Maleic imide (BioDeep_00000006450)
Secondary id: BioDeep_00001867994
human metabolite PANOMIX_OTCML-2023 blood metabolite Chemicals and Drugs BioNovoGene_Lab2019
代谢物信息卡片
Maleimide, potassium, silver (+1) (2:1:1) salt
化学式: C4H3NO2 (97.0164)
中文名称: 马来酰亚胺
谱图信息:
最多检出来源 Homo sapiens(blood) 16.56%
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
数据库引用编号
19 个数据库交叉引用编号
- ChEBI: CHEBI:16072
- KEGG: C07272
- PubChem: 10935
- HMDB: HMDB0254312
- Metlin: METLIN66614
- ChEMBL: CHEMBL387762
- Wikipedia: Maleimide
- MetaCyc: MALEIMIDE
- KNApSAcK: C00027734
- chemspider: 10471
- CAS: 541-59-3
- PMhub: MS000019493
- PubChem: 9481
- PDB-CCD: SZB
- 3DMET: B01084
- NIKKAJI: J6.395I
- medchemexpress: HY-W007324
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-118
- KNApSAcK: 16072
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] - K É Szabó-Taylor, E Á Tóth, A M Balogh, B W Sódar, L Kádár, K Pálóczi, N Fekete, A Németh, X Osteikoetxea, K V Vukman, M Holub, É Pállinger, Gy Nagy, P G Winyard, E I Buzás. Monocyte activation drives preservation of membrane thiols by promoting release of oxidised membrane moieties via extracellular vesicles.
Free radical biology & medicine.
2017 07; 108(?):56-65. doi:
10.1016/j.freeradbiomed.2017.03.016. [PMID: 28323130] - Tomas Majtan, Insun Park, Richard S Carrillo, Erez M Bublil, Jan P Kraus. Engineering and Characterization of an Enzyme Replacement Therapy for Classical Homocystinuria.
Biomacromolecules.
2017 Jun; 18(6):1747-1761. doi:
10.1021/acs.biomac.7b00154. [PMID: 28431470] - 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] - Atefeh Razazan, Javad Behravan, Atefeh Arab, Nastaran Barati, Leila Arabi, Zahra Gholizadeh, Mahdi Hatamipour, Amin Reza Nikpoor, Amir Abbas Momtazi-Borojeni, Fatemeh Mosaffa, Mohamad Hosein Ghahremani, Mahmoud Reza Jaafari. Conjugated nanoliposome with the HER2/neu-derived peptide GP2 as an effective vaccine against breast cancer in mice xenograft model.
PloS one.
2017; 12(10):e0185099. doi:
10.1371/journal.pone.0185099. [PMID: 29045460] - Patrick J Burke, Joseph Z Hamilton, Scott C Jeffrey, Joshua H Hunter, Svetlana O Doronina, Nicole M Okeley, Jamie B Miyamoto, Martha E Anderson, Ivan J Stone, Michelle L Ulrich, Jessica K Simmons, Erica E McKinney, Peter D Senter, Robert P Lyon. Optimization of a PEGylated Glucuronide-Monomethylauristatin E Linker for Antibody-Drug Conjugates.
Molecular cancer therapeutics.
2017 01; 16(1):116-123. doi:
10.1158/1535-7163.mct-16-0343. [PMID: 28062707] - Yan Wang, Shenhui Wang, Pengcai Shi. Transcriptional transactivator peptide modified lidocaine-loaded nanoparticulate drug delivery system for topical anesthetic therapy.
Drug delivery.
2016 Nov; 23(9):3193-3199. doi:
10.3109/10717544.2016.1160459. [PMID: 27045388] - Ryan N Gilbreth, Shabazz Novarra, Leslie Wetzel, Stelios Florinas, Horacio Cabral, Kazunori Kataoka, Jonathan Rios-Doria, Ronald J Christie, Manuel Baca. Lipid- and polyion complex-based micelles as agonist platforms for TNFR superfamily receptors.
Journal of controlled release : official journal of the Controlled Release Society.
2016 07; 234(?):104-14. doi:
10.1016/j.jconrel.2016.05.041. [PMID: 27212104] - Jose F Ponte, Xiuxia Sun, Nicholas C Yoder, Nathan Fishkin, Rassol Laleau, Jennifer Coccia, Leanne Lanieri, Megan Bogalhas, Lintao Wang, Sharon Wilhelm, Wayne Widdison, Jan Pinkas, Thomas A Keating, Ravi Chari, Hans K Erickson, John M Lambert. Understanding How the Stability of the Thiol-Maleimide Linkage Impacts the Pharmacokinetics of Lysine-Linked Antibody-Maytansinoid Conjugates.
