Determine the necessary mass, volume, or concentration for preparing a solution.
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SKU | Size | Availability | Price | Qty |
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D424523-1ml | 1ml | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $69.90 |
Copper chelator. Structural analog of cysteine.
Synonyms | D-Penicillamine | penicillamine | 52-67-5 | D-(-)-Penicillamine | Cuprimine | 3-Mercapto-D-valine | Depen | D-Penamine | (2S)-2-Amino-3-methyl-3-sulfanylbutanoic acid | Artamine | Cuprenil | D-Valine, 3-mercapto- | D-Mercaptovaline | (-)-Penicillamine | Mercaptovaline | Penicillamin | C |
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Specifications & Purity | Moligand™, 10mM in Water |
Biochemical and Physiological Mechanisms | Penicillamine is a characteristic degradation product of penicillin type antibiotics. One atom of copper combines with two molecules of penicillamine. Penicillamine reduces excess cystine excretion in cystinuria. This is by disulfide interchange between p |
Storage Temp | Store at -80°C |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
Product Description | Penicillamine is an exogenous NOS modulator, found to inhibit urease activity. |
ALogP | -1.8 |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | (2S)-2-amino-3-methyl-3-sulfanylbutanoic acid |
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INCHI | InChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1 |
InChi Key | VVNCNSJFMMFHPL-VKHMYHEASA-N |
Canonical SMILES | CC(C)(C(C(=O)O)N)S |
Isomeric SMILES | CC(C)([C@H](C(=O)O)N)S |
WGK Germany | 2 |
RTECS | YV9425000 |
PubChem CID | 5852 |
Molecular Weight | 149.21 |
Beilstein | 1722375 |
Reaxy-Rn | 1722375 |
Enter Lot Number to search for COA:
Sensitivity | Heat sensitive |
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Refractive Index | 1.53 |
Specific Rotation[α] | -63o |
Boil Point(°C) | 251.8° C |
Melt Point(°C) | 210°C |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 2 |
RTECS | YV9425000 |
Reaxy-Rn | 1722375 |
Merck Index | 7088 |
1. Jing Fu, Yujin Miao, Di Zhang, Yongjie Zhang, Luyao Meng, Xinrui Ni, Jinglin Shen, Wei Qi. (2023) Polymer-Enabled Assembly of Au Nanoclusters with Luminescence Enhancement and Macroscopic Chirality. LANGMUIR, 39 (37): (13316–13324). [PMID:37682809] [10.1021/acs.langmuir.3c01954] |
2. Sen Hu, Yuning Jiang, Jiaying Cao, Qiangting Zheng, Yiping Wu, Xiaoyu Guo, Ye Ying, Xinling Liu, Ying Wen, Haifeng Yang. (2023) Gold nanoparticles decorated MoS2 nanosheets for sensing and degradation of carbamazepine in environmental wastewater. Environmental Technology & Innovation, 32 (103302). [PMID:] [10.1016/j.eti.2023.103302] |
3. Yarong Gu, Yuchao Du, Wenhe Wang, Xiaosheng Fang, Ziqing Li, Lijuan Zhao. (2023) Enantioselective inorganic nanomaterials with near-infrared circular-polarized-activated photothermal response. CHEMICAL ENGINEERING JOURNAL, 472 (144873). [PMID:] [10.1016/j.cej.2023.144873] |
4. Cheng Zhang, Mengna Liang, Congying Shao, Ziwei Li, Xue Cao, Yongxiang Wang, Yanan Wu, Shun Lu. (2023) Visual Detection and Sensing of Mercury Ions and Glutathione Using Fluorescent Copper Nanoclusters. ACS Applied Bio Materials, 6 (3): (1283–1293). [PMID:36788220] [10.1021/acsabm.3c00031] |
