Determine the necessary mass, volume, or concentration for preparing a solution.
Animal Free,USP,JP,Ph.Eur.,for cell culture,≥98.5% Animal Free,for Cell culture,JP,Ph.Eur.,USP for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature,Argon charged,Cool 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 39 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Sonrisas canónicas | N[C@@H](CCC(O)=O)C(O)=O |
|---|---|
| IUPAC Name | (2S)-2-aminopentanedioic acid |
| InChIKey | WHUUTDBJXJRKMK-VKHMYHEASA-N |
| INCHI | 1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1 |
| Isómeros SMILES | C(CC(=O)O)[C@@H](C(=O)O)N |
| WGK Alemania | 1 |
| Peso molecular | 147.13 |
| Beilstein | 1723801 |
| Reaxy-Rn | 1723799 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1723799&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 | Glutamic acid and derivatives |
| Alternative Parents | L-alpha-amino acids Amino fatty acids Dicarboxylic acids and derivatives Amino acids Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Glutamic acid or derivatives - Alpha-amino acid - L-alpha-amino acid - Amino fatty acid - Dicarboxylic acid or derivatives - Fatty acid - Fatty acyl - Amino acid - Carboxylic acid - Organic oxide - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Amine - Organic nitrogen compound - Hydrocarbon derivative - Aliphatic acyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as glutamic acid and derivatives. These are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
| External Descriptors | Common amino acids - Amino acids |
| Sensibilidad | Moisture sensitive. |
|---|---|
| Rotación específica [α] | 32 ° (C=5, HCl) |
| Punto de fusión (°C) | 205°C |
| Peso molecular | 147.130 g/mol |
| XLogP3 | -3.700 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 4 |
| Exact Mass | 147.053 Da |
| Monoisotopic Mass | 147.053 Da |
| Topological Polar Surface Area | 101.000 Ų |
| Heavy Atom Count | 10 |
| Formal Charge | 0 |
| Complexity | 145.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| 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. Longfei Xu, Ziyi Wang, Kun Du, Zhao Zhao, Jun Tang, Shuaijie Zhang, Zhichao Lu, Yongfeng Luo, Yuanjuan Bai, Jinkang Dou. (2024) Synthesis of glutamic acid-based coordination polymer for dye removal from aqueous solution. JOURNAL OF MOLECULAR LIQUIDS, [PMID:] [10.1016/j.molliq.2024.123964] |
| 2. Renwu Feng, Qingying Li, Haozhen Dou, Yihan Xie, Jinliang Yan, Mi Xu, Dan Luo, Zhile Yang, Yuanjun Guo, Xinru Wu, Xin Wang, Zhongwei Chen. (2025) Dipole-unit mediated Co-solute engineering to construct nanodomain electrolytes for highly reversible and shuttle-free ZnI2 batteries. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.166509] |
| 3. Wang Haiping, Luo Li, Han Feifei, Peng Sibei, Wang Li, Shu Xiji, Sun Binlian, Liu Yuchen, Zhang Song, Yu Yao. (2025) Development of a water-soluble polarity/reactive nitrogen species dual-responsive fluorescence probe with enhanced specificity/sensitivity for early-stage non-alcoholic fatty liver disease diagnosis. MICROCHIMICA ACTA, 192 (10): (1-11). [PMID:40947469] [10.1007/s00604-025-07533-y] |
| 4. Ting Gong, Qi Mu, Yongjian Xu, Weiyong Wang, Lijie Meng, Xianzhou Feng, Wenjiao Liu, Zheng Ao, Yiyu Zhang, Xiang Chen, Houqiang Xu. (2023) Expression of the umami taste receptor T1R1/T1R3 in porcine testis of: function in regulating testosterone synthesis and autophagy in Leydig cells. JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, [PMID:38035949] [10.1016/j.jsbmb.2023.106429] |