Bioconjugate chemistry.
2016 07; 27(7):1588-98. doi:
10.1021/acs.bioconjchem.6b00117. [PMID: 27174129] - Kodjo Eloh, Monica Demurtas, Manuel Giacomo Mura, Alessandro Deplano, Valentina Onnis, Nicola Sasanelli, Andrea Maxia, Pierluigi Caboni. Potent Nematicidal Activity of Maleimide Derivatives on Meloidogyne incognita.
Journal of agricultural and food chemistry.
2016 Jun; 64(24):4876-81. doi:
10.1021/acs.jafc.6b02250. [PMID: 27249054] - Cong Wei, Guodong Zhang, Tracey Clark, Frank Barletta, L Nathan Tumey, Brian Rago, Steven Hansel, Xiaogang Han. Where Did the Linker-Payload Go? A Quantitative Investigation on the Destination of the Released Linker-Payload from an Antibody-Drug Conjugate with a Maleimide Linker in Plasma.
Analytical chemistry.
2016 05; 88(9):4979-86. doi:
10.1021/acs.analchem.6b00976. [PMID: 27075639] - John C Lainson, Mariana Ferrer Fuenmayor, Stephen Albert Johnston, Chris W Diehnelt. Conjugation Approach To Produce a Staphylococcus aureus Synbody with Activity in Serum.
Bioconjugate chemistry.
2015 Oct; 26(10):2125-32. doi:
10.1021/acs.bioconjchem.5b00420. [PMID: 26365100] - Marko Moser, Thomas Behnke, Carolina Hamers-Allin, Karin Klein-Hartwig, Jana Falkenhagen, Ute Resch-Genger. Quantification of PEG-maleimide ligands and coupling efficiencies on nanoparticles with Ellman's reagent.
Analytical chemistry.
2015 Sep; 87(18):9376-83. doi:
10.1021/acs.analchem.5b02173. [PMID: 26284998] - Hiroaki Kitagishi, Hiroki Kawasaki, Koji Kano. Bioconjugation of Serum Albumin to a Maleimide-appended Porphyrin/Cyclodextrin Supramolecular Complex as an Artificial Oxygen Carrier in the Bloodstream.
Chemistry, an Asian journal.
2015 Aug; 10(8):1768-75. doi:
10.1002/asia.201500451. [PMID: 26053595] - Xiwei Zheng, Maria Podariu, Cong Bi, David S Hage. Development of enhanced capacity affinity microcolumns by using a hybrid of protein cross-linking/modification and immobilization.
Journal of chromatography. A.
2015 Jun; 1400(?):82-90. doi:
10.1016/j.chroma.2015.04.051. [PMID: 25981291] - Perttu Haimi, Sidona Sikorskaite-Gudziuniene, Danas Baniulis. Application of multiplexed cysteine-labeled complex protein sample for 2D electrophoretic gel alignment.
Proteomics.
2015 Jun; 15(11):1777-80. doi:
10.1002/pmic.201400022. [PMID: 25648334] - Jonathan G Mehtala, Chris Kulczar, Monika Lavan, Gregory Knipp, Alexander Wei. Cys34-PEGylated Human Serum Albumin for Drug Binding and Delivery.
Bioconjugate chemistry.
2015 May; 26(5):941-9. doi:
10.1021/acs.bioconjchem.5b00143. [PMID: 25918947] - Jiali Zhai, Judith A Scoble, Nan Li, George Lovrecz, Lynne J Waddington, Nhiem Tran, Benjamin W Muir, Gregory Coia, Nigel Kirby, Calum J Drummond, Xavier Mulet. Epidermal growth factor receptor-targeted lipid nanoparticles retain self-assembled nanostructures and provide high specificity.
Nanoscale.
2015 Feb; 7(7):2905-13. doi:
10.1039/c4nr05200e. [PMID: 25516406] - Sergii Kolodych, Oleksandr Koniev, Zoljargal Baatarkhuu, Jean-Yves Bonnefoy, François Debaene, Sarah Cianférani, Alain Van Dorsselaer, Alain Wagner. CBTF: new amine-to-thiol coupling reagent for preparation of antibody conjugates with increased plasma stability.
Bioconjugate chemistry.
