Maleic imide (BioDeep_00000006450)

 

Secondary id: BioDeep_00001867994

human metabolite PANOMIX_OTCML-2023 blood metabolite Chemicals and Drugs BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


Maleimide, potassium, silver (+1) (2:1:1) salt

化学式: C4H3NO2 (97.0163778)
中文名称: 马来酰亚胺
谱图信息: 最多检出来源 Homo sapiens(blood) 0.22%

分子结构信息

SMILES: C1=CC(=O)NC1=O
InChI: InChI=1S/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7)

描述信息

Maleimide can be used for production of antibody-drug conjugate (ADC) which is used in cancer research. Maleimide also be leveraged for the preparation of fluorogenic probe, which is mainly used for the specific detection of thiol analytes[1][2].

同义名列表

8 个代谢物同义名

Maleimide, potassium, silver (+1) (2:1:1) salt; Maleimide, silver (+1) salt; 5-hydroxy-2H-pyrrol-2-one; 2,5-Pyrroledione; Maleic imide; MALEIMIDE; Maleimide; Maleimide



数据库引用编号

19 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

0 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(0)

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

  • Michelle D Farrelly, Jiali Zhai, Alice Y J Tiong, Leonie van 't Hag, Heidi H Yu, Jian Li, Lisandra L Martin, San H Thang. Membrane interaction and selectivity of novel alternating cationic lipid-nanodisc assembling polymers. Biomaterials science. 2023 Jul; ?(?):. doi: 10.1039/d3bm00477e. [PMID: 37477383]
  • Hideki Kashiwagi, Shinji Kawabata, Kohei Yoshimura, Yusuke Fukuo, Takuya Kanemitsu, Koji Takeuchi, Ryo Hiramatsu, Kai Nishimura, Kazuki Kawai, Takushi Takata, Hiroki Tanaka, Tsubasa Watanabe, Minoru Suzuki, Shin-Ichi Miyatake, Hiroyuki Nakamura, Masahiko Wanibuchi. Boron neutron capture therapy using dodecaborated albumin conjugates with maleimide is effective in a rat glioma model. Investigational new drugs. 2022 04; 40(2):255-264. doi: 10.1007/s10637-021-01201-7. [PMID: 34816337]
  • Javier Giglio, Soledad Fernandez, Ana Martinez, Maia Zeni, Laura Reyes, Ana Rey, Hugo Cerecetto. Glycogen Synthase Kinase-3 Maleimide Inhibitors As Potential PET-Tracers for Imaging Alzheimer's Disease: 11C-Synthesis and In Vivo Proof of Concept. Journal of medicinal chemistry. 2022 01; 65(2):1342-1351. doi: 10.1021/acs.jmedchem.1c00769. [PMID: 34464131]
  • Yu Ishima, Nio Yamazaki, Victor T G Chuang, Taro Shimizu, Hidenori Ando, Tatsuhiro Ishida. A Maleimide-Terminally Modified PEGylated Liposome Induced the Accelerated Blood Clearance Independent of the Production of Anti-PEG IgM Antibodies. Biological & pharmaceutical bulletin. 2022; 45(10):1518-1524. doi: 10.1248/bpb.b22-00389. [PMID: 36184510]
  • Nobuko Kuroishi, Sayaka Nagata, Emiko Akashi, Shinya Ashizuka, Johji Kato, Motoo Yamasaki, Kazuo Kitamura. Development of a novel human adrenomedullin derivative: human serum albumin-conjugated adrenomedullin. Journal of biochemistry. 2021 Dec; 170(4):445-451. doi: 10.1093/jb/mvab057. [PMID: 33964134]
