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 |
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10mM in Water for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs 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 41 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | CCNC(=O)CCC(C(=O)O)N |
|---|---|
| IUPAC Name | (2S)-2-amino-5-(ethylamino)-5-oxopentanoic acid |
| InChIKey | DATAGRPVKZEWHA-YFKPBYRVSA-N |
| INCHI | 1S/C7H14N2O3/c1-2-9-6(10)4-3-5(8)7(11)12/h5H,2-4,8H2,1H3,(H,9,10)(H,11,12)/t5-/m0/s1 |
| Isomeric SMILES | CCNC(=O)CC[C@@H](C(=O)O)N |
| WGK Germany | 3 |
| Molecular Weight | 174.20 |
| Reaxy-Rn | 2362121 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2362121&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 |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives - Alpha amino acids and derivatives |
| Direct Parent | Glutamine and derivatives |
| Alternative Parents | L-alpha-amino acids N-acyl amines Fatty acids and conjugates Secondary carboxylic acid amides Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Glutamine or derivatives - Alpha-amino acid - L-alpha-amino acid - Fatty amide - N-acyl-amine - Fatty acid - Fatty acyl - Carboxamide group - Secondary carboxylic acid amide - Amino acid - Monocarboxylic acid or derivatives - Carboxylic acid - Organic nitrogen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Primary aliphatic amine - Organic oxygen compound - Carbonyl group - Organic oxide - Amine - Hydrocarbon derivative - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as glutamine and derivatives. These are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
| External Descriptors | N(5)-alkyl-L-glutamine |
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| Specific Rotation[α] | 8 ° (C=5, H2O) |
|---|---|
| Melt Point(°C) | 207°C |
| Molecular Weight | 174.200 g/mol |
| XLogP3 | -3.600 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 5 |
| Exact Mass | 174.1 Da |
| Monoisotopic Mass | 174.1 Da |
| Topological Polar Surface Area | 92.400 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 170.000 |
| 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. Yuqing Zhong, Yongling Lu, Lishuang Lv. (2023) Theanine in Tea: An Effective Scavenger of Single or Multiple Reactive Carbonyl Species at the Same Time. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:37906124] [10.1021/acs.jafc.3c05483] |
| 2. Guorong Ma, Pengzheng Luo, Ruiqiang Xu, Rui Ma, Lei Qiu, Chenran Xu, Rang Yang, Yating Li, Zhihao Zhao, Ling Huang, Yanhui Yang, Pei Wang. (2023) Improving the profile and reliability of cytoplasmic proteins from M. tuberculosis using biomimetic affinity chromatography coupled with LC-MS/MS analysis. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, [PMID:37236071] [10.1016/j.jchromb.2023.123756] |
| 3. Anqi Peng, Keke Yu, Shuwei Yu, Yingying Li, Hao Zuo, Ping Li, Juan Li, Jianan Huang, Zhonghua Liu, Jian Zhao. (2023) Aluminum and Fluoride Stresses Altered Organic Acid and Secondary Metabolism in Tea (Camellia sinensis) Plants: Influences on Plant Tolerance, Tea Quality and Safety. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 24 (5): (4640). [PMID:36902071] [10.3390/ijms24054640] |
| 4. Jingna Yan, Anxia Lu, Jirui Kun, Bei Wang, Yiwen Miao, Yingjuan Chen, Chi-Tang Ho, Qing Meng, Huarong Tong. (2023) Characterization of triterpenoids as possible bitter-tasting compounds in teas infected with bird’s eye spot disease. FOOD RESEARCH INTERNATIONAL, [PMID:37087235] [10.1016/j.foodres.2023.112643] |
| 5. Dingding Liu, Kang Wei, Chenyu Zhang, Haoran Liu, Yang Gong, Yuanyuan Ye, Jiedan Chen, Mingzhe Yao, Liang Chen, Chunlei Ma. (2023) The potential effects of chlorophyll-deficient mutation and tree_age on the accumulation of amino acid components in tea plants. FOOD CHEMISTRY, [PMID:36701915] [10.1016/j.foodchem.2023.135527] |