2015 Feb; 26(2):197-200. doi:
10.1021/bc500610g. [PMID: 25614935] - Hugo Groult, Jesús Ruiz-Cabello, Juan Pellico, Ana V Lechuga-Vieco, Riju Bhavesh, Moreno Zamai, Elena Almarza, Inés Martín-Padura, Eugenio Cantelar, María P Martínez-Alcázar, Fernando Herranz. Parallel multifunctionalization of nanoparticles: a one-step modular approach for in vivo imaging.
Bioconjugate chemistry.
2015 Jan; 26(1):153-60. doi:
10.1021/bc500536y. [PMID: 25494619] - Ivan Haralampiev, Monique Mertens, Roland Schwarzer, Andreas Herrmann, Rudolf Volkmer, Pablo Wessig, Peter Müller. Recruitment of SH-containing peptides to lipid and biological membranes through the use of a palmitic acid functionalized with a maleimide group.
Angewandte Chemie (International ed. in English).
2015 Jan; 54(1):323-6. doi:
10.1002/anie.201408089. [PMID: 25417776] - Pieter Samyn, Dieter Van Nieuwkerke, Gustaaf Schoukens, Dirk Stanssens, Leo Vonck, Henk Van den Abbeele. Hybrid palm-oil/styrene-maleimide nanoparticles synthesized in aqueous dispersion under different conditions.
Journal of microencapsulation.
2015; 32(4):336-48. doi:
10.3109/02652048.2015.1028493. [PMID: 26057257] - Daiane Rosolen, Vania F Noldin, Evelyn Winter, Fabiola B Filippin-Monteiro, Fatima Campos-Buzzi, Valdir Cechinel-Filho, Tania B Creczynski-Pasa. Intracellular ROS Generation Mediates Maleimide-induced Cytotoxicity in Leukemia Cells.
Anti-cancer agents in medicinal chemistry.
2015; 15(9):1164-73. doi:
10.2174/1871520615666150629102158. [PMID: 26118709] - Anna Pieniazek, Krzysztof Gwozdzinski. Changes in the conformational state of hemoglobin in hemodialysed patients with chronic renal failure.
Oxidative medicine and cellular longevity.
2015; 2015(?):783073. doi:
10.1155/2015/783073. [PMID: 25866600] - James Shue-Min Yeh, Charles A Sennoga, Ellen McConnell, Robert Eckersley, Meng-Xing Tang, Sussan Nourshargh, John M Seddon, Dorian O Haskard, Petros Nihoyannopoulos. A Targeting Microbubble for Ultrasound Molecular Imaging.
PloS one.
2015; 10(7):e0129681. doi:
10.1371/journal.pone.0129681. [PMID: 26161541] - Eric C Peterson, Michael D Hambuchen, Rachel L Tawney, Melinda G Gunnell, James L Cowell, Jackson O Lay, Bruce E Blough, F Ivy Carroll, S Michael Owens. Simple radiometric method for accurately quantitating epitope densities of hapten-protein conjugates with sulfhydryl linkages.
Bioconjugate chemistry.
2014 Dec; 25(12):2112-5. doi:
10.1021/bc500456z. [PMID: 25426820] - Robert P Lyon, Jocelyn R Setter, Tim D Bovee, Svetlana O Doronina, Joshua H Hunter, Martha E Anderson, Cindy L Balasubramanian, Steven M Duniho, Chris I Leiske, Fu Li, Peter D Senter. Self-hydrolyzing maleimides improve the stability and pharmacological properties of antibody-drug conjugates.
Nature biotechnology.
2014 Oct; 32(10):1059-62. doi:
10.1038/nbt.2968. [PMID: 25194818] - Mst Naznin Ara, Takashi Matsuda, Mamoru Hyodo, Yu Sakurai, Noritaka Ohga, Kyoko Hida, Hideyoshi Harashima. Construction of an aptamer modified liposomal system targeted to tumor endothelial cells.
Biological & pharmaceutical bulletin.
2014; 37(11):1742-9. doi:
10.1248/bpb.b14-00338. [PMID: 25366480] - Tianshu Li, Shinji Takeoka. Enhanced cellular uptake of maleimide-modified liposomes via thiol-mediated transport.
International journal of nanomedicine.
2014; 9(?):2849-61. doi:
10.2147/ijn.s58540. [PMID: 24940060] - Narihiro Toda, Shigehiro Asano, Carlos F Barbas. Rapid, stable, chemoselective labeling of thiols with Julia-Kocieński-like reagents: a serum-stable alternative to maleimide-based protein conjugation.
Angewandte Chemie (International ed. in English).