  • Valeria I Raskolupova, Tatyana V Popova, Olga D Zakharova, Anastasia E Nikotina, Tatyana V Abramova, Vladimir N Silnikov. Human Serum Albumin Labelling with a New BODIPY Dye Having a Large Stokes Shift. Molecules (Basel, Switzerland). 2021 May; 26(9):. doi: 10.3390/molecules26092679. [PMID: 34063643]
  • Laura Chambre, Hamida Maouati, Yavuz Oz, Rana Sanyal, Amitav Sanyal. Thiol-Reactive Clickable Cryogels: Importance of Macroporosity and Linkers on Biomolecular Immobilization. Bioconjugate chemistry. 2020 09; 31(9):2116-2124. doi: 10.1021/acs.bioconjchem.0c00318. [PMID: 32786374]
  • Martine Darwish, Whitney Shatz, Brandon Leonard, Kelly Loyet, Kathy Barrett, Janice L Wong, Hong Li, Ryan Abraham, May Lin, Yvonne Franke, Christine Tam, Kyle Mortara, Inna Zilberleyb, Craig Blanchette. Nanolipoprotein Particles as a Delivery Platform for Fab Based Therapeutics. Bioconjugate chemistry. 2020 08; 31(8):1995-2007. doi: 10.1021/acs.bioconjchem.0c00349. [PMID: 32701261]
  • Jae-Young Lee, Han Sol Lee, Nae-Won Kang, Song Yi Lee, Dong Hyun Kim, Sungyun Kim, In-Soo Yoon, Hyun-Jong Cho, Dae-Duk Kim. Blood component ridable and CD44 receptor targetable nanoparticles based on a maleimide-functionalized chondroitin sulfate derivative. Carbohydrate polymers. 2020 Feb; 230(?):115568. doi: 10.1016/j.carbpol.2019.115568. [PMID: 31887874]
  • Tsutomu Anraku, Hiroo Kuroki, Akira Kazama, Vladimir Bilim, Masaaki Tasaki, Daniel Schmitt, Andrew Mazar, Francis J Giles, Andrey Ugolkov, Yoshihiko Tomita. Clinically relevant GSK‑3β inhibitor 9‑ING‑41 is active as a single agent and in combination with other antitumor therapies in human renal cancer. International journal of molecular medicine. 2020 Feb; 45(2):315-323. doi: 10.3892/ijmm.2019.4427. [PMID: 31894292]
  • Deepak B Thimiri Govinda Raj, Niamat Ali Khan, Srisaran Venkatachalam, Dinh Toi Chu, Sivakumar Arumugam. Step-by-Step Protocol for Superparamagnetic Nanoparticle-Based Endosome and Lysosome Isolation from Eukaryotic Cell. Methods in molecular biology (Clifton, N.J.). 2020; 2125(?):167-172. doi: 10.1007/7651_2019_212. [PMID: 30771190]
  • Wooram Um, Jooho Park, Ahye Youn, Hanhee Cho, Seungho Lim, Jong Won Lee, Hong Yeol Yoon, Dong-Kwon Lim, Jae Hyung Park, Kwangmeyung Kim. A Comparative Study on Albumin-Binding Molecules for Targeted Tumor Delivery through Covalent and Noncovalent Approach. Bioconjugate chemistry. 2019 12; 30(12):3107-3118. doi: 10.1021/acs.bioconjchem.9b00760. [PMID: 31756089]
  • Daulet B Kaldybekov, Sergey K Filippov, Aurel Radulescu, Vitaliy V Khutoryanskiy. Maleimide-functionalised PLGA-PEG nanoparticles as mucoadhesive carriers for intravesical drug delivery. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2019 Oct; 143(?):24-34. doi: 10.1016/j.ejpb.2019.08.007. [PMID: 31419584]
  • Andre H St Amant, Fengying Huang, Jia Lin, Daniel Lemen, Chacko Chakiath, Shenlan Mao, Christine Fazenbaker, Haihong Zhong, Jay Harper, Wenshu Xu, Neki Patel, Lauren Adams, Balakumar Vijayakrishnan, Philip W Howard, Marcello Marelli, Herren Wu, Changshou Gao, Javier Read de Alaniz, R James Christie. A Reactive Antibody Platform for One-Step Production of Antibody-Drug Conjugates through a Diels-Alder Reaction with Maleimide. Bioconjugate chemistry. 2019 09; 30(9):2340-2348. doi: 10.1021/acs.bioconjchem.9b00436. [PMID: 31380623]