| 5. Jierui Yang, Huiting Qiu, Shuang Meng, Yunhui Yang. (2023) A sensing platform for ascorbic acid based on the spatial confinement of covalent organic frameworks. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:38042123] [10.1016/j.saa.2023.123687] |
| 6. Xin Huang, Qiufen Wang, Shouxiang Jiang, Bin Wang, Wenjun Xie, Chengfei Wang, Haoran Li, Guan Wang, Gengxiu Zheng. (2023) Solubility Measurement and Model Correlation of N,N′-Oxalyldiglycine in Eleven Pure Solvents and a Binary Solvent from 293.15 to 333.15 K. JOURNAL OF CHEMICAL AND ENGINEERING DATA, [PMID:] [10.1021/acs.jced.3c00424] |
| 7. Zhihui Wang, Yilin Liang, Chenxi Gao, Weiwei Wu, Jiumei Kong, Zhe Zhou, Zhihua Wang, Yan Huang, Weijiang Sun. (2023) The flavor characteristics and antioxidant capability of aged Jinhua white tea and the mechanisms of its dynamic evolution during long-term aging. FOOD CHEMISTRY, [PMID:37839126] [10.1016/j.foodchem.2023.137705] |
| 8. Wenjing Wang, Yumin He, Lei Deng, Hui Wang, Xiaoying Liu, Qing-wen Gui, Zhong Cao, Zemeng Feng, Benhai Xiong, Yulong Yin. (2023) Peptide aptamer-based polyaniline-modified amperometric biosensor for L-lysine detection in real serum samples. MEASUREMENT, [PMID:] [10.1016/j.measurement.2023.113468] |
| 9. Linjie Guan, Meiyu Liu, Honghai Liu, Li Zhang, Yiming Zhang, Yucai Qin, Binbin He, Yi Mei, Yun Zu. (2023) Regionally spatial framework Al distribution in MFI channels and its impact on the n-butane cracking reaction pathways. FUEL, [PMID:] [10.1016/j.fuel.2023.129230] |
| 10. Wenting Li, Xinai Zhang, Yongqiang Shi, Xuetao Hu, Xin Wang, Nini Liang, Tingting Shen, Xiaobo Zou, Jiyong Shi. (2023) A dual-modal biosensor coupling cooperative catalysis strategy for sensitive detection of AFB1 in agri-products. FOOD CHEMISTRY, [PMID:37354581] [10.1016/j.foodchem.2023.136553] |
| 11. Xiaoyao Wei, Tao Lin, Le Wang, Jiacheng Lin, Xuefeng Yin. (2023) Research on deep eutectic solvents for the construction of humidity-responsive cellulose nanocrystal composite films. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:36863669] [10.1016/j.ijbiomac.2023.123805] |
| 12. Fanrong Zeng, Muhammad Mudassir Nazir, Temoor Ahmed, Muhammad Noman, Shafaqat Ali, Muhammad Rizwan, Mohammad Shah Alam, Jonas Lwalaba Wa Lwalaba, Guoping Zhang. (2023) Calcium and L-glutamate present the opposite role in managing arsenic in barley. ENVIRONMENTAL POLLUTION, [PMID:36702433] [10.1016/j.envpol.2023.121141] |
| 13. Guo-Ying Chen, Shi-Jun Yin, Li Chen, Xi Zhou, Feng-Qing Yang. (2022) Nanoporous ZIF-8 Microparticles as Acetylcholinesterase and Alkaline Phosphatase Mimics for the Selective and Sensitive Detection of Ascorbic Acid Oxidase and Copper Ions. Biosensors-Basel, 12 (11): (1049). [PMID:36421167] [10.3390/bios12111049] |
| 14. Qing Hu, Chaofeng Zhu, Wen Yan, Yang Wang, Songlin Cui, Xihai Chen, Bo Liu. (2022) Coordination-Assistant Chiral Agent Anchoring on Amphiphilic Graphitic Phase Carbon Nitride Membrane for Multiple Molecular Separation. ACS Applied Materials & Interfaces, [PMID:36315245] [10.1021/acsami.2c15795] |
| 15. Li-Jing Peng, Chun-Yan Zhang, Wei-Yi Zhang, Hang-Yu Zhou, Feng-Qing Yang. (2022) The peroxidase-like catalytic activity of in situ prepared cobalt carbonate and its applications in colorimetric detection of hydrogen peroxide, glucose and ascorbic acid. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2022.129744] |
| 16. Yi Xiao, Guofang Wang, Haomin Yi, Suhua Chen, Qinyu Wu, Siyi Zhang, Kexin Deng, Simeng Zhang, Zi-Qi Shi, Xiaoping Yang. (2022) Electrogenerated chemiluminescence of a Ru(bpy)32+/arginine system: a specific and sensitive detection of acetaminophen. RSC Advances, 12 (5): (3157-3164). [PMID:35425325] [10.1039/D1RA09371A] |