2013 Nov; 52(48):12592-6. doi:
10.1002/anie.201306241. [PMID: 24123851] - Seah Ling Kuan, David Y W Ng, Yuzhou Wu, Christina Förtsch, Holger Barth, Mikheil Doroshenko, Kaloian Koynov, Christoph Meier, Tanja Weil. pH responsive Janus-like supramolecular fusion proteins for functional protein delivery.
Journal of the American Chemical Society.
2013 Nov; 135(46):17254-7. doi:
10.1021/ja4084122. [PMID: 24156787] - Afsana Akhter, Yasuhiro Hayashi, Yu Sakurai, Noritaka Ohga, Kyoko Hida, Hideyoshi Harashima. A liposomal delivery system that targets liver endothelial cells based on a new peptide motif present in the ApoB-100 sequence.
International journal of pharmaceutics.
2013 Nov; 456(1):195-201. doi:
10.1016/j.ijpharm.2013.07.068. [PMID: 23933440] - Daniel E Minner, Vincent L Herring, Amanda P Siegel, Ann Kimble-Hill, Merrell A Johnson, Christoph A Naumann. Iterative layer-by-layer assembly of polymer-tethered multi-bilayers using maleimide–thiol coupling chemistry.
Soft matter.
2013 Oct; 9(40):9643-50. doi:
10.1039/c3sm51446c. [PMID: 26029773] - Aruni P K K Karunanayake Mudiyanselage, Meili Yang, Lee A-R Accomando, Lynmarie K Thompson, Robert M Weis. Membrane association of a protein increases the rate, extent, and specificity of chemical cross-linking.
Biochemistry.
2013 Sep; 52(35):6127-36. doi:
10.1021/bi4007176. [PMID: 23879692] - J Li, X K Hu, R H Lipson. On-chip enrichment and analysis of peptide subsets using a maleimide-functionalized fluorous affinity biochip and nanostructure initiator mass spectrometry.
Analytical chemistry.
2013 Jun; 85(11):5499-505. doi:
10.1021/ac4006233. [PMID: 23634663] - Rituparna Kundu, Zachary T Ball. Rhodium-catalyzed cysteine modification with diazo reagents.
Chemical communications (Cambridge, England).
2013 May; 49(39):4166-8. doi:
10.1039/c2cc37323h. [PMID: 23175246] - Yuji Teramura, Oommen P Oommen, Johan Olerud, Jöns Hilborn, Bo Nilsson. Microencapsulation of cells, including islets, within stable ultra-thin membranes of maleimide-conjugated PEG-lipid with multifunctional crosslinkers.
Biomaterials.
2013 Apr; 34(11):2683-93. doi:
10.1016/j.biomaterials.2013.01.015. [PMID: 23347835] - Verena Pichler, Josef Mayr, Petra Heffeter, Orsolya Dömötör, Éva A Enyedy, Gerrit Hermann, Diana Groza, Gunda Köllensperger, Markus Galanksi, Walter Berger, Bernhard K Keppler, Christian R Kowol. Maleimide-functionalised platinum(IV) complexes as a synthetic platform for targeted drug delivery.
Chemical communications (Cambridge, England).
2013 Mar; 49(22):2249-2251. doi:
10.1039/c3cc39258a. [PMID: 23396381] - Quansheng Zhu, Weixin Liu, Liyo Kao, Rustam Azimov, Debra Newman, Natalia Abuladze, Ira Kurtz. Topology of NBCe1 protein transmembrane segment 1 and structural effect of proximal renal tubular acidosis (pRTA) S427L mutation.
The Journal of biological chemistry.
2013 Mar; 288(11):7894-7906. doi:
10.1074/jbc.m112.404533. [PMID: 23362273] - Elaine L Horn-Ranney, J Lowry Curley, Gary C Catig, Renee M Huval, Michael J Moore. Structural and molecular micropatterning of dual hydrogel constructs for neural growth models using photochemical strategies.
Biomedical microdevices.
2013 Feb; 15(1):49-61. doi:
10.1007/s10544-012-9687-y. [PMID: 22903647] - Philip Britz-McKibbin. Expanded newborn screening of inborn errors of metabolism by capillary electrophoresis-electrospray ionization-mass spectrometry (CE-ESI-MS).
Methods in molecular biology (Clifton, N.J.).
