Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥99% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature,Argon charged,Desiccated,Cool 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 16 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Product Describtion:
D-proline is an isomer of the naturally occurring amino acid, L-Proline. D-amino acids have been found in relatively high abundance in human plasma and saliva. These amino acids may be of bacterial origin, but there is also evidence that they are endogenously produced through amino acid racemase activity.
| Pubchem Sid | 488180918 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488180918 |
| Sonrisas canónicas | C1CC(NC1)C(=O)O |
| IUPAC Name | (2R)-pyrrolidine-2-carboxylic acid |
| InChIKey | ONIBWKKTOPOVIA-SCSAIBSYSA-N |
| INCHI | 1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1 |
| Isómeros SMILES | C1C[C@@H](NC1)C(=O)O |
| WGK Alemania | 3 |
| Peso molecular | 115.13 |
| Beilstein | 80811 |
| Reaxy-Rn | 80809 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=80809&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 | Proline and derivatives |
| Alternative Parents | D-alpha-amino acids Pyrrolidine carboxylic acids Amino acids Monocarboxylic acids and derivatives Dialkylamines Carboxylic acids Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Proline or derivatives - Alpha-amino acid - D-alpha-amino acid - Pyrrolidine carboxylic acid - Pyrrolidine carboxylic acid or derivatives - Pyrrolidine - Amino acid - Carboxylic acid - Secondary aliphatic amine - Monocarboxylic acid or derivatives - Secondary amine - Organoheterocyclic compound - Azacycle - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Amine - Organopnictogen compound - Organic oxide - Carbonyl group - Organic nitrogen compound - Hydrocarbon derivative - Aliphatic heteromonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as proline and derivatives. These are compounds containing proline or a derivative thereof resulting from reaction of proline 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 | May 13, 2026 | P111001 | |
| Certificate of Analysis | May 13, 2026 | P111001 | |
| Certificate of Analysis | May 13, 2026 | P111001 | |
| Certificate of Analysis | Jan 19, 2026 | P111001 | |
| Certificate of Analysis | Dec 10, 2024 | P111001 | |
| Certificate of Analysis | Dec 10, 2024 | P111001 | |
| Certificate of Analysis | Dec 10, 2024 | P111001 | |
| Certificate of Analysis | Aug 23, 2023 | P111001 | |
| Certificate of Analysis | Aug 23, 2023 | P111001 | |
| Certificate of Analysis | Aug 23, 2023 | P111001 | |
| Certificate of Analysis | Aug 23, 2023 | P111001 | |
| Certificate of Analysis | Aug 23, 2023 | P111001 | |
| Certificate of Analysis | Aug 23, 2023 | P111001 | |
| Certificate of Analysis | Jan 16, 2023 | P111001 | |
| Certificate of Analysis | Jan 16, 2023 | P111001 | |
| Certificate of Analysis | Jan 16, 2023 | P111001 | |
| Certificate of Analysis | Jan 16, 2023 | P111001 | |
| Certificate of Analysis | Jan 16, 2023 | P111001 | |
| Certificate of Analysis | Jan 16, 2023 | P111001 | |
| Certificate of Analysis | Jan 16, 2023 | P111001 | |
| Certificate of Analysis | Feb 11, 2022 | P111001 | |
| Certificate of Analysis | Feb 11, 2022 | P111001 | |
| Certificate of Analysis | Feb 11, 2022 | P111001 |
| Solubilidad | Soluble in water (1620 g/l at 20 °C), and acetone (slightly). Insoluble in ethanol. |
|---|---|
| Sensibilidad | Moisture sensitive |
| Rotación específica [α] | 85° (C=4,H2O) |
| Punto de fusión (°C) | 223°C |
| Peso molecular | 115.130 g/mol |
| XLogP3 | -2.500 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Exact Mass | 115.063 Da |
| Monoisotopic Mass | 115.063 Da |
| Topological Polar Surface Area | 49.300 Ų |
| Heavy Atom Count | 8 |
| Formal Charge | 0 |
| Complexity | 103.000 |
| 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. Xuexia Xu, Qin Yang, Lanteng Wang, Jie Zheng, Yang Gu, Xiwen Xing, Jiahai Zhou. (2023) Enzymatic hydrolysis of L-azetidine-2-carboxylate ring opening. Catalysis Science & Technology, 13 (13): (3953-3962). [PMID:] [10.1039/D3CY00366C] |
| 2. Li Gao, Piao Xu, Jiaoyan Ren. (2023) A sensitive and economical method for simultaneous determination of D/L- amino acids profile in foods by HPLC-UV: Application in fermented and unfermented foods discrimination. FOOD CHEMISTRY, [PMID:36628920] [10.1016/j.foodchem.2022.135382] |
| 3. Xiang-Lin Fang, Rui-Tong Zhao, Na Chen, Xin Wang, Peng Wang, Zhi-Wei He, Shao-Xin Li, Yang Xu, Yong-Hong He. (2022) Real-time monitoring the hydrolysis of chiral molecules by optical weak measurement. OPTIK, [PMID:] [10.1016/j.ijleo.2022.169340] |
| 4. Chengyi Xie, Liancheng Gu, Qidi Wu, Lei Li, Chenlu Wang, Jiancheng Yu, Keqi Tang. (2020) Effective Chiral Discrimination of Amino Acids through Oligosaccharide Incorporation by Trapped Ion Mobility Spectrometry. ANALYTICAL CHEMISTRY, [PMID:33226780] [10.1021/acs.analchem.0c03461] |
| 5. Bingbing Liu, Xiaoya Wang, Yunyun Zhai, Zulei Zhang, Haiqing Liu, Lei Li, Herui Wen. (2019) Facile preparation of well conductive 2D MOF for nonenzymatic detection of hydrogen peroxide: Relationship between electrocatalysis and metal center. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, [PMID:] [10.1016/j.jelechem.2019.113804] |
| 6. Xudong Zhu, Yanbo Zeng, Zulei Zhang, Yiwen Yang, Yunyun Zhai, Hailong Wang, Lingyu Liu, Jian Hu, Lei Li. (2018) A new composite of graphene and molecularly imprinted polymer based on ionic liquids as functional monomer and cross-linker for electrochemical sensing 6-benzylaminopurine. BIOSENSORS & BIOELECTRONICS, [PMID:29499557] [10.1016/j.bios.2018.02.032] |
| 7. 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] |
| 8. Detao Li, Zichen Ning, Zhuoshan Gong, Limin Zhou, Li Xu, Feiqiang He, Hamza Shehzad, Heng Jerry, Shichao Du, Jinbo Ouyang. (2025) Insights into salts/cocrystals formation of polyhydroxy natural products as well as their separation behavior via cocrystallization. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2025.131453] |
| 9. 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] |
| 10. Ying Xu, Cong Dai, Zhifeng Xu. (2025) Sensitive fluorescence turn-on sensing of hydroxyl radical and glucose based on the oxidative degradation of reductive organic cage. TALANTA, [PMID:39755078] [10.1016/j.talanta.2025.127518] |
| 11. Chenyang Liu, Shuxiang Jiao, Yuhua Liu, Tao Wu, Leilei Xie, Lijuan Zhang, Yun Zhang, Wenming Wang, Hongfei Wang. (2024) Synthesis, structure, cytotoxicity, photodynamic reactivities and molecular simulation studies of three [RuNO(Qn)(Pro)Cl] isomeric complexes. JOURNAL OF MOLECULAR STRUCTURE, [PMID:] [10.1016/j.molstruc.2024.140243] |
| 12. Lei Ding, Chundan Ye, Junchen Zhu, Cuirong Sun. (2025) Detection of D-Dopa in Levodopa Tablets by Derivatization Coupled with LC-MS/MS. JOURNAL OF CHROMATOGRAPHY A, [PMID:40818435] [10.1016/j.chroma.2025.466278] |
| 13. Detao Li, Zichen Ning, Feiqiang He, Zhi Gao, Limin Zhou, Li Xu, Zhijian Zheng, Jerry Heng, Shichao Du, Jinbo Ouyang. (2025) Competitive Chiral Cocrystallization Inspired Enantioseparation: Mechanistic Insights into R/S-Mandelic Acid and d/l-Prolinamide. CRYSTAL GROWTH & DESIGN, [PMID:] [10.1021/acs.cgd.5c00692] |
| 14. 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] |
| 15. 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] |
| 16. 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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