Determine the necessary mass, volume, or concentration for preparing a solution.
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 35 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
application:
Iminodiacetic acid can be used:
In the preparation of iminodiacetic acid (IDA)-type adsorbent for protein purification.
As a catalyst along with iron (FeCl3) complexes for methyl methacrylate (MMA) polymerization.
In the preparation of chelating resins with glycidyl methacrylate for the selective removal and recovery of metal ions from industrial waste water.
As a reagent for the preparation of pinene-derived iminodiacetic acid (PIDA), which is in turn used as a ligand for the synthesis of diastereoselective oxiranyl C(sp3) boronates from the corresponding olefins.
In the surface functionalization of multi-walled carbon nanotubes (MWCNTs) which is further utilized as a sorbent for the separation of heavy metal ions.
| Pubchem Sid | 488180904 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488180904 |
| Sonrisas canónicas | C(C(=O)O)NCC(=O)O |
| IUPAC Name | 2-(carboxymethylamino)acetic acid |
| InChIKey | NBZBKCUXIYYUSX-UHFFFAOYSA-N |
| INCHI | 1S/C4H7NO4/c6-3(7)1-5-2-4(8)9/h5H,1-2H2,(H,6,7)(H,8,9) |
| Isómeros SMILES | C(C(=O)O)NCC(=O)O |
| WGK Alemania | 1 |
| RTECS | AI2975000 |
| Peso molecular | 133.1 |
| Beilstein | 878499 |
| Reaxy-Rn | 878499 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=878499&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Clase | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives - Alpha amino acids and derivatives |
| Direct Parent | Alpha amino acids |
| Alternative Parents | Dicarboxylic acids and derivatives Amino acids Dialkylamines Carboxylic acids Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Alpha-amino acid - Dicarboxylic acid or derivatives - Amino acid - Carboxylic acid - Secondary aliphatic amine - Secondary amine - Organic nitrogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Amine - Aliphatic acyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). |
| External Descriptors | glycine derivative - amino dicarboxylic acid - non-proteinogenic alpha-amino acid |
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Jun 02, 2026 | I104451 | |
| Certificate of Analysis | Jun 02, 2026 | I104451 | |
| Certificate of Analysis | Jun 02, 2026 | I104451 | |
| Certificate of Analysis | Nov 24, 2025 | I104451 | |
| Certificate of Analysis | Nov 24, 2025 | I104451 | |
| Certificate of Analysis | Sep 17, 2025 | I104451 | |
| Certificate of Analysis | Sep 17, 2025 | I104451 | |
| Certificate of Analysis | Jun 09, 2025 | I104451 | |
| Certificate of Analysis | Jun 14, 2024 | I104451 | |
| Certificate of Analysis | Jun 14, 2024 | I104451 | |
| Certificate of Analysis | Apr 27, 2023 | I104451 | |
| Certificate of Analysis | Apr 27, 2023 | I104451 | |
| Certificate of Analysis | Apr 27, 2023 | I104451 | |
| Certificate of Analysis | Apr 27, 2023 | I104451 | |
| Certificate of Analysis | Apr 27, 2023 | I104451 | |
| Certificate of Analysis | Feb 27, 2023 | I104451 | |
| Certificate of Analysis | Feb 27, 2023 | I104451 | |
| Certificate of Analysis | Feb 27, 2023 | I104451 | |
| Certificate of Analysis | Feb 27, 2023 | I104451 | |
| Certificate of Analysis | Feb 27, 2023 | I104451 | |
| Certificate of Analysis | Feb 27, 2023 | I104451 | |
| Certificate of Analysis | Feb 27, 2023 | I104451 | |
| Certificate of Analysis | Feb 27, 2023 | I104451 | |
| Certificate of Analysis | Nov 17, 2022 | I104451 | |
| Certificate of Analysis | Nov 17, 2022 | I104451 | |
| Certificate of Analysis | Nov 17, 2022 | I104451 | |
| Certificate of Analysis | Nov 17, 2022 | I104451 | |
| Certificate of Analysis | Nov 17, 2022 | I104451 | |
| Certificate of Analysis | Nov 17, 2022 | I104451 | |
| Certificate of Analysis | Nov 17, 2022 | I104451 | |
| Certificate of Analysis | Nov 17, 2022 | I104451 | |
