Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,Room temperature,Argon charged 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.
Product Application:
D-Cysteine has been used in the functionalization of QDs for applications in photocatalysis.It can also be used in the synthesis of:cysteine-based chiral carbon dots (CDs)、D-luciferin and aminoluciferin analogs
| Pubchem Sid | 488186729 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488186729 |
| Sonrisas canónicas | C(C(C(=O)O)N)S |
| IUPAC Name | (2S)-2-amino-3-sulfanylpropanoic acid |
| InChIKey | XUJNEKJLAYXESH-UWTATZPHSA-N |
| INCHI | 1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1 |
| Isómeros SMILES | C([C@H](C(=O)O)N)S |
| Peso molecular | 121.16 |
| Reaxy-Rn | 1721406 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1721406&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 | Cysteine and derivatives |
| Alternative Parents | D-alpha-amino acids Amino acids Monocarboxylic acids and derivatives Carboxylic acids Alkylthiols Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Cysteine or derivatives - Alpha-amino acid - D-alpha-amino acid - Amino acid - Alkylthiol - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxygen compound - Primary amine - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Primary aliphatic amine - Carbonyl group - Amine - Hydrocarbon derivative - Organopnictogen compound - Organic oxide - Aliphatic acyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as cysteine and derivatives. These are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
| External Descriptors | Other amino acids |
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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 | Jan 19, 2026 | D304972 | |
| Certificate of Analysis | Jan 19, 2026 | D304972 | |
| Certificate of Analysis | Aug 12, 2025 | D304972 | |
| Certificate of Analysis | May 26, 2025 | D304972 | |
| Certificate of Analysis | May 26, 2025 | D304972 | |
| Certificate of Analysis | May 26, 2025 | D304972 | |
| Certificate of Analysis | May 26, 2025 | D304972 | |
| Certificate of Analysis | May 26, 2025 | D304972 | |
| Certificate of Analysis | May 26, 2025 | D304972 | |
| Certificate of Analysis | Mar 08, 2024 | D304972 | |
| Certificate of Analysis | Nov 06, 2023 | D304972 | |
| Certificate of Analysis | Nov 06, 2023 | D304972 | |
| Certificate of Analysis | Nov 06, 2023 | D304972 | |
| Certificate of Analysis | Nov 06, 2023 | D304972 | |
| Certificate of Analysis | Nov 03, 2023 | D304972 | |
| Certificate of Analysis | Nov 03, 2023 | D304972 | |
| Certificate of Analysis | Nov 03, 2023 | D304972 | |
| Certificate of Analysis | Nov 03, 2023 | D304972 | |
| Certificate of Analysis | Nov 03, 2023 | D304972 | |
| Certificate of Analysis | Nov 03, 2023 | D304972 | |
| Certificate of Analysis | Nov 03, 2023 | D304972 | |
| Certificate of Analysis | Nov 03, 2023 | D304972 | |
| Certificate of Analysis | Nov 03, 2023 | D304972 | |
| Certificate of Analysis | Nov 03, 2023 | D304972 | |
| Certificate of Analysis | Mar 18, 2023 | D304972 | |
| Certificate of Analysis | Mar 18, 2023 | D304972 | |
| Certificate of Analysis | Mar 18, 2023 | D304972 | |
| Certificate of Analysis | Mar 18, 2023 | D304972 | |
| Certificate of Analysis | Sep 20, 2022 | D304972 | |
| Certificate of Analysis | Sep 20, 2022 | D304972 | |
| Certificate of Analysis | Sep 20, 2022 | D304972 | |
| Certificate of Analysis | Sep 20, 2022 | D304972 | |
| Certificate of Analysis | Sep 20, 2022 | D304972 | |
| Certificate of Analysis | Sep 20, 2022 | D304972 | |
| Certificate of Analysis | Sep 20, 2022 | D304972 |
| Solubilidad | Soluble in water |
|---|---|
