3-Isopropylmalic acid (BioDeep_00000001236)

 

Secondary id: BioDeep_00000593357

human metabolite Endogenous


代谢物信息卡片


(2R,3S)-2-Hydroxy-3-(1-methylethyl)butanedioic acid

化学式: C7H12O5 (176.06847019999998)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(feces) 0.18%

分子结构信息

SMILES: CC(C)C(C(=O)O)C(O)C(=O)O
InChI: InChI=1S/C7H12O5/c1-3(2)4(6(9)10)5(8)7(11)12/h3-5,8H,1-2H3,(H,9,10)(H,11,12)/t4-,5+/m0/s1

描述信息

3-Isopropylmalic acid (CAS: 16048-89-8) is an intermediate in valine, leucine, and isoleucine biosynthesis. It is a substrate for 3-isopropylmalate dehydrogenase (TT_C0867) and can be generated from the reduction of 2-isopropyl-3-oxosuccinate. Leucine biosynthesis involves a five-step conversion process starting with the valine precursor 2-keto-isovalerate. The final step in this pathway is catalyzed by two transaminases of broad specificity: branched-chain amino acid transferase (IlvE) and tyrosine aminotransferase (TyrB). This pathway is part of the super pathway of leucine, valine, and isoleucine biosynthesis that generates not only isoleucine and valine but also leucine.

同义名列表

26 个代谢物同义名

(2R,3S)-2-Hydroxy-3-(1-methylethyl)butanedioic acid; (2R,3S)-3-Carboxy-2-hydroxy-4-methylpentanoic acid; (2R,3S)-2-Hydroxy-3-(propan-2-yl)butanedioic acid; (2R,3S)-3-Carboxy-2-hydroxy-4-methylpentanoate; (2R,3S)-2-Hydroxy-3-(propan-2-yl)butanedioate; 2-Hydroxy-3-(1-methylethyl)butanedioic acid; 2-D-Threo-hydroxy-3-carboxy-isocaproic acid; 3-Carboxy-2-hydroxy-4-methylpentanoic acid; 2-D-Threo-hydroxy-3-carboxyisocaproic acid; (2R,3S)-2-Hydroxy-3-isopropylsuccinic acid; beta-Isopropylmalate, erythro-(L)-isomer; 2-D-threo-Hydroxy-3-carboxy-isocaproate; 3-Carboxy-2-hydroxy-4-methylpentanoate; 2-D-Threo-hydroxy-3-carboxyisocaproate; (2R,3S)-2-Hydroxy-3-isopropylsuccinate; (2R,3S)-3-Isopropylmalic acid; (2R,3S)-3-Isopropylmalate; beta-Isopropylmalic acid; 3-3-Isopropylmalic acid; 3-isopropylmalic acid; β-Isopropylmalic acid; beta-Isopropylmalate; Isopropylmalic acid; 3-Isopropylmalate; Isopropylmalate; IPM