| Certificate of Analysis | Nov 17, 2022 | I104451 | |
| Certificate of Analysis | Aug 25, 2022 | I104451 | |
| Certificate of Analysis | Aug 25, 2022 | I104451 | |
| Certificate of Analysis | Aug 25, 2022 | I104451 | |
| Certificate of Analysis | Aug 25, 2022 | I104451 | |
| Certificate of Analysis | Aug 25, 2022 | I104451 | |
| Certificate of Analysis | Jun 27, 2022 | I104451 | |
| Certificate of Analysis | Jun 27, 2022 | I104451 | |
| Certificate of Analysis | Jun 27, 2022 | I104451 | |
| Certificate of Analysis | Sep 06, 2021 | I104451 | |
| Certificate of Analysis | Sep 06, 2021 | I104451 | |
| Certificate of Analysis | Sep 06, 2021 | I104451 |
| Solubilidad | Soluble in water. Insoluble in ethanol. |
|---|---|
| Sensibilidad | Moisture sensitive. |
| Punto de fusión (°C) | 243°C |
| Peso molecular | 133.100 g/mol |
| XLogP3 | -3.300 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 4 |
| Exact Mass | 133.038 Da |
| Monoisotopic Mass | 133.038 Da |
| Topological Polar Surface Area | 86.600 Ų |
| Heavy Atom Count | 9 |
| Formal Charge | 0 |
| Complexity | 108.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Ying Liao, Yue Pan, Xiang Feng, Xiaobo Chen, Yibin Liu, Chaohe Yang, Hao Yan. (2023) Defective Auδ−-Ov interfacial sites boost C-H bond activation for enhanced selective oxidation of amino alcohols to amino acids. JOURNAL OF CATALYSIS, [PMID:] [10.1016/j.jcat.2023.115284] |
| 2. Shuang Wu, Canhong Wu, Na Li. (2023) A self-supporting graphitic carbon nanocage network confining high-loading sulfur for high performance potassium-sulfur batteries. CHEMICAL PHYSICS LETTERS, [PMID:] [10.1016/j.cplett.2023.140679] |
| 3. Wanling Cai, Huayao Chen, Juntao Lin, Yunhong Liu, Feihui Wu, Xia Pu. (2023) Inorganic nanoparticles-modified polyvinyl chloride separation membrane and enhanced anti-fouling performance. Surfaces and Interfaces, [PMID:] [10.1016/j.surfin.2023.102885] |
| 4. Shupanxiang Chen, Yining Chao, Junmin Wu, Huan Ye, Xiao Luo, Zhiwu Liang. (2022) A New Solid Adsorbent for CO2 Capture Based on an Amine Polycarboxylate Ionic Liquid with Multiple Absorption Sites. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, [PMID:] [10.1021/acs.iecr.2c01797] |
| 5. Siyu Jin, Dongru Li, Xingjia Feng, Guoqi Fu. (2022) Synthesis of carbon dots-based surface protein-imprinted nanoparticles via sandwich-structured template pre-assemble and post-imprinting modification for enhanced fluorescence detection. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2022.107611] |
| 6. Guofeng Su, Songfa Qiu, Jieqin Lin, Ximing Zhong, Hongjun Zhou, Xinhua Zhou. (2022) Mesoporous silica doped with different water-soluble ligands to enhance the antibacterial performance of nano zinc oxides by coordination effect. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2022.128414] |
| 7. Xue Chen, Jinyue Chai, Baodong Sun, Xue Yang, Feng Zhang, Miaomiao Tian. (2022) Preparation of carbon-based metal organic framework-modified molecularly imprinted polymers for selective recognition of bovine hemoglobin in biological samples. NEW JOURNAL OF CHEMISTRY, 46 (8): (3616-3622). [PMID:] [10.1039/D1NJ05522D] |
| 8. Hai XU, Pan ZHANG, Shao-Yan ZHOU, Qiong JIA. (2020) Fullerene Functionalized Magnetic Molecularly Imprinted Polymer: Synthesis, Characterization and Application for Efficient Adsorption of Methylene Blue. CHINESE JOURNAL OF ANALYTICAL CHEMISTRY, [PMID:] [10.1016/S1872-2040(20)60045-7] |
| 9. Luyao Su, Jie Mao, Sui Wang, Yufang Hu. (2020) A bimodal electrochemiluminescence method based on dual-enhancement Ru(bpy)32+/CQDs/AA system combined with magnetic field enhanced solid-phase microextraction for the direct determination of ascorbic acid. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, [PMID:] [10.1016/j.jelechem.2020.114376] |
