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Moligand™, ≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads 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 17 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
D-Lysine is used as a component of a wide array of polymers (poly-D-lysine), surfactants and biofilms to confer a positive (cationic) charge.
| Pubchem Sid | 504753696 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504753696 |
| Canonical Smiles | C(CCN)CC(C(=O)O)N |
| IUPAC Name | (2R)-2,6-diaminohexanoic acid |
| InChIKey | KDXKERNSBIXSRK-RXMQYKEDSA-N |
| INCHI | 1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m1/s1 |
| Isomeric SMILES | C(CCN)C[C@H](C(=O)O)N |
| Molecular Weight | 146.19 |
| Reaxy-Rn | 1616991 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1616991&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 - Alpha amino acids |
| Direct Parent | D-alpha-amino acids |
| Alternative Parents | Medium-chain fatty acids Amino fatty acids Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | D-alpha-amino acid - Medium-chain fatty acid - Amino fatty acid - Fatty acid - Fatty acyl - Amino acid - Monocarboxylic acid or derivatives - Carboxylic acid - Organic oxide - Organopnictogen compound - Organic oxygen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Carbonyl group - Organic nitrogen compound - Amine - Hydrocarbon derivative - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom. |
| External Descriptors | Other amino acids |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Jun 30, 2026 | D420109 | |
| Certificate of Analysis | Jun 30, 2026 | D420109 | |
| Certificate of Analysis | Mar 25, 2025 | D420109 | |
| Certificate of Analysis | Mar 25, 2025 | D420109 | |
| Certificate of Analysis | Mar 25, 2025 | D420109 | |
| Certificate of Analysis | Mar 25, 2025 | D420109 | |
| Certificate of Analysis | Mar 25, 2025 | D420109 | |
| Certificate of Analysis | Nov 27, 2024 | D420109 | |
| Certificate of Analysis | Nov 27, 2024 | D420109 | |
| Certificate of Analysis | Nov 27, 2024 | D420109 | |
| Certificate of Analysis | Dec 01, 2023 | D420109 | |
| Certificate of Analysis | Nov 13, 2023 | D420109 | |
| Certificate of Analysis | Jan 30, 2023 | D420109 | |
| Certificate of Analysis | Jan 30, 2023 | D420109 | |
| Certificate of Analysis | Jan 30, 2023 | D420109 | |
| Certificate of Analysis | Jan 30, 2023 | D420109 | |
| Certificate of Analysis | Jan 30, 2023 | D420109 | |
| Certificate of Analysis | Aug 16, 2022 | D420109 | |
| Certificate of Analysis | Aug 16, 2022 | D420109 | |
| Certificate of Analysis | Aug 16, 2022 | D420109 |
| Solubility | H2O: soluble |
|---|---|
| Melt Point(°C) | 218°C |
| Molecular Weight | 146.190 g/mol |
| XLogP3 | -3.000 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 5 |
| Exact Mass | 146.106 Da |
| Monoisotopic Mass | 146.106 Da |
| Topological Polar Surface Area | 89.300 Ų |
| Heavy Atom Count | 10 |
| Formal Charge | 0 |
| Complexity | 106.000 |
| 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. Zhiyang Xu, Yinzhou Yan, Xingyuan Wang, Xiaolei Wang, Zhixiang Zhou, Xi Yang, Tianrui Zhai. (2023) Determination of Enantiomeric Excess by Optofluidic Microlaser near Exceptional Point. Advanced Science, [PMID:38072636] [10.1002/advs.202308362] |
| 2. Yunyi Liang, Yonghong Luo, Yang Wang, Tianyang Fei, Lili Dai, Daihui Zhang, Hongzhi Ma, Liping Cai, Changlei Xia. (2023) Effects of Lysine on the Interfacial Bonding of Epoxy Resin Cross-Linked Soy-Based Wood Adhesive. MOLECULES, 28 (3): (1391). [PMID:36771056] [10.3390/molecules28031391] |
| 3. Dandan Guo, Xiaoqian Zhou, Shaohua Huang, Yan Zhu. (2022) Enantioselective fluorescent detection of lysine enantiomers by functionalized achiral metal organic frameworks. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2022.107666] |