数据库引用编号

21 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

8 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(8)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Candida Vannini, Milena Marsoni, Carlo Cantara, Maria Concetta De Pinto, Vittoria Locato, Laura De Gara, Marcella Bracale. The soluble proteome of tobacco Bright Yellow-2 cells undergoing H₂O₂-induced programmed cell death. Journal of experimental botany. 2012 May; 63(8):3137-55. doi: 10.1093/jxb/ers031. [PMID: 22355080]
  • Yunliu Zeng, Zhiyong Pan, Yuduan Ding, Andan Zhu, Hongbo Cao, Qiang Xu, Xiuxin Deng. A proteomic analysis of the chromoplasts isolated from sweet orange fruits [Citrus sinensis (L.) Osbeck]. Journal of experimental botany. 2011 Nov; 62(15):5297-309. doi: 10.1093/jxb/err140. [PMID: 21841170]
  • Elena Lissina, Brian Young, Malene L Urbanus, Xue Li Guan, Jonathan Lowenson, Shawn Hoon, Anastasia Baryshnikova, Isabelle Riezman, Magali Michaut, Howard Riezman, Leah E Cowen, Markus R Wenk, Steven G Clarke, Guri Giaever, Corey Nislow. A systems biology approach reveals the role of a novel methyltransferase in response to chemical stress and lipid homeostasis. PLoS genetics. 2011 Oct; 7(10):e1002332. doi: 10.1371/journal.pgen.1002332. [PMID: 22028670]
  • Yan He, Ashley Galant, Qiuying Pang, Johanna M Strul, Sherifat F Balogun, Joseph M Jez, Sixue Chen. Structural and functional evolution of isopropylmalate dehydrogenases in the leucine and glucosinolate pathways of Arabidopsis thaliana. The Journal of biological chemistry. 2011 Aug; 286(33):28794-28801. doi: 10.1074/jbc.m111.262519. [PMID: 21697089]
  • Andrej Kochevenko, Alisdair R Fernie. The genetic architecture of branched-chain amino acid accumulation in tomato fruits. Journal of experimental botany. 2011 Jul; 62(11):3895-906. doi: 10.1093/jxb/err091. [PMID: 21436187]
  • Andong Song, Yubo Liu, Hui Xie, Fengqin Wang, Xiaoming Bao. [Screening of high lipid production Trichosporon fermentans mutants by transposon tagging mTn-lacZ/leu2 insertion]. Sheng wu gong cheng xue bao = Chinese journal of biotechnology. 2011 Mar; 27(3):468-74. doi: ". [PMID: 21650029]
  • Yan He, Bing Chen, Qiuying Pang, Johanna M Strul, Sixue Chen. Functional specification of Arabidopsis isopropylmalate isomerases in glucosinolate and leucine biosynthesis. Plant & cell physiology. 2010 Sep; 51(9):1480-7. doi: 10.1093/pcp/pcq113. [PMID: 20663849]
  • Tanja Knill, Michael Reichelt, Christian Paetz, Jonathan Gershenzon, Stefan Binder. Arabidopsis thaliana encodes a bacterial-type heterodimeric isopropylmalate isomerase involved in both Leu biosynthesis and the Met chain elongation pathway of glucosinolate formation. Plant molecular biology. 2009 Oct; 71(3):227-39. doi: 10.1007/s11103-009-9519-5. [PMID: 19597944]
  • Zhenyu Cheng, Yi-Yun C Wei, Wilson W L Sung, Bernard R Glick, Brendan J McConkey. Proteomic analysis of the response of the plant growth-promoting bacterium Pseudomonas putida UW4 to nickel stress. Proteome science. 2009 May; 7(?):18. doi: 10.1186/1477-5956-7-18. [PMID: 19422705]
  • M David Marks, Li Tian, Jonathan P Wenger, Stephanie N Omburo, Wilfredo Soto-Fuentes, Ji He, David R Gang, George D Weiblen, Richard A Dixon. Identification of candidate genes affecting Delta9-tetrahydrocannabinol biosynthesis in Cannabis sativa. Journal of experimental botany. 2009; 60(13):3715-26. doi: 10.1093/jxb/erp210. [PMID: 19581347]
  • Frances M Dupont. Metabolic pathways of the wheat (Triticum aestivum) endosperm amyloplast revealed by proteomics. BMC plant biology. 2008 Apr; 8(?):39. doi: 10.1186/1471-2229-8-39. [PMID: 18419817]
  • Ying Wan, Xuli Wang, Yun Huang, Dewen Qiu, Linghuo Jiang. Identification and characterization of cDNA sequences encoding the HIS3 and LEU2 genes of the fungus Alternaria tenuissima. Journal of genetics and genomics = Yi chuan xue bao. 2008 Apr; 35(4):251-6. doi: 10.1016/s1673-8527(08)60035-1. [PMID: 18439983]
  • Yasushi Kamisaka, Nao Tomita, Kazuyoshi Kimura, Kumiko Kainou, Hiroshi Uemura. DGA1 (diacylglycerol acyltransferase gene) overexpression and leucine biosynthesis significantly increase lipid accumulation in the Deltasnf2 disruptant of Saccharomyces cerevisiae. The Biochemical journal. 2007 Nov; 408(1):61-8. doi: 10.1042/bj20070449. [PMID: 17688423]
  • Akira Nozawa, Junpei Takano, Kyoko Miwa, Yuko Nakagawa, Toru Fujiwara. Cloning of cDNAs encoding isopropylmalate dehydrogenase from Arabidopsis thaliana and accumulation patterns of their transcripts. Bioscience, biotechnology, and biochemistry. 2005 Apr; 69(4):806-10. doi: 10.1271/bbb.69.806. [PMID: 15849421]
  • Tsuyoshi Miki, Tomomi Kuwahara, Haruyuki Nakayama, Natsumi Okada, Keiko Kataoka, Hideki Arimochi, Yoshinari Ohnishi. Simultaneous detection of Bacteroides fragilis group species by leuB-directed PCR. The journal of medical investigation : JMI. 2005 Feb; 52(1-2):101-8. doi: 10.2152/jmi.52.101. [PMID: 15751280]
  • Thomas Wartmann, Regina Stoltenburg, Erik Böer, Heike Sieber, Oliver Bartelsen, Gerd Gellissen, Gotthard Kunze. The ALEU2 gene--a new component for an Arxula adeninivorans-based expression platform. FEMS yeast research. 2003 Apr; 3(2):223-32. doi: 10.1016/s1567-1356(02)00190-3. [PMID: 12702456]