| Sensibilidad | light & air sensitive |
| Rotación específica [α] | [α]20/D −7.6±1.0°, c = 5% in 5 M HCl |
| Punto de fusión (°C) | ~230 °C |
| Peso molecular | 121.160 g/mol |
| XLogP3 | -2.500 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 2 |
| Exact Mass | 121.02 Da |
| Monoisotopic Mass | 121.02 Da |
| Topological Polar Surface Area | 64.300 Ų |
| Heavy Atom Count | 7 |
| Formal Charge | 0 |
| Complexity | 75.300 |
| 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. Jingzhi Yang, Yami Ran, Shaopeng Liu, Chenhao Ren, Yuntian Lou, Pengfei Ju, Guoliang Li, Xiaogang Li, Dawei Zhang. (2023) Synergistic D-Amino Acids Based Antimicrobial Cocktails Formulated via High-Throughput Screening and Machine Learning. Advanced Science, 11 (9): (2307173). [PMID:38126652] [10.1002/advs.202307173] |
| 2. Ning Liu, Junyao Li, Wenrong Cai, Datong Wu, Yong Kong. (2023) Chiral Metal–Organic Framework with Temperature-Dependent Homochirality for Chiral Discrimination. ANALYTICAL CHEMISTRY, [PMID:37029721] [10.1021/acs.analchem.3c01316] |
| 3. Hongying Li, Jiale Zhang, Lingling Jiang, Ruo Yuan, Xia Yang. (2022) Chiral plasmonic Au–Ag core shell nanobipyramid for SERS enantiomeric discrimination of biologically relevant small molecules. ANALYTICA CHIMICA ACTA, [PMID:36628734] [10.1016/j.aca.2022.340740] |
| 4. Dan Zhao, Mengyu Xu, Kang Dai, Huan Liu, Yan Jiao, Xincai Xiao. (2022) The preparation of chiral carbon dots and the study on their antibacterial abilities. MATERIALS CHEMISTRY AND PHYSICS, [PMID:] [10.1016/j.matchemphys.2022.127144] |
| 5. Qianqian Zhao, Wenrong Cai, Baozhu Yang, Zheng-Zhi Yin, Datong Wu, Yong Kong. (2021) Electrochemiluminescent chiral discrimination with chiral Ag2S quantum dots/few-layer carbon nitride nanosheets. ANALYST, 146 (20): (6245-6251). [PMID:34528650] [10.1039/D1AN01437D] |
| 6. Qingkun Ma, Xiaoxi Man, Chun-Yan Xu, Jian Huo, Chao Qi, Qing Shi, Jun Nan, Jun Zhe Min. (2021) Simultaneous determination of three endogenous chiral thiol compounds in serum from humans at normal and stress states using ultrahigh-performance liquid chromatography coupled to quadrupole-Orbitrap high resolution mass spectrometry. JOURNAL OF CHROMATOGRAPHY A, [PMID:33721814] [10.1016/j.chroma.2021.462028] |
| 7. Jinglin Shen, Qianwen Xiao, Panpan Sun, Jin Feng, Xia Xin, You Yu, Wei Qi. (2021) Self-Assembled Chiral Phosphorescent Microflowers from Au Nanoclusters with Dual-Mode pH Sensing and Information Encryption. ACS Nano, [PMID:33629584] [10.1021/acsnano.0c09766] |
| 8. Xiao Shao, Tianyong Zhang, Bin Li, Minghao Zhou, Xiaoyuan Ma, Jingchao Wang, Shuang Jiang. (2019) Chiroptical Activity of Type II Core/Shell Cu2S/CdSe Nanocrystals. INORGANIC CHEMISTRY, [PMID:31007027] [10.1021/acs.inorgchem.9b00769] |
| 9. 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] |
| 10. Dingding Duan, Hua Yang, Yaping Ding, Li Li, Guohong Ma. (2019) A three-dimensional conductive molecularly imprinted electrochemical sensor based on MOF derived porous carbon/carbon nanotubes composites and prussian blue nanocubes mediated amplification for chiral analysis of cysteine enantiomers. ELECTROCHIMICA ACTA, [PMID:] [10.1016/j.electacta.2019.02.028] |
| 11. Datong Wu, Wensheng Tan, Hongda Li, Zhangchen Lei, Linhong Deng, Yong Kong. (2018) A facile route to prepare functional mesoporous organosilica spheres with electroactive units for chiral recognition of amino acids. ANALYST, 144 (2): (543-549). [PMID:30411759] [10.1039/C8AN01519H] |
| 12. Jing Li, Jiantao Yu, Yishun Huang, Haoran Zhao, Leilei Tian. (2018) Highly Stable and Multiemissive Silver Nanoclusters Synthesized in Situ in a DNA Hydrogel and Their Application for Hydroxyl Radical Sensing. ACS Applied Materials & Interfaces, [PMID:30001115] [10.1021/acsami.8b09152] |
