合成工艺路线路线简述
📜Methyl (R,2E,4Z)-6-Hydroxy-2,5-Dimethylnona-2,4-Dien-8-Ynoate置于甲醇,Copper(L) Iodide,四(三苯基膦)钯,2,6-二叔丁基吡啶,Zinc-Copper-Silver,水,Potassium Hydroxide体系中,用 乙二醇二甲醚,二氯甲烷,水,三乙胺 用作溶剂,化学反应 47.0H,反应生成米酵菌酸
参考文献:异氰酸和邦克里奇酸的全合成:天然抗生素显示出有效的抗凋亡特性
标题:异氰酸和邦克里奇酸的全合成:天然抗生素显示出有效的抗凋亡特性
摘要:五十多年来,由于邦克里奇酸和异邦克里奇酸具有抗凋亡活性,引起了科学界的关注.在这里,我们公开了我们对异丁烯酸的合成研究的全部细节,该研究的首次制备达到了高潮,并且具有各种钯催化的交叉偶联和takai烯烃化反应.此路线也报告了使用邦克瑞奇酸的情况.这些合成涉及准备和使用可以找到更广泛应用的新的通用构件.
Doi:10.1002/chem.201002380
海关参考信息
- 2901210000-乙烯
2901220000-丙烯
2901241000-1,3-丁二烯
2905122000-异丙醇 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
专利信息
专利号:US-9114159-B2
优先权日:2005-08-17
标 题 :Transcription factors in neuronal dendrites-dendritic protein synthesis and cell death
发明人：EBERWINE JAMES H; BARRETT LINDY E
权利人:EBERWINE JAMES H; BARRETT LINDY E; UNIV PENNSYLVANIA
摘要:The present invention relates to methods of altering the competence of a dendrite and/or the viability of a neuron by modulating the level of Elk-1 in a dendrite. The present invention also provides methods of altering the ATP levels in a neuron, methods of isolating at least one protein of a mitochondrial permeability transition pore complex, methods of introducing an RNA into a neuron, methods of translating an RNA in a dendrite, methods of monitoring risk of neurodegeneration of a neuron, and methods of treatment for neurodegenerative diseases.
专利号:US-8415400-B2
优先权日:2003-05-16
标题:Cross-linked ionic core micelles
发明人：BRONICH TATIANA K; KABANOV ALEXANDER V
权利人:BRONICH TATIANA K; KABANOV ALEXANDER V; UNIV NEBRASKA
摘要:The present invention provides polymer micelles with cross-linked ionic cores as delivery vehicles for therapeutics, diagnostics, nucleic acids, proteins, small molecules and the like. The present invention provides additionally methods of synthesis and uses for such micelles.
供应商参考报价(招募中)
品牌试剂参考报价(招募中)
📌 第三方产品分析报告
合成参考文献
摘要:Dornan, L. M.; Hughes, N. L.; Muldoon, M. J., Science of Synthesis: Catalytic Oxidation in Organic Synthesis, (2017) 1, 556.
摘要:
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摘要:Franke C et al; Chemosphere 29: 1501-14 (1994)
📝 需求与反馈
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