| 6. Chengxiang Chu, Xianfeng Wang, Yuanyi Deng, Yi Ma, Chengyue Zou, Mei Yang, Huibo Luo, Danqun Huo, Changjun Hou. (2023) Discrimination of Chinese green tea according to tea polyphenols using fluorescence sensor array based on Tb (III) and Eu (III) doped Zr (IV) metal–organic frameworks. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:36736046] [10.1016/j.saa.2023.122380] |
| 7. Yao Fan, Siying Che, Lei Zhang, Chunsong Zhou, Haiyan Fu, Yuanbin She. (2022) Dual channel sensor array based on ZnCdSe QDs – KMnO4: An effective tool for analysis of catechins and green teas. FOOD RESEARCH INTERNATIONAL, [PMID:36076421] [10.1016/j.foodres.2022.111734] |
| 8. Wang Zixi, Tang Yanfang, Long Lina, Zhang Huihua. (2022) Effects of Dietary L-Theanine on Growth Performance, Antioxidation, Meat Quality, and Intestinal Microflora in White Feather Broilers With Acute Oxidative Stress. Frontiers in Veterinary Science, [PMID:35812843] [10.3389/fvets.2022.889485] |
| 9. Wang Ying, Li ZhiRong, Chen RongXiang. (2022) Simultaneous Determination of Metabolites Related to Arginine Metabolism in Rat plasma by Hydrophilic Interaction Chromatography–Tandem Mass Spectrometry. JOURNAL OF CHROMATOGRAPHIC SCIENCE, 61 (3): (203-210). [PMID:35704851] [10.1093/chromsci/bmac047] |
| 10. Hui-Wen Gu, Xiao-Li Yin, Tian-Qin Peng, Yuan Pan, Hui-Na Cui, Zhi-Quan Li, Weiqing Sun, Baomiao Ding, Xian-Chun Hu, Zi-Hong Zhang, Zhi Liu. (2021) Geographical origin identification and chemical markers screening of Chinese green tea using two-dimensional fingerprints technique coupled with multivariate chemometric methods. FOOD CONTROL, [PMID:] [10.1016/j.foodcont.2021.108795] |
| 11. Yan Huang, Dandan Pu, Zhilin Hao, Xiao Yang, Yuyu Zhang. (2021) The Effect of Prickly Ash (Zanthoxylum bungeanum Maxim) on the Taste Perception of Stewed Sheep Tail Fat by LC-QTOF-MS/MS and a Chemometrics Analysis. Foods, 10 (11): (2709). [PMID:34828990] [10.3390/foods10112709] |
| 12. Xiuheng Xue, Haiyong He, Cunjun Liu, Li Wang, Lu Wang, Yueji Wang, Luping Wang, Chen Yang, Juhua Wang, Ruyan Hou. (2021) l-Theanine improves emulsification stability and antioxidant capacity of diacylglycerol by hydrophobic binding β-lactoglobulin as emulsion surface stabilizer. FOOD CHEMISTRY, [PMID:34284195] [10.1016/j.foodchem.2021.130557] |
| 13. Tian-Qin Peng, Xiao-Li Yin, Hui-Wen Gu, Weiqing Sun, Baomiao Ding, Xian-Chun Hu, Li-An Ma, Shu-Dong Wei, Zhi Liu, Shi-Yi Ye. (2020) HPLC-DAD fingerprints combined with chemometric techniques for the authentication of plucking seasons of Laoshan green tea. FOOD CHEMISTRY, [PMID:33465688] [10.1016/j.foodchem.2020.128959] |
| 14. Yanqin Yang, Jinjie Hua, Yuliang Deng, Yongwen Jiang, Michael C. Qian, Jinjin Wang, Jia Li, Mingming Zhang, Chunwang Dong, Haibo Yuan. (2020) Aroma dynamic characteristics during the process of variable-temperature final firing of Congou black tea by electronic nose and comprehensive two-dimensional gas chromatography coupled to time-of-flight mass spectrometry. FOOD RESEARCH INTERNATIONAL, [PMID:33233235] [10.1016/j.foodres.2020.109656] |
| 15. Penghui Li, Yujie Xu, Yanrui Zhang, Jiamin Fu, Shuwei Yu, Huimin Guo, Zhihui Chen, Changsong Chen, Xiaogen Yang, Shucai Wang, Jian Zhao. (2020) Metabolite Profiling and Transcriptome Analysis Revealed the Chemical Contributions of Tea Trichomes to Tea Flavors and Tea Plant Defenses. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:32852206] [10.1021/acs.jafc.0c04075] |
| 16. Qingyi Wei, Ting Liu, Hongbin Pu, Da-Wen Sun. (2020) Development of a fluorescent microwave-assisted synthesized carbon dots/Cu2+ probe for rapid detection of tea polyphenols. JOURNAL OF FOOD PROCESS ENGINEERING, 43 (7): (e13419). [PMID:] [10.1111/jfpe.13419] |
| 17. Yating Zhang, Lingbiao Gu, Fei Wang, Lingjun Kong, Huili Pang, Guangyong Qin. (2017) Highly Selective and Considerable Subcritical Butane Extraction to Separate Abamectin in Green Tea. Journal of Oleo Science, [PMID:28515380] [10.5650/jos.ess16230] |