| 13. Yin Yu, Yongxin Tao, Baozhu Yang, Datong Wu, Yong Qin, Yong Kong. (2017) Smart Chiral Sensing Platform with Alterable Enantioselectivity. ANALYTICAL CHEMISTRY, [PMID:29125282] [10.1021/acs.analchem.7b03783] |
| 14. Haowei Huang, Junyao Li, Wenrong Cai, Datong Wu, Laidi Xu, Yong Kong. (2024) A chiral metal–organic framework/cyclodextrin sensing interface for the chiral discrimination of tryptophan enantiomers. ANALYST, 149 (6): (1753-1758). [PMID:38363120] [10.1039/D4AN00050A] |
| 15. Zhan Huang, Xing Huang, Yanfei Zhang, Meng Chen, Shaoqiang Wen, Zhou Zhang, Zong Dai, Xiaoyong Zou, Si-Yang Liu. (2024) A chirality/microRNA dual-gating theranostic nanomachine for gene silencing therapy. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.154618] |
| 16. 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] |
| 17. Lina Bao, Wanchun Luo, Qinying Li, Yu Zhang, Zitong Zhang, Xi Li, Le Wang, Jintao Zhang, Kun Huang, Xu Yu, Li Xu. (2024) Chiral carbon dots based on ternary carbon sources: A multifunctional therapeutic agent for Cu2+-induced Alzheimer's disease. CARBON, [PMID:] [10.1016/j.carbon.2024.119333] |
| 18. Yuchao Du, Yarong Gu, Wenhe Wang, Yutao Jiang, Xiaosheng Fang, Ziqing Li, Lili Niu, Lijuan Zhao. (2024) Chiral ligands and photothermal synergistic effects of inorganic nanoparticles for bacteria-killing. JOURNAL OF COLLOID AND INTERFACE SCIENCE, [PMID:38394815] [10.1016/j.jcis.2024.02.133] |
| 19. Ruan Qiaohui, Cui Yanyu, Lin Zhuohan, Zhang Xue, Zhang Xin, Li Yan, Ma Xiang. (2024) Chiral magic-size clusters via direct aqueous synthesis with chiral ligands. Science China-Materials, 67 (7): (2302-2310). [PMID:] [10.1007/s40843-024-2928-y] |
| 20. Yingxin Pang, Xiaoqi Tao, Zongmin Qin, Muran Jiang, Erqun Song, Yang Song. (2024) Chiral silver nanoparticles with surface-anchored L(D)-Cys exhibit dissimilar biological characteristics in vitro but not in vivo. TOXICOLOGY LETTERS, [PMID:38851367] [10.1016/j.toxlet.2024.06.002] |
| 21. Miao Sun, Huan-Xuan Qiao, Tao Yang, Peng Zhao, Jun-Hao Zhao, Jia-Ming Luo, Hai-Ye Luan, Xiang Li, Sheng-Cai Wu, Ai-Sheng Xiong. (2024) Hydrogen sulfide alleviates cadmium stress in germinating carrot seeds by promoting the accumulation of proline. JOURNAL OF PLANT PHYSIOLOGY, [PMID:39316927] [10.1016/j.jplph.2024.154357] |
| 22. Wang Yang, Liang Pan, Men Yumeng, Jiang Meizhen, Cheng Lin, Li Jinlei, Jia Tianqing, Sun Zhenrong, Feng Donghai. (2024) Light-induced photoluminescence enhancement in chiral CdSe quantum dot films. JOURNAL OF CHEMICAL PHYSICS, 160 (16): [PMID:38651809] [10.1063/5.0201365] |
| 23. Luzheng Dong, Jun Wu, Xiashi Zhu. (2024) Preparation of amino acid chiral ionic liquid and visual chiral recognition of glutamine and phenylalanine enantiomers. CHIRALITY, 36 (4): (e23665). [PMID:38570326] [10.1002/chir.23665] |
| 24. Chenglong Yu, Yuxuan Li, Xi-Ling Li, Chengqiang Han, Jing Li, Ri Jin, Jun Zhe Min. (2024) Relative quantitation of chiral thiol compounds labeled based on isotope novel mass spectrometry probes: Monitoring of the dynamic changes of chiral thiol compounds in human urine during normal, exercise, and rest recovery states. JOURNAL OF CHROMATOGRAPHY A, [PMID:38394785] [10.1016/j.chroma.2024.464757] |
| 25. Zhou Sheng, Gaoyu Chen, Xueyan Hu, Yue Chen, Dongdong Xu, Caojin Yuan, Xiangxing Xu. (2024) Solvothermal Growth of Chiral β-In2S3 Nanosheet Arrays for Circularly Polarized Photodetection. ACS Applied Electronic Materials, [PMID:] [10.1021/acsaelm.4c00241] |