  • Lisa M Miller, Callum D Silver, Reyme Herman, Anne-Kathrin Duhme-Klair, Gavin H Thomas, Thomas F Krauss, Steven D Johnson. Surface-Bound Antibiotic for the Detection of β-Lactamases. ACS applied materials & interfaces. 2019 Sep; 11(36):32599-32604. doi: 10.1021/acsami.9b05793. [PMID: 31449379]
  • Samaneh Pasban, Heidar Raissi, Majid Pakdel, Farzaneh Farzad. Enhance the efficiency of 5-fluorouracil targeted delivery by using a prodrug approach as a novel strategy for prolonged circulation time and improved permeation. International journal of pharmaceutics. 2019 Sep; 568(?):118491. doi: 10.1016/j.ijpharm.2019.118491. [PMID: 31276765]
  • Kazunori Matsuura, Takahide Honjo. Artificial Viral Capsid Dressed Up with Human Serum Albumin. Bioconjugate chemistry. 2019 06; 30(6):1636-1641. doi: 10.1021/acs.bioconjchem.9b00327. [PMID: 31181891]
  • Satomu Ishii, Shinichi Sato, Hiroya Asami, Tomoko Hasegawa, Jun-Ya Kohno, Hiroyuki Nakamura. Design of S-S bond containing maleimide-conjugated closo-dodecaborate (SSMID): identification of unique modification sites on albumin and investigation of intracellular uptake. Organic & biomolecular chemistry. 2019 06; 17(22):5496-5499. doi: 10.1039/c9ob00584f. [PMID: 30976763]
  • Yu-Wen Lo, Ming-Thau Sheu, Wen-Hsuan Chiang, Ya-Ling Chiu, Chia-Mu Tu, Wen-Yu Wang, Ming-Hsi Wu, Yu-Cheng Wang, Maggie Lu, Hsiu-O Ho. In situ chemically crosslinked injectable hydrogels for the subcutaneous delivery of trastuzumab to treat breast cancer. Acta biomaterialia. 2019 03; 86(?):280-290. doi: 10.1016/j.actbio.2019.01.003. [PMID: 30616077]
  • Takaaki Miyamoto, Kousuke Tsuchiya, Keiji Numata. Block Copolymer/Plasmid DNA Micelles Postmodified with Functional Peptides via Thiol-Maleimide Conjugation for Efficient Gene Delivery into Plants. Biomacromolecules. 2019 02; 20(2):653-661. doi: 10.1021/acs.biomac.8b01304. [PMID: 30257560]
  • Antonella Accardo, Silvia Mannucci, Elena Nicolato, Federica Vurro, Carlo Diaferia, Pietro Bontempi, Pasquina Marzola, Giancarlo Morelli. Easy formulation of liposomal doxorubicin modified with a bombesin peptide analogue for selective targeting of GRP receptors overexpressed by cancer cells. Drug delivery and translational research. 2019 02; 9(1):215-226. doi: 10.1007/s13346-018-00606-x. [PMID: 30569349]
  • Faviola Tavares-Carreón, Xiang Ruan, Amy Ford, Miguel A Valvano. Sulfhydryl Labeling as a Tool to Investigate the Topology of Membrane Proteins Involved in Lipopolysaccharide Biosynthesis. Methods in molecular biology (Clifton, N.J.). 2019; 1954(?):203-213. doi: 10.1007/978-1-4939-9154-9_16. [PMID: 30864134]
  • John E Gadbery, Nicole S Sampson. A mass spectrometry-based isotope-coded mass tag method to map thiol accessibility in biological systems. Methods in enzymology. 2019; 621(?):245-260. doi: 10.1016/bs.mie.2019.02.025. [PMID: 31128782]