| 18. Yating Zhang, Lingbiao Gu, Fei Wang, Lingjun Kong, Guangyong Qin. (2017) Effective Subcritical Butane Extraction of Bifenthrin Residue in Black Tea. MOLECULES, 22 (4): (560). [PMID:28358319] [10.3390/molecules22040560] |
| 19. Jintao Liang, Zhenshun Wei, Qing Huang, Jianlu Liang, XiuChuan Zhao, Zhide Zhou, Guiyin Li. (2025) A novel approach for tea polyphenol detection based on flow batch analysis system in conjunction with diazotization coupling reaction. MEASUREMENT, [PMID:] [10.1016/j.measurement.2025.116751] |
| 20. Jong Hyeon Han, Dong Hyun Keum, Vahinika Kothuri, Yea-Ji Kim, Hyuk Cheol Kwon, Do Hyun Kim, Hyun Su Jung, Sung Gu Han. (2024) Enhancing emulsion, texture, rheological and sensory properties of plant-based meat analogs with green tea extracts. Food Chemistry-X, [PMID:39290746] [10.1016/j.fochx.2024.101807] |
| 21. Jie-Qiong Wang, Bang-Ming Tang, Ying Gao, Jian-Xin Chen, Fang Wang, Jun-Feng Yin, Liang Zeng, Wei-Biao Zhou, Yong-Quan Xu. (2024) Impact of heat treatment on the flavor stability of Longjing green tea beverages: Metabolomic insights and sensory correlations. FOOD RESEARCH INTERNATIONAL, [PMID:39160050] [10.1016/j.foodres.2024.114867] |
| 22. Yao Chen, Yuan Li, Li-Lin Lin, Yue Liao, Huan Fang, Tong Wang. (2024) Intelligent identification of picking periods of Lu’an Guapian tea by an indicator displacement colorimetric sensor array combined with machine learning. FOOD RESEARCH INTERNATIONAL, [PMID:39277264] [10.1016/j.foodres.2024.114960] |
| 23. Zhihang Huang, Haiming Jing, Yan Pan, Hongxia Cai, Wenjing Zhang, Jingyuan Zhu, Nan Zhang, Dan Wu, Wentao Xu, Hexiang Qiu, Huihui Bao, Guojun Li, Junyu Ning, Bo Xian, Shan Gao. (2025) L-Theanine Extends the Lifespan of Caenorhabditis elegans by Reducing the End Products of Advanced Glycosylation. Foods, 14 (2): (221). [PMID:39856887] [10.3390/foods14020221] |
| 24. Yingbin Zhang, Xuwei Chen, Dingding Chen, Li Zhu, Guoqing Wang, Zhongxiu Chen. (2025) Machine learning-based classification and prediction of typical Chinese green tea taste profiles. FOOD RESEARCH INTERNATIONAL, [PMID:40022327] [10.1016/j.foodres.2025.115796] |
| 25. Zongwei Hao, Ailong Hu, Juntao Cheng, Zhenni Ma, Zhaofeng Li, Jiali Lv, Huajian Xu, Huifang Ge, Hongyan Wang, Zhenyu Yu, Zhongwen Xie, Yiqun Du. (2024) Mechanism of interaction between L-theanine and maize starch in ultrasonic field based on DFT calculations: Rheological properties, multi-scale structure and in vitro digestibility. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:38302031] [10.1016/j.ijbiomac.2024.129869] |
| 26. Zongwei Hao, Jiameng Wang, Zhaofeng Li, Zhichao Shen, Hui Xu, Zhongyun Zhao, Zongjun Wu, Huijun Sun, Yixuan Xu, Mingming Zheng, Yibin Zhou, Yiqun Du, Zhenyu Yu. (2025) New insights into the indirect reduction of starch digestibility by L-theanine: Elucidation of the mechanism of α-amylase/α-glucosidase inhibition based on spectroscopic and computational perspectives. LWT-FOOD SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.lwt.2025.117444] |
| 27. Lihui Xiang, Chen Zhu, Jiajia Qian, Xiaochen Zhou, Miao Wang, Zhenshuo Song, Changsong Chen, Wenquan Yu, Lin Chen, Lanting Zeng. (2024) Positive contributions of the stem to the formation of white tea quality-related metabolites during withering. FOOD CHEMISTRY, [PMID:38593722] [10.1016/j.foodchem.2024.139173] |
| 28. Haozhen Li, Shuyao Wang, Xiaohua Zhang, Kangkang Song, Long Yang. (2025) Revealing novel insights into the improvement of greenhouse tea quality through exogenous substance interventions using targeted and untargeted metabolomics and microbial community analyses. Food Chemistry-X, [PMID:40213339] [10.1016/j.fochx.2025.102410] |