| 17. Xiupei Yang, Jing Yang, Maoxue Zhang, Ya Wang, Baowen Zhang, Xiaolin Mei. (2021) Tiopronin protected gold-silver bimetallic nanoclusters for sequential detection of Fe3+ and ascorbic acid in serum. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2021.107048] |
| 18. Zhao Chenyu, Wang Guangshu, Sun Mengtao, Cai Zewei, Yin Zichu, Cai Yurong. (2021) Bacterial Cellulose Immobilized S. cerevisiae as Microbial Sensor for Rapid BOD Detection. FIBERS AND POLYMERS, 22 (5): (1208-1217). [PMID:] [10.1007/s12221-021-0650-5] |
| 19. Chu Youqun, Huang Zhangkao, Wang Xinhang, Zhou Menglei, Zhao Fengming. (2020) Highly dispersed silver imbedded into TiN submicrospheres for electrochemical detecting of hydrogen peroxide. Scientific Reports, 10 (1): (1-12). [PMID:33335264] [10.1038/s41598-020-79286-y] |
| 20. Guihua Zhang, Ying Yu, Manli Guo, Bixia Lin, Li Zhang. (2019) A sensitive determination of albumin in urine by molecularly imprinted electrochemical biosensor based on dual-signal strategy. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2019.03.042] |
| 21. Fengna Xi, Lingli Xuan, Lili Lu, Jie Huang, Fei Yan, Jiyang Liu, Xiaoping Dong, Peng Chen. (2019) Improved adhesion and performance of vertically-aligned mesoporous silica-nanochannel film on reduced graphene oxide for direct electrochemical analysis of human serum. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2019.02.115] |
| 22. Fengling Zhu, Jing Wang, Lijun Zhu, Lanlan Tan, Guanglin Feng, Shaomin Liu, Ya Dai, Hua Wang. (2015) Preparation of molecularly imprinted polymers using theanine as dummy template and its application as SPE sorbent for the determination of eighteen amino acids in tobacco. TALANTA, [PMID:26838422] [10.1016/j.talanta.2015.12.038] |
| 23. Jing Zhang, Jing Chen, Jincen Zuo, Jingsha Lan, Zhilin Jiang, Chen Xiao, Xinhui Wang, Yong Zuo. (2024) A novel electrochemical sensor with NiSx@MoS2 composite for efficient NO2− sensing. FOOD CHEMISTRY, [PMID:39208736] [10.1016/j.foodchem.2024.140947] |
| 24. Li Yuhong, Wang Mingshi, Zhang Dong. (2024) An improved method for isotopic and quantitative analysis of dissolved organic carbon in natural water samples. WATER SCIENCE AND TECHNOLOGY, 89 (8): (2060-2072). [PMID:38678409] [10.2166/wst.2024.114] |
| 25. Huajian Xu, Zhongtao Hu, Zongwei Hao, Changyue Deng, Xiaowen Pi, Binjia Zhang. (2024) Experimental and computational insights into starch pasting as influenced by amino acids with different R-groups. FOOD CHEMISTRY, [PMID:39541686] [10.1016/j.foodchem.2024.141969] |
| 26. Yan Dai, Hao Zhang. (2024) Facile synthesis of copper carbonate analog with peroxidase-like activity for colorimetric detection of isoniazid. Heliyon, [PMID:39145013] [10.1016/j.heliyon.2024.e34962] |
| 27. Yunyi Liang, Yonghong Luo, Yingji Wu, Xiaona Li, Quyet Van Le, Jianzhang Li, Changlei Xia. (2024) Nucleophilic amino acids as a renewable alternative to petrochemically-derived amines in glycerol epoxy resins. Journal of Bioresources and Bioproducts, [PMID:] [10.1016/j.jobab.2024.01.003] |
| 28. Yilin Wang, Ran Wei, Xijing Yang, Jiahao Liang, Xianda Liu, Shengjun Cheng, Shifan Chen, Ziyue Ling, Yujie Xiao, Yuanting Xu, Weifeng Zhao, Changsheng Zhao. (2024) UV-activated “blue bulbs” for photodecomposition and adsorption of bilirubin: Strategic nanoarchitectonics to remove protein-bound toxins. Materials Today, [PMID:] [10.1016/j.mattod.2024.09.010] |