| 4. Xiaohui Niu, Simeng Yan, Letong Wang, Jinliang Chen, Rui Zhao, Hongxia Li, Jian Liu, Kunjie Wang. (2022) Induction of chiral polymers from metal-organic framework for stereoselective recognition. ANALYTICA CHIMICA ACTA, [PMID:35151404] [10.1016/j.aca.2022.339546] |
| 5. Xue Wang, Xiaohuan Liu, Zhiyuan Ma, Chuanling Mu, Wen Li. (2021) Photochromic and photothermal hydrogels derived from natural amino acids and heteropoly acids. Soft Matter, 17 (44): (10140-10148). [PMID:34730172] [10.1039/D1SM01272J] |
| 6. Le Li, Xiaofei Ma, Yin Xiao, Yong Wang. (2021) Construction and Application of Graphene Oxide-Bovine Serum Albumin Modified Extended Gate Field Effect Transistor Chiral Sensor. SENSORS, 21 (11): (3921). [PMID:34200213] [10.3390/s21113921] |
| 7. Jie Zhang, Jihong Hu, Datong Wu, Jianfeng Ma, Yongxin Tao, Yong Qin, Yong Kong. (2019) Multi-templates based molecularly imprinted sodium alginate/MnO2 for simultaneous enantiorecognition of lysine, alanine and cysteine isomers. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:30779986] [10.1016/j.ijbiomac.2019.02.095] |
| 8. Qu Fei, Li Xiaonan, Lv Xiaoxia, You Jinmao, Han Wenli. (2018) Highly selective metal–organic framework-based sensor for protamine through photoinduced electron transfer. JOURNAL OF MATERIALS SCIENCE, 54 (4): (3144-3155). [PMID:] [10.1007/s10853-018-3041-6] |
| 9. Wenrong Cai, Yanjing Shi, Ning Liu, Zheng-Zhi Yin, Junyao Li, Laidi Xu, Datong Wu, Yong Kong. (2024) A photothermal effect-based chiral sensor for chiral discrimination and sensitive detection. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:38788508] [10.1016/j.saa.2024.124494] |
| 10. 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] |
| 11. Hao Chen, Yonglin Chen, Zhi-Bin Liang, Anze Shen, Lintao Chen, Jiazhuang Guo, Cai-Feng Wang, Su Chen. (2024) Preparation and characterization of chiral carbon dots with red emission. MATERIALS CHARACTERIZATION, [PMID:] [10.1016/j.matchar.2024.114026] |
| 12. Wang Zhongrui, Ji Xinxin, Zhao Jingying, Ji Jie, Li Guangyao, Yang Guang, Xia Hongyan, Hou Juan. (2022) Preparation of fluorescein-modified polymer dots and their application in chiral discrimination of lysine enantiomers. MICROCHIMICA ACTA, 190 (1): (1-10). [PMID:36522482] [10.1007/s00604-022-05608-8] |
| 13. Shutong Yang, Liancheng Gu, Fangling Wu, Xinhua Dai, Fuxing Xu, Qiaoyu Li, Xiang Fang, Shaoning Yu, Chuan-Fan Ding. (2022) The chirality determination of amino acids by forming complexes with cyclodextrins and metal ions using ion mobility spectrometry, and a DFT calculation. TALANTA, [PMID:35272154] [10.1016/j.talanta.2022.123363] |
| 14. Xiaohui Niu, Xing Yang, Zunli Mo, Ruibin Guo, Nijuan Liu, Pan Zhao, Zhenyu Liu. (2019) Perylene-functionalized graphene sheets modified with β-cyclodextrin for the voltammetric discrimination of phenylalanine enantiomers. BIOELECTROCHEMISTRY, [PMID:31195330] [10.1016/j.bioelechem.2019.05.016] |
| 15. Jinqiu Li, Fanghao Wang, Hao Zhang, Duxia Cao, Ruifang Guan. (2025) One-pot synthesis of fluorescent nanoprobes based on D-cys-based CDs and quantitative detection of lysine enantiomers. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:40267581] [10.1016/j.saa.2025.126143] |
| 16. Mengmeng Ji, Jinwei Li, Liuping Fan, Liang Wang, Shengquan Huang. (2026) Combined Effects of Quercetagetin and D-Amino Acids against Pseudomonas aeruginosa: Anti-Quorum Sensing, Antibacterial, and Antibiofilm activities. Food Bioscience, [PMID:] [10.1016/j.fbio.2026.108393] |
| 17. Simin Zhang, Xiangfeng Chen, Yaping Shi, Xiangyu Zhu, Zongwei Cai. (2026) Soft-Chain-Induced Ultrahigh-Resolution Chiral Separation of Amino Acids via Bimetallic Immobilization in MALDI-TIMS-MS. ANALYTICAL CHEMISTRY, [PMID:41701523] [10.1021/acs.analchem.5c07869] |
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