| 29. Fangchao Cui, Rongsen Fan, Dangfeng Wang, Likun Ren, Qianqian Wang, Yuqiong Meng, Rui Ma, Shulin Wang, Zhiteng Liu, Xuepeng Li, Tingting Li, Jianrong Li. (2024) Super Fe3+ competing ability, high biocompatibility, and mild antibacterial carbon dots for food preservation. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.152103] |
| 30. Yuqing Zhong, Chen Yang, Yongling Lu, Lishuang Lv. (2024) Theanine Capture of Reactive Carbonyl Species in Humans after Consuming Theanine Capsules or Green Tea. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:38825967] [10.1021/acs.jafc.4c02481] |
| 31. Xiaofang Tian, Meijie Xie, Xinyu Luo, Boyan Zheng, Yongxia Ao, Jiaxin Liu, Mei Wang, Qianchun Zhang, Yun Wu. (2025) Simple synthesis of fluorine-doped carbon quantum dots for fluorescence-based Amaranth quantification in food matrices. INORGANIC CHEMISTRY COMMUNICATIONS, [PMID:] [10.1016/j.inoche.2025.115195] |
| 32. Xiangdong Qing, Xinran Wu, Taoxiang Wang, Xiaohua Zhang, Zhiyuan Hu, Xiaohong Zhou, Jie Luan, Rong An. (2025) ATLD-UMAP: A novel strategy applied to 3D fluorescence data for the characterization and classification of Chinese dark tea. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2025.115017] |
| 33. Yan-Qing Fu, Jie-Qiong Wang, Jian-Xin Chen, Fang Wang, Jun-Feng Yin, Liang Zeng, John Shi, Yong-Quan Xu. (2020) Effect of baking on the flavor stability of green tea beverages. FOOD CHEMISTRY, [PMID:32544652] [10.1016/j.foodchem.2020.127258] |
| 34. Yongchen Yu, Xiaona Qian, Xiwang Li, Zhichao Chai, Dejiang Ni, Xiaoling Sun. (2025) Ectropis obliqua-Induced Secondary Metabolites Are Regulated by Methyl Jasmonate in a Threshold-Dependent Manner. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 26 (9): (4248). [PMID:40362484] [10.3390/ijms26094248] |
| 35. Jiayan Chen, Jie Gao, Cancan Wang, Yang Sun, Dandan Cao, Xinli Wang, Jiyuan Wu, Ziyue Jiao, Xiao Huang, Meng Zhao, Yi Wang, Xi-Cheng Ai, Li-Min Fu, Jian-Ping Zhang. (2025) Polydimethylsiloxane encapsulated CsPbBr3 quantum dots enable amplified spontaneous emission-driven in-situ, ultrahigh-speed monitoring of water-soluble food additives. ANALYST, [PMID:41123062] [10.1039/D5AN00719D] |
| 36. Qianchun Zhang, Xiaofang Tian, Meijie Xie, Xinyu Luo, Boyan Zheng, Xiangming Luo, Mei Wang, Shan Mou, Yun Wu. (2025) Construction of a silver-doped carbon dots-based fluorescent probe for trace tartrazine analysis in foodstuffs. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:41308370] [10.1016/j.saa.2025.127241] |
| 37. Qingqing Zou, Xinyu Luo, Xiaofang Tian, Meijie Xie, Baiyan Zheng, Shuting Yang, Mei Wang, Shan Mou, Qianchun Zhang. (2025) Development of a Highly Sensitive Fluorescent Nanosensor for Curcumin and Vanillin Detection Using Nitrogen-Doped Carbon Quantum Dots. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, [PMID:] [10.1016/j.jfca.2025.108695] |
| 38. Pengfei Zhao, Guixin Wang, Jianhui Zheng, Jun Ouyang, Jiale Zheng, Yujing Liu, Xinyong Tao, Tiefeng Liu. (2025) Self-Assembled Monolayer Enables a Nucleophilic Interfacial Layer for Highly Reversible Zinc Metal Anode. ACS Applied Materials & Interfaces, [PMID:40262028] [10.1021/acsami.5c03770] |
| 39. Dingding Chen, Chenxi Ge, Yiyi Zhang, Lin Wang, Li Zhu, Gensheng Chen, Junfeng Yin, Yingbin Zhang. (2026) A Flavor blending method based on the linear hypothesis algorithm with FA-TOPSIS: A case study on green tea taste. LWT-FOOD SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.lwt.2026.118991] |
| 40. Shirui Li, Rui Sun, Yong He, Xin Li, Yang Li, Liang Zhao, Xinyu Huang, Yufei Xu. (2026) Extraction of Sensitive Spectral Bands and Construction of Spectral Indices for Quality Assessment of Fresh Tea Leaves. Agriculture-Basel, 16 (3): [PMID:] [10.3390/agriculture16030360] |
| 41. Zining Mei, Yuanxiong Xian, Haoyu Zhang, Qinglin Deng, Gaorui Mai, Lingmin Yao, Mai Li. (2026) Zincophilic Natural Organic Electrolyte Additives Enable Highly Reversible Zinc Metal Anodes. ACS Applied Materials & Interfaces, [PMID:41601181] [10.1021/acsami.5c21302] |