| 10. Ahmed M. Omer, Gehad S. Elgarhy, Gehan M. El-Subruiti, Randa E. Khalifa, Abdelazeem S. Eltaweil. (2020) Fabrication of novel iminodiacetic acid-functionalized carboxymethyl cellulose microbeads for efficient removal of cationic crystal violet dye from aqueous solutions. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:31981664] [10.1016/j.ijbiomac.2020.01.182] |
| 11. Songfa Qiu, Hongjun Zhou, Zhichuan Shen, Li Hao, Huayao Chen, Xinhua Zhou. (2020) Synthesis, characterization, and comparison of antibacterial effects and elucidating the mechanism of ZnO, CuO and CuZnO nanoparticles supported on mesoporous silica SBA-3. RSC Advances, 10 (5): (2767-2785). [PMID:35496109] [10.1039/C9RA09829A] |
| 12. Pan Wang, Hengjia Zhu, Jinxin Liu, Yue Ma, Juntong Yao, Xiaohui Dai, Jianming Pan. (2018) Double affinity integrated MIPs nanoparticles for specific separation of glycoproteins: A combination of synergistic multiple bindings and imprinting effect. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2018.09.168] |
| 13. Mingming Zhang, Juan Qiao, Zhenwen Zhao, Shufeng Zhang, Li Qi. (2018) Fabrication of polymer-modified magnetic nanoparticle based adsorbents for the capture and release of quinolones by manipulating the metal–coordination interaction. JOURNAL OF SEPARATION SCIENCE, 41 (14): (2976-2982). [PMID:29799163] [10.1002/jssc.201800307] |
| 14. Sipeng Li, Jifu Liu, Zhaoyang Ding, Xuejun Cao. (2018) Application of nickel (II) thermo-responsive affinity polymer to porcine circovirus type 2 (PCV2) cap protein purification and interaction analysis by X-ray photoelectron spectroscopy (XPS). PROCESS BIOCHEMISTRY, [PMID:] [10.1016/j.procbio.2018.03.007] |
| 15. Yan-Jie Gu, Min-Liang Zhu, Yan-Li Li, Chun-Hua Xiong. (2018) Research of a new metal chelating carrier preparation and papain immobilization. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:29454943] [10.1016/j.ijbiomac.2018.02.079] |
| 16. Yu Bing, Yang Bo, Li Guoling, Cong Hailin. (2018) Preparation of monodisperse cross-linked poly(glycidyl methacrylate)@Fe3O4@diazoresin magnetic microspheres with dye removal property. JOURNAL OF MATERIALS SCIENCE, 53 (9): (6471-6481). [PMID:] [10.1007/s10853-018-2018-9] |
| 17. Hongqiang Li, Yong Zhong, Wenjian Wu, Lin Zhang, Xuejun Lai, Xingrong Zeng. (2017) Phenolic antioxidants based on calixarene: Synthesis, structural characterization, and antioxidative properties in natural rubber. JOURNAL OF APPLIED POLYMER SCIENCE, 134 (31): (45144). [PMID:] [10.1002/app.45144] |
| 18. Mufang Li, Mengying Luo, Fei Li, Wenwen Wang, Ke Liu, Qiongzhen Liu, Yuedan Wang, Zhentan Lu, Dong Wang. (2016) Biomimetic Copper-Based Inorganic–Protein Nanoflower Assembly Constructed on the Nanoscale Fibrous Membrane with Enhanced Stability and Durability. Journal of Physical Chemistry C, [PMID:] [10.1021/acs.jpcc.6b03537] |
| 19. Ya Fu, Jiaan Wu, Hongan Zhou, Guanping Jin. (2015) Removal of nickel(II) from aqueous solutions using iminodiacetic acid functionalized polyglycidyl methacrylate grafted-carbon fibers. CHINESE JOURNAL OF CHEMICAL ENGINEERING, [PMID:] [10.1016/j.cjche.2013.08.004] |
| 20. Yanbin Yin, Gaoming Wei, Xueyan Zou, Yanbao Zhao. (2014) Functionalized hollow silica nanospheres for His-tagged protein purification. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2014.12.049] |
| 21. Shenyu Lan, Ya Xiong, Shuanghong Tian, Lianpeng Sun, Tianyao Xie, Xin Wang, Lingjun Kong. (2014) Simultaneous Determination of Cu-EDTA and Its Degradation Intermediates by Capillary Electrophoresis with a Capacitively Coupled Contactless Conductivity Detector. ELECTROANALYSIS, 26 (11): (2534-2540). [PMID:] [10.1002/elan.201400335] |
| 22. Ying Lu, Zhihong Wu, Mufang Li, Qiongzhen Liu, Dong Wang. (2014) Hydrophilic PVA-co-PE nanofiber membrane functionalized with iminodiacetic acid by solid-phase synthesis for heavy metal ions removal. REACTIVE & FUNCTIONAL POLYMERS, [PMID:] [10.1016/j.reactfunctpolym.2014.06.004] |