  • Barbara Bernardim, Maria J Matos, Xhenti Ferhati, Ismael Compañón, Ana Guerreiro, Padma Akkapeddi, Antonio C B Burtoloso, Gonzalo Jiménez-Osés, Francisco Corzana, Gonçalo J L Bernardes. Efficient and irreversible antibody-cysteine bioconjugation using carbonylacrylic reagents. Nature protocols. 2019 01; 14(1):86-99. doi: 10.1038/s41596-018-0083-9. [PMID: 30470819]
  • Wei Wei, Zhonggui He, Jincheng Yang, Mengchi Sun, Jin Sun. Cytosine arabinoside prodrug designed to bind plasma serum albumin for drug delivery. Drug delivery and translational research. 2018 10; 8(5):1162-1170. doi: 10.1007/s13346-018-0534-4. [PMID: 29748833]
  • Zhenbao Li, Dan Li, Qingsong Li, Cong Luo, Jing Li, Longfa Kou, Dong Zhang, Haotian Zhang, Songyan Zhao, Qiming Kan, Jie Liu, Peng Zhang, Xiaohong Liu, Yinghua Sun, Yongjun Wang, Zhonggui He, Jin Sun. In situ low-immunogenic albumin-conjugating-corona guiding nanoparticles for tumor-targeting chemotherapy. Biomaterials science. 2018 Sep; 6(10):2681-2693. doi: 10.1039/c8bm00692j. [PMID: 30151516]
  • Dong Zhang, Jincheng Yang, Jibin Guan, Bin Yang, Shenwu Zhang, Mengchi Sun, Ruitao Yang, Tao Zhang, Ruoshi Zhang, Qiming Kan, Haotian Zhang, Zhonggui He, Lei Shang, Jin Sun. In vivo tailor-made protein corona of a prodrug-based nanoassembly fabricated by redox dual-sensitive paclitaxel prodrug for the superselective treatment of breast cancer. Biomaterials science. 2018 Aug; 6(9):2360-2374. doi: 10.1039/c8bm00548f. [PMID: 30019051]
  • Monique Mertens, Malte Hilsch, Ivan Haralampiev, Rudolf Volkmer, Pablo Wessig, Peter Müller. Synthesis and Characterization of a New Bifunctionalized, Fluorescent, and Amphiphilic Molecule for Recruiting SH-Containing Molecules to Membranes. Chembiochem : a European journal of chemical biology. 2018 08; 19(15):1643-1647. doi: 10.1002/cbic.201800268. [PMID: 29785742]
  • Linlin Dong, Chao Li, Charles Locuson, Susan Chen, Mark G Qian. A Two-Step Immunocapture LC/MS/MS Assay for Plasma Stability and Payload Migration Assessment of Cysteine-Maleimide-Based Antibody Drug Conjugates. Analytical chemistry. 2018 05; 90(10):5989-5994. doi: 10.1021/acs.analchem.8b00694. [PMID: 29688004]
  • Jiafu Chang, Haiyin Li, Ting Hou, Wenna Duan, Feng Li. Paper-based fluorescent sensor via aggregation induced emission fluorogen for facile and sensitive visual detection of hydrogen peroxide and glucose. Biosensors & bioelectronics. 2018 May; 104(?):152-157. doi: 10.1016/j.bios.2018.01.007. [PMID: 29331429]
  • Rachana Ohri, Sunil Bhakta, Aimee Fourie-O'Donohue, Josefa Dela Cruz-Chuh, Siao Ping Tsai, Ryan Cook, Binqing Wei, Carl Ng, Athena W Wong, Aaron B Bos, Farzam Farahi, Jiten Bhakta, Thomas H Pillow, Helga Raab, Richard Vandlen, Paul Polakis, Yichin Liu, Hans Erickson, Jagath R Junutula, Katherine R Kozak. High-Throughput Cysteine Scanning To Identify Stable Antibody Conjugation Sites for Maleimide- and Disulfide-Based Linkers. Bioconjugate chemistry. 2018 02; 29(2):473-485. doi: 10.1021/acs.bioconjchem.7b00791. [PMID: 29425028]