5. Xun Zhou, Juerui Zhang, Dongyan Huang, Yinhui Yi, Kechen Wu, Gangbing Zhu. (2023) Nitrogen-doped Ti3C2 MXene quantum dots as an effective FRET ratio fluorometric probe for sensitive detection of Cu2+ and D-PA. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 293 (122484). [PMID:36796242] [10.1016/j.saa.2023.122484] |
6. Wang Siqi, Jin Yao, Ai Wenhui, Wang Xiufeng, Zhang Zhiqing, Zhou Ting, Zhang Guodong, Wang Fang. (2023) H2O2 actuated molybdenum oxide nanodots: Multi-enzyme-like activities, leverage of Fenton reaction, and dual-mode sensitive detection of alendronate sodium. Nano Research, 16 (10): (12106-12115). [PMID:] [10.1007/s12274-023-5387-6] |
7. Mengna Liang, Congying Shao, Qian Zhang, Cheng Zhang, Yongxiang Wang, Xingqun Zheng, Shun Lu. (2023) High-Performance Formaldehyde Sensing Using Paper-Based Fluorescent Copper Nanoclusters. IEEE SENSORS JOURNAL, 23 (3): (2076-2084). [PMID:] [10.1109/JSEN.2022.3232695] |
8. Weihua Yu, Jianhua Kuang, Qingqing Hu, Zhonghua Wang, Yunwen Liao, Zhengjun Cheng. (2022) Ratiometric Detection of Al Based on the Mixing of D-penicillamine-Functionalized Copper Nanoclusters with Pyridoxal 5’-phosphate. ChemistrySelect, 7 (45): (e202203721). [PMID:] [10.1002/slct.202203721] |
9. Hongyu Chen, Fengshou Tian, Chao Lu. (2022) Engineering Plasmon-Enhanced Fluorescent Gold Nanoclusters Using Bovine Serum Albumin as a Novel Separation Layer for Improved Selectivity. ANALYTICAL CHEMISTRY, 94 (47): (16461–16469). [PMID:36383051] [10.1021/acs.analchem.2c03925] |
10. Xun Sun, Xinyu Zhang, Hui Yan, Hongfei Wu, Shijian Cao, Wenchen Zhao, Ting Dong, An Zhou. (2023) Protective effect of curcumin on hepatolenticular degeneration through copper excretion and inhibition of ferroptosis. PHYTOMEDICINE, 113 (154539). [PMID:36898256] [10.1016/j.phymed.2022.154539] |
11. Lianming Zhang, Kui Luo, Jingxia Gao, Jianping Li. (2022) DNA-Immobilized Special Conformation Recognition of L-Penicillamine Using a Chiral Molecular Imprinting Technique. Polymers, 14 (19): (4133). [PMID:36236082] [10.3390/polym14194133] |
12. Xiaowei Huang, Wei Sun, Zhihua Li, Jiyong Shi, Ning Zhang, Yang Zhang, Xiaodong Zhai, Xuetao Hu, Xiaobo Zou. (2022) Hydrogen sulfide gas sensing toward on-site monitoring of chilled meat spoilage based on ratio-type fluorescent probe. FOOD CHEMISTRY, 396 (133654). [PMID:35853371] [10.1016/j.foodchem.2022.133654] |
13. Hao Yuan, Huangmei Zhou, Yu Zhao, Hao Tan, Rodolphe Antoine, Sanjun Zhang. (2022) Metal-Organic frameworks encapsulated Ag Nanoparticle-Nanoclusters with enhanced luminescence for simultaneous detection and removal of Chromium(VI). MICROCHEMICAL JOURNAL, 181 (107722). [PMID:] [10.1016/j.microc.2022.107722] |
14. Pu Li, Xiaoxiao Chen, Gaojun Wu, Zhe Wang, Chaobiao Huang. (2022) Ascorbic Acid Sensor Based on CdS QDs@PDA Fluorescence Resonance Energy Transfer. MOLECULES, 27 (7): (2097). [PMID:35408497] [10.3390/molecules27072097] |
15. Cong-Jie PAN, Tian-Tian CHEN, Long-Fei MA, Xue-Zhen QIN, Qiao-Qiao WEN, Su-Xiang FENG. (2022) One-pot facile synthesis of bright blue emitting silicon nanoparticles for sensitive detection of luteolin via inner filter effect. CHINESE JOURNAL OF ANALYTICAL CHEMISTRY, 50 (100069). [PMID:] [10.1016/j.cjac.2022.100069] |
16. Jun Zhang, Tingyang Xing, Min Zhang, Yunlong Zhou. (2022) Facile preparation of Cu2-xS supernanoparticles with an unambiguous SERS enhancement mechanism. CHEMICAL ENGINEERING JOURNAL, 434 (134457). [PMID:] [10.1016/j.cej.2021.134457] |