2013; 919(?):43-56. doi:
10.1007/978-1-62703-029-8_5. [PMID: 22976089] - Amy M Wen, Sourabh Shukla, Pooja Saxena, Alaa A A Aljabali, Ibrahim Yildiz, Sourav Dey, Joshua E Mealy, Alice C Yang, David J Evans, George P Lomonossoff, Nicole F Steinmetz. Interior engineering of a viral nanoparticle and its tumor homing properties.
Biomacromolecules.
2012 Dec; 13(12):3990-4001. doi:
10.1021/bm301278f. [PMID: 23121655] - Hirokazu Seto, Masaki Takara, Chie Yamashita, Tatsuya Murakami, Takeshi Hasegawa, Yu Hoshino, Yoshiko Miura. Surface modification of siliceous materials using maleimidation and various functional polymers synthesized by reversible addition-fragmentation chain transfer polymerization.
ACS applied materials & interfaces.
2012 Oct; 4(10):5125-33. doi:
10.1021/am301637q. [PMID: 23013607] - Haiqing Wang, Lifei Wang, Kai Cao, Stuart L Emanuel, Paul Morin, Zheng Lin, Guoxiang Shen, Jennifer Hosbach, Donglu Zhang, Samuel Bonacorsi, A David Rodrigues, Zheng Yang. Development of a carbon-14 labeling approach to support disposition studies with a pegylated biologic.
Drug metabolism and disposition: the biological fate of chemicals.
2012 Sep; 40(9):1677-85. doi:
10.1124/dmd.112.044792. [PMID: 22627466] - Aaron D Baldwin, Karyn G Robinson, Jaimee L Militar, Christopher D Derby, Kristi L Kiick, Robert E Akins. In situ crosslinkable heparin-containing poly(ethylene glycol) hydrogels for sustained anticoagulant release.
Journal of biomedical materials research. Part A.
2012 Aug; 100(8):2106-18. doi:
10.1002/jbm.a.34050. [PMID: 22615105] - Julia Lehtinen, Aniket Magarkar, Michał Stepniewski, Satu Hakola, Mathias Bergman, Tomasz Róg, Marjo Yliperttula, Arto Urtti, Alex Bunker. Analysis of cause of failure of new targeting peptide in PEGylated liposome: molecular modeling as rational design tool for nanomedicine.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2012 Jun; 46(3):121-30. doi:
10.1016/j.ejps.2012.02.009. [PMID: 22381076] - Farzin Haque, Jennifer Lunn, Huaming Fang, David Smithrud, Peixuan Guo. Real-time sensing and discrimination of single chemicals using the channel of phi29 DNA packaging nanomotor.
ACS nano.
2012 Apr; 6(4):3251-61. doi:
10.1021/nn3001615. [PMID: 22458779] - Karin Benz, Claudia Stippich, Claudia Osswald, Christoph Gaissmaier, Nicolas Lembert, Andreas Badke, Eric Steck, Wilhelm K Aicher, Juergen A Mollenhauer. Rheological and biological properties of a hydrogel support for cells intended for intervertebral disc repair.
BMC musculoskeletal disorders.
2012 Apr; 13(?):54. doi:
10.1186/1471-2474-13-54. [PMID: 22490206] - E Bourseau-Guilmain, J Béjaud, A Griveau, N Lautram, F Hindré, M Weyland, J P Benoit, E Garcion. Development and characterization of immuno-nanocarriers targeting the cancer stem cell marker AC133.
International journal of pharmaceutics.
2012 Feb; 423(1):93-101. doi:
10.1016/j.ijpharm.2011.06.001. [PMID: 21683129] - Shashank R Sirsi, Sonia L Hernandez, Lukasz Zielinski, Henning Blomback, Adel Koubaa, Milo Synder, Shunichi Homma, Jessica J Kandel, Darrell J Yamashiro, Mark A Borden. Polyplex-microbubble hybrids for ultrasound-guided plasmid DNA delivery to solid tumors.
Journal of controlled release : official journal of the Controlled Release Society.
2012 Jan; 157(2):224-34. doi:
10.1016/j.jconrel.2011.09.071. [PMID: 21945680] - Ben-Quan Shen, Keyang Xu, Luna Liu, Helga Raab, Sunil Bhakta, Margaret Kenrick, Kathryn L Parsons-Reponte, Janet Tien, Shang-Fan Yu, Elaine Mai, Dongwei Li, Jay Tibbitts, Jakub Baudys, Ola M Saad, Suzie J Scales, Paul J McDonald, Philip E Hass, Charles Eigenbrot, Trung Nguyen, Willy A Solis, Reina N Fuji, Kelly M Flagella, Darshana Patel, Susan D Spencer, Leslie A Khawli, Allen Ebens, Wai Lee Wong, Richard Vandlen, Surinder Kaur, Mark X Sliwkowski, Richard H Scheller, Paul Polakis, Jagath R Junutula. Conjugation site modulates the in vivo stability and therapeutic activity of antibody-drug conjugates.