| 29. Xiao-Juan Wang, Kai-ting Liu, Chuan-Wan Wei, Shu-Qin Gao, Ying-Wu Lin. (2025) Multi-functional Fe-metallohydrogel with peroxidase/oxidase activities for dye degradation and nitrite detection. FOOD CHEMISTRY, [PMID:40716408] [10.1016/j.foodchem.2025.145646] |
| 30. Lianxia Guo, Yifei Xiao, Zanjin Li, Yuwei Huang, Haobin Cen, Zicong Wu, Hongbo Wang, Xinyu Liu, Zhehan Yang, Caifeng Zhao, Tingying Hao, Hui Chen, Meng Jin, Danyi Lu, Min Chen, Baojian Wu. (2025) Intestinal clock shapes sleep-wake cycle via sustaining glutamine homeostasis. Cell Metabolism, [PMID:41253158] [10.1016/j.cmet.2025.10.010] |
| 31. Liu Zhenghua, Xin Peng, Wu Weiwei, Jin Mingyue, Du Yang, Jiang Yuanjun, Liu Tao, Zhang Hao. (2025) Nanoparticle-mediated targeting of PGC-1α reveals critical metabolic pathways in bladder cancer metastasis. Communications Biology, 8 (1): (1-21). [PMID:40404885] [10.1038/s42003-025-08174-w] |
| 32. Yi Zhang, Ziyi Zhao, Hui Wu. (2025) Sensitive fluorescence sensor for isoliquiritigenin determination based on N-doped carbon dots. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:40517696] [10.1016/j.saa.2025.126554] |
| 33. Bao Yongfen, Wang Xingfeng, Wang Minjuan, Shan Shigang, Wei Mingjie, Ou Yingbao. (2025) A Selective Fluorescent Probe for Quantitative Detection of Tiopronin Based on Fluorescence Enhancement. PHARMACEUTICAL CHEMISTRY JOURNAL, 59 (2): (270-274). [PMID:] [10.1007/s11094-025-03388-y] |
| 34. Chaoyi Tu, Sijin Zou, Siyi Pan, Xiaoyun Xu, Fang Yuan. (2025) Influence of Allulose, Xylitol, and Mogroside on Maillard-derived Intermediates, Aroma Profile, and Sensory Perception in Bread. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, [PMID:] [10.1016/j.jfca.2025.108425] |
| 35. Yin Dawei, Chen Jiabao, Liu Yuting, Dang Chi, Zhou Yi, Zhang Zixu, Zheng Ruilin. (2025) Schiff base was synthesized by deep eutectic solvent and applied to the rapid detection of glutamic acid, aspartic acid, arginine and ascorbic acid. Journal of the Iranian Chemical Society, [PMID:] [10.1007/s13738-025-03283-z] |
| 36. Junyi Zhao, Wei Jia, Xin Wang, Rong Zhang, Mi Li. (2025) Metabolic and protein profiles reveal the regulatory mechanisms of selenium biotransformation and bioactive compounds formation in microwave-dried selenium-enriched black tea. Journal of Future Foods, [PMID:] [10.1016/j.jfutfo.2025.08.031] |
| 37. Feiran Xu, Tong Ji, Yu Wang, Guosheng Xu, Xingguang Chen, Zhaoming Wang, Bao Zhang, Jiansheng Zhao, Baocai Xu. (2026) Variation of Kokumi γ-Glutamyl Dipeptides During Jinhua Ham Processing and γ-Glutamyl Transpeptidase-Mediated Formation Research: UHPLC-Q-TOF-MS Analysis and Sensory Evaluation. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, [PMID:] [10.1016/j.jfca.2026.108924] |
| 38. Guihua Wu, Fuwei Wang, Zihao Chen, Nan Zheng, Qiong Zhou, Lihua Xie, Xinyu Yang, Daibo Song, Qiang Sun, Jiantao Lin, Li Li. (2026) Betaine alleviates neuronal impairment in glutamate-injured SH-SY5Y neuroblastoma cells via Nrf2 signaling pathway related ferroptosis. JOURNAL OF NEUROIMMUNOLOGY, [PMID:41707471] [10.1016/j.jneuroim.2026.578886] |
| 39. Jie Du, Chaoqun Li, Li Chai, Fabao Zhao, Lin Lv, Zongcheng Yang, Zhiyuan Zhao, Rong Gong, Liu Yang, Meng Wu, Meng Nie, Jihui Jia, Dongwei Kang, Chengjiang Gao, Wei Zhao, Mutian Jia. (2026) Asparagine sensing by TBK1 controls its phase separation to drive antiviral innate immune responses. MOLECULAR CELL, 86 (4): (722-739). [PMID:41653919] [10.1016/j.molcel.2026.01.010] |
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