17. Zhang Wei, Zhang Yu, Liu Xin, Zhang Yue, Liu Yibing, Wang Wei, Su Rui, Sun Ying, Huang Yibing, Song Daqian, Wu Yanhua, Wang Xinghua. (2022) Ratiometric fluorescence and colorimetric dual-mode sensing platform based on carbon dots for detecting copper(II) ions and D-penicillamine. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 414 (4): (1651-1662). [PMID:34988586] [10.1007/s00216-021-03789-4] |
18. Yaofa Liu, Haimei Li, Shulan Li, Xiaoyang Zhang, Jiaqiang Xiong, Fenglei Jiang, Yi Liu, Peng Jiang. (2021) Chiral Cu2–xSe Nanoparticles for Enhanced Synergistic Cancer Chemodynamic/Photothermal Therapy in the Second Near-Infrared Biowindow. ACS Applied Materials & Interfaces, 13 (51): (60933–60944). [PMID:34923825] [10.1021/acsami.1c20486] |
19. Jinglei Liu, Wenbo Yuan, Caifeng Li, Mengmeng Cheng, Yan Su, Lijian Xu, Tianfei Chu, Shifeng Hou. (2021) l-Cysteine-Modified Graphene Oxide-Based Membrane for Chiral Selective Separation. ACS Applied Materials & Interfaces, 13 (41): (49215–49223). [PMID:34628847] [10.1021/acsami.1c14900] |
20. Shutong Yang, Fangling Wu, Fanzhen Yu, Liancheng Gu, Huanhuan Wang, Yiyi Liu, Yanqiu Chu, Fengyan Wang, Xiang Fang, Chuan-Fan Ding. (2021) Distinction of chiral penicillamine using metal-ion coupled cyclodextrin complex as chiral selector by trapped ion mobility-mass spectrometry and a structure investigation of the complexes. ANALYTICA CHIMICA ACTA, 1184 (339017). [PMID:34625257] [10.1016/j.aca.2021.339017] |
21. Wendi Han, Chenfang Miao, Xintian Zhang, Yinning Lin, Xiaoli Hao, Zhengjun Huang, Shaohuang Weng, Xinhua Lin, Xianzhong Guo, Jianyong Huang. (2021) A signal-off fluorescent strategy for deferasirox effective detection using carbon dots as probe and Cu2+ as medium. ANALYTICA CHIMICA ACTA, 1179 (338853). [PMID:34535261] [10.1016/j.aca.2021.338853] |
22. Lingyuan Liu, Qianyi Zhang, Feng Li, Mei Wang, Jing Sun, Shuyun Zhu. (2021) Fluorescent DNA-templated silver nanoclusters for highly sensitive detection of D-penicillamine. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 253 (119584). [PMID:33636492] [10.1016/j.saa.2021.119584] |
23. Dongbo Wang, Jie Lu, Leilei Zhang, Fanfan Fan, Lijuan Zhang, Xijian Liu, Haikuan Yuan, Xueyan Zhu. (2020) Experimental and Molecular Dynamics Simulation Study on the Primary Nucleation of Penicillamine Racemate and Its Enantiomers in the Mixture Solvent of Water and Ethanol. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 59 (50): (21957–21968). [PMID:] [10.1021/acs.iecr.0c04958] |
24. Qinzhen Li, Sha Yang, Tao Chen, Shan Jin, Jinsong Chai, Hui Zhang, Manzhou Zhu. (2020) Structure determination of a metastable Au22(SAdm)16 nanocluster and its spontaneous transformation into Au21(SAdm)15. Nanoscale, 12 (46): (23694-23699). [PMID:33226059] [10.1039/D0NR07124B] |
25. Zhang Xiong, Liu Qiao, Wang Zong-Wen, Xu Hui, An Feng-Ping, Huang Qun, Song Hong-Bo, Wang Yi-Wei. (2020) D-penicillamine modified copper nanoparticles for fluorometric determination of histamine based on aggregation-induced emission. MICROCHIMICA ACTA, 187 (6): (1-6). [PMID:32405710] [10.1007/s00604-020-04271-1] |
26. Congying Shao, Chunbo Li, Cheng Zhang, Zheng Ni, Xianhu Liu, Yongxiang Wang. (2020) Novel synthesis of orange-red emitting copper nanoclusters stabilized by methionine as a fluorescent probe for norfloxacin sensing. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 236 (118334). [PMID:32305833] [10.1016/j.saa.2020.118334] |