Nature biotechnology.
2012 Jan; 30(2):184-9. doi:
10.1038/nbt.2108. [PMID: 22267010] - Linda Wildling, Christian Rankl, Thomas Haselgrübler, Hermann J Gruber, Marion Holy, Amy Hauck Newman, Mu-Fa Zou, Rong Zhu, Michael Freissmuth, Harald H Sitte, Peter Hinterdorfer. Probing binding pocket of serotonin transporter by single molecular force spectroscopy on living cells.
The Journal of biological chemistry.
2012 Jan; 287(1):105-113. doi:
10.1074/jbc.m111.304873. [PMID: 22033932] - Peizhong Mao, Charles K Meshul, Philippe Thuillier, Natalie R S Goldberg, P Hemachandra Reddy. CART peptide is a potential endogenous antioxidant and preferentially localized in mitochondria.
PloS one.
2012; 7(1):e29343. doi:
10.1371/journal.pone.0029343. [PMID: 22235287] - James J Moon, Heikyung Suh, Mark E Polhemus, Christian F Ockenhouse, Anjali Yadava, Darrell J Irvine. Antigen-displaying lipid-enveloped PLGA nanoparticles as delivery agents for a Plasmodium vivax malaria vaccine.
PloS one.
2012; 7(2):e31472. doi:
10.1371/journal.pone.0031472. [PMID: 22328935] - Zhifeng Huang, Guanghui Zhu, Chuanchuan Sun, Jingui Zhang, Yi Zhang, Youting Zhang, Chaohui Ye, Xiaojie Wang, Dariush Ilghari, Xiaokun Li. A novel solid-phase site-specific PEGylation enhances the in vitro and in vivo biostabilty of recombinant human keratinocyte growth factor 1.
PloS one.
2012; 7(5):e36423. doi:
10.1371/journal.pone.0036423. [PMID: 22574160] - Henry N White, Qing-Hai Meng. Diversification of specificity after maturation of the antibody response to the HIV gp41 epitope ELDKWA.
PloS one.
2012; 7(2):e31555. doi:
10.1371/journal.pone.0031555. [PMID: 22348106] - Guoxin Rong, Björn M Reinhard. Monitoring the size and lateral dynamics of ErbB1 enriched membrane domains through live cell plasmon coupling microscopy.
PloS one.
2012; 7(3):e34175. doi:
10.1371/journal.pone.0034175. [PMID: 22470534] - Kerstin Gradauer, Caroline Vonach, Gerd Leitinger, Dagmar Kolb, Eleonore Fröhlich, Eva Roblegg, Andreas Bernkop-Schnürch, Ruth Prassl. Chemical coupling of thiolated chitosan to preformed liposomes improves mucoadhesive properties.
International journal of nanomedicine.
2012; 7(?):2523-34. doi:
10.2147/ijn.s29980. [PMID: 22679365] - Sanne S Veidal, Morten A Karsdal, Arkadiusz Nawrocki, Martin R Larsen, Yueqin Dai, Qinlong Zheng, Per Hägglund, Ben Vainer, Helene Skjøt-Arkil, Diana J Leeming. Assessment of proteolytic degradation of the basement membrane: a fragment of type IV collagen as a biochemical marker for liver fibrosis.
Fibrogenesis & tissue repair.
2011 Oct; 4(?):22. doi:
10.1186/1755-1536-4-22. [PMID: 21970406] - Cheng Zhang, Cynthia Rodriguez, Magdalena L Circu, Tak Yee Aw, June Feng. S-Glutathionyl quantification in the attomole range using glutaredoxin-3-catalyzed cysteine derivatization and capillary gel electrophoresis with laser-induced fluorescence detection.
Analytical and bioanalytical chemistry.
2011 Oct; 401(7):2165-75. doi:
10.1007/s00216-011-5311-x. [PMID: 21842197] - Gunnar Schwarz, Sebastian Beck, Michael G Weller, Michael W Linscheid. MeCAT--new iodoacetamide reagents for metal labeling of proteins and peptides.
Analytical and bioanalytical chemistry.
2011 Sep; 401(4):1203-9. doi:
10.1007/s00216-011-5189-7. [PMID: 21717112]