  • Li Zhang, Xiaoyu Zhu, Shijia Wu, Yazhou Chen, Shiming Tan, Yingjie Liu, Wenzheng Jiang, Jing Huang. Fabrication and evaluation of a γ-PGA-based self-assembly transferrin receptor-targeting anticancer drug carrier. International journal of nanomedicine. 2018; 13(?):7873-7889. doi: 10.2147/ijn.s181121. [PMID: 30538465]
  • Christina Wege, Fania Geiger. Dual Functionalization of Rod-Shaped Viruses on Single Coat Protein Subunits. Methods in molecular biology (Clifton, N.J.). 2018; 1776(?):405-424. doi: 10.1007/978-1-4939-7808-3_27. [PMID: 29869257]
  • Sang Gon Lee, Chang Hyun Kim, Si Woo Sung, Eun Seok Lee, Min Su Goh, Ho Yub Yoon, Myung Joo Kang, Sangkil Lee, Young Wook Choi. RIPL peptide-conjugated nanostructured lipid carriers for enhanced intracellular drug delivery to hepsin-expressing cancer cells. International journal of nanomedicine. 2018; 13(?):3263-3278. doi: 10.2147/ijn.s166021. [PMID: 29910614]
  • Daulet B Kaldybekov, Prasopchai Tonglairoum, Praneet Opanasopit, Vitaliy V Khutoryanskiy. Mucoadhesive maleimide-functionalised liposomes for drug delivery to urinary bladder. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2018 Jan; 111(?):83-90. doi: 10.1016/j.ejps.2017.09.039. [PMID: 28958893]
  • Hema Masarapu, Bindi K Patel, Paul L Chariou, He Hu, Neetu M Gulati, Bradley L Carpenter, Reza A Ghiladi, Sourabh Shukla, Nicole F Steinmetz. Physalis Mottle Virus-Like Particles as Nanocarriers for Imaging Reagents and Drugs. Biomacromolecules. 2017 Dec; 18(12):4141-4153. doi: 10.1021/acs.biomac.7b01196. [PMID: 29144726]
  • Elisabetta Tobaldi, Igor Dovgan, Michel Mosser, Jean-Michel Becht, Alain Wagner. Structural investigation of cyclo-dioxo maleimide cross-linkers for acid and serum stability. Organic & biomolecular chemistry. 2017 Nov; 15(44):9305-9310. doi: 10.1039/c7ob01757j. [PMID: 29077116]
  • Jingyao Bai, Junjie Ou, Haiyang Zhang, Shujuan Ma, Yehua Shen, Mingliang Ye. Synthesis of polymeric monoliths via thiol-maleimide polymerization reaction for highly efficient chromatographic separation. Journal of chromatography. A. 2017 Sep; 1514(?):72-79. doi: 10.1016/j.chroma.2017.07.070. [PMID: 28780140]
  • Gil D Stynes, Thomas R Gengenbach, George K Kiroff, Wayne A Morrison, Mark A Kirkland. Thiol surface functionalization via continuous phase plasma polymerization of allyl mercaptan, with subsequent maleimide-linked conjugation of collagen. Journal of biomedical materials research. Part A. 2017 Jul; 105(7):1940-1948. doi: 10.1002/jbm.a.36064. [PMID: 28294550]
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  • Antoine Petrelli, Eric Samain, Stéphanie Pradeau, Sami Halila, Sébastien Fort. Efficient Conjugation of Oligosaccharides to Polymer Particles through Furan/Maleimide Diels-Alder Reaction: Application to the Capture of Carbohydrate-Binding Proteins. Chembiochem : a European journal of chemical biology. 2017 Jan; 18(2):206-212. doi: 10.1002/cbic.201600509. [PMID: 27862786]
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