| 26. Qiang Zhang, Weipeng Zhang, Xiaoyang Zhu, Ming Yang, Zhirui Guo, Mingfei Pan, Yixian Yu, Huanyu Zhao, Jizi Liu, Yiyi Liu, Wenlong Cheng, Ning Gu. (2025) Amino Acid-Mediated Preparation of Highly Dendritic Chiral Plasmonic Nanoparticles for SERS-Based Enantiomer Recognition. ACS Applied Materials & Interfaces, [PMID:40692365] [10.1021/acsami.5c07515] |
| 27. Yuxuan Li, Yuanjie Shan, Chenglong Yu, Xi-Ling Li, Jun Zhe Min. (2025) Simultaneous chiral analysis of four DL-thiol compounds in human saliva by Ultra-high-performance liquid chromatography high-resolution mass spectrometry: Differential evaluation of oxidative stress between smokers and non-smokers. JOURNAL OF CHROMATOGRAPHY A, [PMID:40706265] [10.1016/j.chroma.2025.466228] |
| 28. Rui Gao, Changlong Hao, Liguang Xu, Xinxin Xu, Jing Zhao, Maozhong Sun, Qing Wang, Hua Kuang, Chuanlai Xu. (2023) Near-Infrared Chiroptical Activity Titanium Dioxide Supraparticles with Circularly Polarized Light Induced Antibacterial Activity. ACS Nano, [PMID:38112427] [10.1021/acsnano.3c08791] |
| 29. 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] |
| 30. Qingkun Ma, Chao Qi, Xi-Ling Li, Qing Shi, Chun-Yan Xu, Toufeng Jin, Jun Zhe Min. (2021) Simultaneous determination of DL-cysteine, DL-homocysteine, and glutathione in saliva and urine by UHPLC-Q-Orbitrap HRMS: Application to studies of oxidative stress. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, [PMID:33578266] [10.1016/j.jpba.2021.113939] |
| 31. Liying Zong, Xiaoqiao Yang, Xiaohuan Sun, Zheng Xi, Jie Han. (2025) Crystal Facet Effect in Chiral PdPt3 Hollow Nanocages as Nanozymes for Use in Enantiomer Recognition. LANGMUIR, [PMID:40153612] [10.1021/acs.langmuir.5c00223] |
| 32. Jiaji Cheng, Junjie Hao, Haochen Liu, Jiagen Li, Junzi Li, Xi Zhu, Xiaodong Lin, Kai Wang, Tingchao He. (2018) Optically Active CdSe-Dot/CdS-Rod Nanocrystals with Induced Chirality and Circularly Polarized Luminescence. ACS Nano, [PMID:29791135] [10.1021/acsnano.8b00112] |
| 33. Huimin Wang, Guangxin Wang, Ruoxi Liu, Jin Yong Lee, Shufeng Liu, Yingqi Tang, Jing Yu. (2025) Electrochemiluminescent Enantiodiscrimination on Chiral Engineered l-His-ZIF8. LANGMUIR, [PMID:41217085] [10.1021/acs.langmuir.5c03908] |
| 34. Zhongnan Huang, Qinhui Lin, Yaling Chen, Yuxing Lei, Zhenglian Li, Yunzhong Xu, Wei Chen, Huaping Peng. (2025) Rational Design of Nonmetal Material Self-Mediated Electron Transfer-Based Electrochemiluminescence Sensing Platform and Its Application. ANALYTICAL CHEMISTRY, [PMID:41233168] [10.1021/acs.analchem.5c05612] |
| 35. Junyao Li, Yujie Wang, Chen Jin, Zheng-Zhi Yin, Hongyu Zhang, Peiming Liu, Wenrong Cai, Datong Wu, Fengxiang Yin, Yong Kong. (2025) Trypsin Electrochemical Biosensor Based on the Chiral Recognition Capability of Gold Nanoparticles/Bovine Serum Albumin. ACS Applied Nano Materials, [PMID:] [10.1021/acsanm.5c04537] |
| 36. Huimin Jia, Dan Zhong, Chuang Liu, Linlin Cai, Jingbo Zhou, Jihong Huang, Weiwei He. (2025) Antioxidant Chiral CDzymes Enhance Seed Germination under Salt Stress: Mechanistic Insights into Enantiomeric-Specific Regulation. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:41332288] [10.1021/acs.jafc.5c11867] |
| 37. Mingrui Liu, Guangmin Li, Shunsheng Wei, Hongfei Liu, Gaoling Yang. (2025) Ligand-Induced Chiroptical Properties in Nanocrystals with Different Core–Shell Band Structures. ACS Applied Nano Materials, [PMID:] [10.1021/acsanm.4c06205] |
| 38. 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] |
| 39. Kairen Zhao, Lin Hou, Feng Li, Yuanyuan Xue, Yan Jin, Baoxin Li. (2026) Boosting Antibacterial Efficacy of Silicon Quantum Dots through Chiral Surface Engineering. ACS Applied Materials & Interfaces, [PMID:] [10.1021/acsami.5c23618] |
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