| 23. Ningyi Chen, Shuang Wu, Ying Xu, Sijie Lv, Xianhua Wang, Qingrui Zhang, Bingjun Pan. (2024) Accurately recognizing chromium species with multi-functionalized nano Au-based sensor array. JOURNAL OF HAZARDOUS MATERIALS, [PMID:38908187] [10.1016/j.jhazmat.2024.134981] |
| 24. Tianshu Bao, Chenye Wang, Huiquan Li, Liangbin Li, Zhenhua Sun, Yong Wang, Xinjuan Hou, Aiping Peng, Ming Ye. (2025) Design, synthesis, and application of negative ion-ion sieve synergistic adsorbent based on cross-linked carrier. DESALINATION, [PMID:] [10.1016/j.desal.2025.118705] |
| 25. Kui Tang, Zeru Wang, Yawen Liu, Chenhui Yan, Yong Ge, Hao Zhang, Yanhao Song, Haoyuan Li, Xi Li, Miaomiao He, Lin Zhu, Tao Duan. (2025) Double-network composite hydrogel for efficient surface decontamination of nuclides. CHEMICAL ENGINEERING SCIENCE, [PMID:] [10.1016/j.ces.2025.121453] |
| 26. Long Li, Xuanhao Huang, Xiaoyang Hu, Xingyue Liu, Rui Li, Hang Zhou, Fengfeng Li, Fangxiang Luo, Qingjiang Pan, Songdong Ding. (2024) Highly selective separation of 99TcO4−/ReO4− with rapid liquid-liquid two-phase disengagement by amine-diamide ligands. Journal of Environmental Chemical Engineering, [PMID:] [10.1016/j.jece.2024.114747] |
| 27. Tao Peng, Xu Lu, Yang Jin, Xicheng Yang, Qian Liu, Chen Chen, Wanting Zhou, Yuting Guo, Yu Zhang, Yankun Gao, Hongjuan Zhang, Hongliang He, Lina Chen. (2025) One-stone-four-birds strategy to construct magnetic mesoporous nano-ratio fluorescence sensor for efficient discovery of PSD95-nNOS uncouplers. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.161330] |
| 28. Zhongdong Tian, Yuan Gao, Peishu Tian, Silong Tian, Fengwei Shi, Jun Mei. (2024) Polymer Electrolytes with High Ionic Conductivities at Freezing Temperature for Aqueous Hybrid Batteries. Chemistry-An Asian Journal, [PMID:39487086] [10.1002/asia.202401110] |
| 29. Xindi Wang, Jiangshan Xue, Jiutong Ma, Hai Wang, Qiong Jia. (2024) Preparation of dual-functional epitope imprinted polymers for the enrichment of transferrin. JOURNAL OF CHROMATOGRAPHY A, [PMID:38936164] [10.1016/j.chroma.2024.465111] |
| 30. Ran Zhu, Xindi Wang, Jiutong Ma, Qiong Jia. (2024) Preparation of poly(caffeic acid)-coated epitope molecularly imprinted polymers and investigation of adsorption performance toward ovalbumin. JOURNAL OF CHROMATOGRAPHY A, [PMID:38215543] [10.1016/j.chroma.2024.464635] |
| 31. Fan Su, Zhiyue Liu, Jieyi Yuan, Li Hou, Tongyi Liang, Yifei Wang, Qinfang Zhang, Yong Dai, Shuhong Cao, Jingwen Chen. (2024) Surface passivation of red-emitting fluoride phosphors by aminocarboxyl complexants to achieve high water-resistance for light-emitting diodes. JOURNAL OF LUMINESCENCE, [PMID:] [10.1016/j.jlumin.2024.120494] |
| 32. Lu Tianwen, Dai Yixuan, Shi Yue, Wang Xiaojun, Hong Yinan, Pan Hong, Wu Zhansheng. (2025) Preparation of Magnetic Dendrimer and Immobilization of Laccase for Methyl Orange Dye Removal. BioNanoScience, 15 (3): (1-17). [PMID:] [10.1007/s12668-025-02057-4] |
| 33. Lulu Shangguan, Lingyi Zhang, Zhichao Xiong, Jun Ren, Runsheng Zhang, Fangyuan Gao, Weibing Zhang. (2015) Investigation of bi-enzymatic reactor based on hybrid monolith with nanoparticles embedded and its proteolytic characteristics. JOURNAL OF CHROMATOGRAPHY A, [PMID:25728656] [10.1016/j.chroma.2015.02.040] |
| 34. Yang Jiating, Wang Xinle, Chen Dongye, Wang Ning, Liu Xiaokun, Xu Zhe. (2026) Enrichment and analysis of aminoglycoside antibiotics in honey using hydrophilic magnetic graphene composites combined with high performance liquid chromatography mass spectrometry. Journal of Food Measurement and Characterization, [PMID:] [10.1007/s11694-026-04047-w] |
| 35. Zhe Xu, Jiantong Zhou, Chengfeng Liu, Weilan Zhen, Taicheng An. (2026) pH-dependent self-enhanced decomplexation mechanism of Cu(II)-EDTA in UV/peroxydisulfate system: Reinterpreting the traditional autocatalysis hypothesis. Journal of Environmental Chemical Engineering, 14 (3): (123082). [PMID:] [10.1016/j.jece.2026.123082] |