27. Zijie Feng, Yue Yang, Guangfu Xu, Yingxiang Du, Xiaodong Sun. (2020) Investigation of the synergistic effect with chiral D-penicillamine functionalized gold nanoparticle as an additive for enantiomeric separation in capillary electrophoresis. ELECTROPHORESIS, 41 (12): (1060-1066). [PMID:32181507] [10.1002/elps.201900369] |
28. Qi Wang, Lingfang Li, Tingxuan Wu, Xiangpeng Kong, Qingguo Ma, Chunlei Ma. (2020) A graphene quantum dots-Pb2+ based fluorescent switch for selective and sensitive determination of D-penicillamine. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 229 (117924). [PMID:31839577] [10.1016/j.saa.2019.117924] |
29. Lu Zhao, Xuan Kuang, Rui Kuang, Lei Tong, Zhaoxuan Liu, Ying Hou, Xu Sun, Zhiling Wang, Qin Wei. (2020) MOF-Based Supramolecule Helical Nanomaterials: Toward Highly Enantioselective Electrochemical Recognition of Penicillamine. ACS Applied Materials & Interfaces, 12 (1): (1533–1538). [PMID:31815425] [10.1021/acsami.9b18183] |
30. Shuo Geng, Weiwei Yang, Yong Sheng Yu. (2019) Building MoS2/S-doped g-C3N4 layered heterojunction electrocatalysts for efficient hydrogen evolution reaction. JOURNAL OF CATALYSIS, 375 (441). [PMID:] [10.1016/j.jcat.2019.06.026] |
31. 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, 58 (9): (6534–6543). [PMID:31007027] [10.1021/acs.inorgchem.9b00769] |
32. Wei Jiang, Qiang Xu, Xionghui Wei. (2019) Use of cobalt(II) chelates of monothiol-containing ligands for the removal of nitric oxide. JOURNAL OF HAZARDOUS MATERIALS, 374 (50). [PMID:30978630] [10.1016/j.jhazmat.2019.04.025] |
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34. Chaojie Qu, Duobao Zhang, Ran Yang, Jingyu Hu, Lingbo Qu. (2019) Nitrogen and sulfur co-doped graphene quantum dots for the highly sensitive and selective detection of mercury ion in living cells. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 206 (588). [PMID:30196152] [10.1016/j.saa.2018.07.097] |
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36. Han Jun, Zhang Hai, Wang Sheng, Zhou Jun, Luo Yi, Long Li-Hong, Hu Zhuang-Li, Wang Fang, Chen Jian-Guo, Wu Peng-Fei. (2016) Potentiation of Surface Stability of AMPA Receptors by Sulfhydryl Compounds: A Redox-Independent Effect by Disrupting Palmitoylation. NEUROCHEMICAL RESEARCH, 41 (11): (2890-2903). [PMID:27426946] [10.1007/s11064-016-2006-x] |
37. Tengfei Long, Yanjia Guo, Min Lin, Mengke Yuan, Zhongde Liu, Chengzhi Huang. (2016) Optically active red-emitting Cu nanoclusters originating from complexation and redox reaction between copper(II) and D/L-penicillamine. Nanoscale, 8 (18): (9764-9770). [PMID:27118654] [10.1039/C6NR01492E] |
38. Shu Min Lin, Shuo Geng, Na Li, Nian Bing Li, Hong Qun Luo. (2016) D-penicillamine-templated copper nanoparticles via ascorbic acid reduction as a mercury ion sensor. TALANTA, 151 (106). [PMID:26946016] [10.1016/j.talanta.2016.01.028] |
1. Jing Fu, Yujin Miao, Di Zhang, Yongjie Zhang, Luyao Meng, Xinrui Ni, Jinglin Shen, Wei Qi. (2023) Polymer-Enabled Assembly of Au Nanoclusters with Luminescence Enhancement and Macroscopic Chirality. LANGMUIR, 39 (37): (13316–13324). [PMID:37682809] [10.1021/acs.langmuir.3c01954] |
2. Sen Hu, Yuning Jiang, Jiaying Cao, Qiangting Zheng, Yiping Wu, Xiaoyu Guo, Ye Ying, Xinling Liu, Ying Wen, Haifeng Yang. (2023) Gold nanoparticles decorated MoS2 nanosheets for sensing and degradation of carbamazepine in environmental wastewater. Environmental Technology & Innovation, 32 (103302). [PMID:] [10.1016/j.eti.2023.103302] |
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