BioReagent, ≥99%(NT) BioReagent 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 13 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | C(C(=O)NCC(=O)O)N |
|---|---|
| IUPAC Name | 2-[(2-aminoacetyl)amino]acetic acid |
| InChIKey | YMAWOPBAYDPSLA-UHFFFAOYSA-N |
| INCHI | 1S/C4H8N2O3/c5-1-3(7)6-2-4(8)9/h1-2,5H2,(H,6,7)(H,8,9) |
| Isomeric SMILES | C(C(=O)NCC(=O)O)N |
| WGK Germany | 3 |
| Molecular Weight | 132.12 |
| Beilstein | 1765223 |
| Reaxy-Rn | 1765223 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1765223&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 | Peptides |
| Direct Parent | Dipeptides |
| Alternative Parents | N-acyl-alpha amino acids Alpha amino acid amides 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 | Alpha-dipeptide - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - Alpha-amino acid or derivatives - Amino acid or derivatives - Carboxamide group - Amino acid - Secondary carboxylic acid amide - Carboxylic acid - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Primary amine - Primary aliphatic amine - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organopnictogen compound - Amine - Organic oxygen compound - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. |
| External Descriptors | dipeptide |
| Solubility | H 2 O: 1 M at 20 °C, clear, colorless |
|---|---|
| Melt Point(°C) | 260-262°C |
| Molecular Weight | 132.120 g/mol |
| XLogP3 | -2.900 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Exact Mass | 132.053 Da |
| Monoisotopic Mass | 132.053 Da |
| Topological Polar Surface Area | 92.400 Ų |
| Heavy Atom Count | 9 |
| Formal Charge | 0 |
| Complexity | 123.000 |
| 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. Bozhong Cao, Chunyan Xu, Bingchun Jiang, Biao Jin, Jincheng Zhang, Lei Ling, Yusheng Lu, Tianyu Zou, Tong Zhang. (2024) Electrolyte Optimization Strategy: Enabling Stable and Eco-Friendly Zinc Adaptive Interfacial Layer in Zinc Ion Batteries. MOLECULES, 29 (4): (874). [PMID:38398631] [10.3390/molecules29040874] |
| 2. Wei Wei, Fengjian Chu, Guanru Chen, Shiwen Zhou, Cuirong Sun, Hongru Feng, Yuanjiang Pan. (2024) Prebiotic Formation of Peptides Through Bubbling and Arc Plasma. CHEMISTRY-A EUROPEAN JOURNAL, [PMID:38802327] [10.1002/chem.202401809] |
| 3. Yuan Yuni, liu Wei, Liu Qi, He Qing, Hu Yuyang, Jiang Xinyu, Chen Xiaoqing. (2022) A dual-channel probe based on copper ion-mediated metal organic framework composite for colorimetric and ratiometric fluorescence monitoring of glyphosate degradation in soil and water. MICROCHIMICA ACTA, 189 (10): (1-10). [PMID:36066687] [10.1007/s00604-022-05473-5] |
| 4. Ning Zhang, Zhicheng Pan, Chao Li, Juan Wang, Yao Jin, Shaofeng Song, Mingwang Pan, Jinfeng Yuan. (2022) Dipeptide end-capping resultant multiple hydrogen bonds triggering self-healing waterborne polyurethane elastomers. POLYMER, [PMID:] [10.1016/j.polymer.2022.124778] |
| 5. Zijian Zhao, Hui Jiang, Lang Wu, Ning Yu, Zhengwei Luo, Wenhua Geng. (2022) Preparation of Magnetic Surface Ion-Imprinted Polymer Based on Functionalized Fe3O4 for Fast and Selective Adsorption of Cobalt Ions from Water. Water, 14 (2): (261). [PMID:] [10.3390/w14020261] |
| 6. Pei Zhu, Yan Wang, Minghang Zhang, Yingdong Wu, Wangfeng Cai. (2021) Anions influence on the electrochemical performance of Co3X4 (X = O, Se) for supercapacitor: Experiments and theoretical calculations. APPLIED SURFACE SCIENCE, [PMID:] [10.1016/j.apsusc.2021.151646] |
| 7. Zelong Li, Runtao Zhu, Yongqi Liu, Jiaqi Li, Haofeng Gao, Nan Hu. (2020) γ-Glutamyltranspeptidase from Bacillus amyloliquefaciens: transpeptidation activity enhancement and L-theanine production. ENZYME AND MICROBIAL TECHNOLOGY, [PMID:32912696] [10.1016/j.enzmictec.2020.109644] |
| 8. Lijuan Huang, Xin Zhang, Zhuoyong Zhang. (2019) UV–vis sensor array combining with chemometric methods for quantitative analysis of binary dipeptide mixture (Gly-Gly/Ala-Gln). SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:31158767] [10.1016/j.saa.2019.117205] |
| 9. Yajie Wang, Pengyao Xing, Wei An, Mingfang Ma, Minmin Yang, Tianxiang Luan, Ruipeng Tang, Bo Wang, Aiyou Hao. (2018) pH-Responsive Dipeptide-Based Dynamic Covalent Chemistry Systems Whose Products and Self-Assemblies Depend on the Structure of Isomeric Aromatic Dialdehydes. LANGMUIR, [PMID:30354164] [10.1021/acs.langmuir.7b04397] |
| 10. Yong-Yu Qi, Qian Gan, Ya-Xian Liu, Ya-Hong Xiong, Zong-Wan Mao, Xue-Yi Le. (2018) Two new Cu(II) dipeptide complexes based on 5-methyl-2-(2′-pyridyl)benzimidazole as potential antimicrobial and anticancer drugs: Special exploration of their possible anticancer mechanism. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, [PMID:29803995] [10.1016/j.ejmech.2018.05.023] |
| 11. Chusheng Liu, Haibin Li, Qiqin Wang, Jacques Crommen, Haibo Zhou, Zhengjin Jiang. (2017) Preparation and evaluation of 400 μm I.D. polymer-based hydrophilic interaction chromatography monolithic columns with high column efficiency. JOURNAL OF CHROMATOGRAPHY A, [PMID:28629939] [10.1016/j.chroma.2017.06.034] |
| 12. Zhe Guan, Lili Bo, Jiayao Zhu, Zhijie Feng, Qizhao Wang, Yupeng Li, Jianmin Gou, Xiaolu Yang, Fang Nian, Jinhui Tong. (2025) Defect engineering and electronic modulation of heterostructured CoP/Co3O4/N-doped carbon nanofibers as efficient bifunctional electrocatalysts for water splitting. JOURNAL OF COLLOID AND INTERFACE SCIENCE, [PMID:40939403] [10.1016/j.jcis.2025.138979] |
| 13. Xin Liu, Ruixue Hu, Shiran Zhu, Xiangyu Liu, Yu Fang, Yihang Li, Wei Wei. (2025) Molecular engineering of Co ion–imprinted sites on metal–organic frameworks and facile photodeposition for the selective recovery and upcycling of Co(II). Journal of the Taiwan Institute of Chemical Engineers, [PMID:] [10.1016/j.jtice.2025.106527] |
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