Determine the necessary mass, volume, or concentration for preparing a solution.
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≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice 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 7 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 488187671 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488187671 |
| Canonical Smiles | C1=CC=C(C=C1)COC(=O)CCC(C(=O)O)N |
| IUPAC Name | (2S)-2-amino-5-oxo-5-phenylmethoxypentanoic acid |
| InChIKey | BGGHCRNCRWQABU-JTQLQIEISA-N |
| INCHI | 1S/C12H15NO4/c13-10(12(15)16)6-7-11(14)17-8-9-4-2-1-3-5-9/h1-5,10H,6-8,13H2,(H,15,16)/t10-/m0/s1 |
| Isomeric SMILES | C1=CC=C(C=C1)COC(=O)CC[C@@H](C(=O)O)N |
| WGK Germany | 3 |
| Molecular Weight | 237.25 |
| Beilstein | 1885646 |
| Reaxy-Rn | 2467553 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2467553&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 | L-alpha-amino acids Benzyloxycarbonyls Fatty acid esters Dicarboxylic acids and derivatives Carboxylic acid esters Amino acids Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Glutamic acid or derivatives - