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.
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 19 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
D-Glutamic acid is an essential constituent of the bacterial peptidoglycan structure. It is added to UDP-N-acetylmuramyl-L-alanine (UDP-MurNAc-L-alanine) by the enzyme D-glutamic acid-adding enzyme (murD). This is, then, incorporated into the peptidoglycan precursor. Peptidoglycan makes up the cell walls of Gram-positive and -negative bacteria. The conversion of L-glutamate to D-glutamate by glutamate racemase (GR) enzyme is an essential step in the synthesis of peptidoglycan.
application:
D-Glutamic acid acts as a superior to alpha ketoglutarate. It helps in the growth of Lactobacillus arabinosus. It can inhibit the IgE binding to peanut allergens. It is widely used in pharmaceuticals and foods.
| Pubchem Sid | 488182816 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488182816 |
| Canonical Smiles | C(CC(=O)O)C(C(=O)O)N |
| IUPAC Name | (2R)-2-aminopentanedioic acid |
| InChIKey | WHUUTDBJXJRKMK-GSVOUGTGSA-N |
| INCHI | 1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1 |
| Isomeric SMILES | C(CC(=O)O)[C@H](C(=O)O)N |
| WGK Germany | 1 |
| Molecular Weight | 147.13 |
| Beilstein | 1723800 |
| Reaxy-Rn | 1723799 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1723799&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 |
| Direct Parent | Glutamic acid and derivatives |
| Alternative Parents | D-alpha-amino acids Amino fatty acids Dicarboxylic acids and derivatives Amino acids Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Glutamic acid or derivatives - Alpha-amino acid - D-alpha-amino acid - Amino fatty acid - Dicarboxylic acid or derivatives - Fatty acid - Fatty acyl - Amino acid - Carboxylic acid - Organic oxide - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Amine - Organic nitrogen compound - Hydrocarbon derivative - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as glutamic acid and derivatives. These are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid 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 | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Mar 11, 2026 | G100444 | |
| Certificate of Analysis | Jun 12, 2025 | G100444 | |
| Certificate of Analysis | Jun 12, 2025 | G100444 | |
| Certificate of Analysis | Jun 12, 2025 | G100444 | |
| Certificate of Analysis | Jun 12, 2025 | G100444 | |
| Certificate of Analysis | Jun 12, 2025 | G100444 | |
| Certificate of Analysis | Oct 14, 2024 | G100444 | |
| Certificate of Analysis | Sep 02, 2024 | G100444 | |
| Certificate of Analysis | Sep 02, 2024 | G100444 | |
| Certificate of Analysis | Sep 02, 2024 | G100444 | |
| Certificate of Analysis | Sep 02, 2024 | G100444 | |
| Certificate of Analysis | Sep 02, 2024 | G100444 | |
| Certificate of Analysis | Mar 21, 2024 | G100444 | |
| Certificate of Analysis | Jun 30, 2023 | G100444 | |
| Certificate of Analysis | Jun 30, 2023 | G100444 | |
| Certificate of Analysis | Jun 30, 2023 | G100444 | |
| Certificate of Analysis | Jun 30, 2023 | G100444 | |
| Certificate of Analysis | Jun 30, 2023 | G100444 | |
| Certificate of Analysis | Jun 30, 2023 | G100444 | |
| Certificate of Analysis | Jun 30, 2023 | G100444 | |
| Certificate of Analysis | Jun 30, 2023 | G100444 | |
| Certificate of Analysis | Jul 04, 2022 | G100444 | |
| Certificate of Analysis | Jul 04, 2022 | G100444 | |
| Certificate of Analysis | Jul 04, 2022 | G100444 | |
| Certificate of Analysis | Jul 04, 2022 | G100444 | |
| Certificate of Analysis | Jul 04, 2022 | G100444 | |
| Certificate of Analysis | Jul 04, 2022 | G100444 | |
| Certificate of Analysis | Jul 04, 2022 | G100444 | |
| Certificate of Analysis | Jul 04, 2022 | G100444 | |
| Certificate of Analysis | Jun 22, 2022 | G100444 | |
| Certificate of Analysis | Feb 26, 2022 | G100444 | |
| Certificate of Analysis | Feb 26, 2022 | G100444 | |
| Certificate of Analysis | Feb 26, 2022 | G100444 |
| Solubility | Soluble in water, slightly soluble in ethanol, insoluble in ether |
|---|---|
| Specific Rotation[α] | -30.0 to -33.0 deg(C=5, HCl(1+5)) |
| Melt Point(°C) | 200-202°C |
| Molecular Weight | 147.130 g/mol |
| XLogP3 | -3.700 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 4 |
| Exact Mass | 147.053 Da |
| Monoisotopic Mass | 147.053 Da |
| Topological Polar Surface Area | 101.000 Ų |
| Heavy Atom Count | 10 |
| Formal Charge | 0 |
| Complexity | 145.000 |
| 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 |
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| 5. Fangqin Wang, Wenrong Cai, Lilan Tan, Junyao Li, Datong Wu, Yong Kong. (2024) A Liquid–Liquid Interfacial Strategy for Construction of Electroactive Chiral Covalent–Organic Frameworks with the Aim to Enlarge the Testing Scope of Chiral Electroanalysis. ANALYTICAL CHEMISTRY, [PMID:38335728] [10.1021/acs.analchem.3c05744] |
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| 7. Jun Zhang, Kai Wu, Xiaoqing Gao, Min Zhang, Xin Zhou, Florian Bertram, Chen Shen, Yunlong Zhou. (2024) Achiral and chiral ligands synergistically harness chiral self-assembly of inorganics. Science Advances, 10 (42): [PMID:39423258] [10.1126/sciadv.ado5948] |
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| 13. Jieyuan Zhang, Ting Wang, Yuxuan Du, Yue Wu, Xinhui Jiang, Hecun Zou, Zhengwei Zhang. (2024) Smartphone-assisted ratiometric fluorescence sensor based on NS-codoped carbon dots/Au nanoclusters for rapid detection of Hg2+. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2024.110201] |
| 14. Qiaoru Zhang, Yu Wang, Tianyu Song, Mashooq Khan, Yanjun Gong, Yongxian Guo, Qiongzheng Hu. (2025) Molecular Structural Transformation from the D–A to D–D’ of an AIEgen for the Highly Sensitive Detection of Hydrogen Peroxide in Exhaled Breath Condensate. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2025.137124] |
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| 16. Bo Shen, Zhengqiu Chen, Junyu Chen, Ning Wang, Huaming Mao, Jungang Yin, Yu Ren, Wei Dai, Shuanglong Zhao, Hongwei Yang. (2025) Pervasive Construction of Cu@Ag Core–Shell Structures Driven by Glutamate Coordination. CRYSTAL GROWTH & DESIGN, [PMID:] [10.1021/acs.cgd.5c01031] |
| 17. 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] |
| 18. Fan Wu, Junyao Li, Ning Gu, Wenxin Huang, Datong Wu, Wenrong Cai, Zheng-Zhi Yin, Yong Kong. (2026) A dual-functional sensor for electrochemical discrimination and detection of glucose enantiomers based on chiral Au/Co3O4 nanoclusters. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2026.117002] |
| 19. 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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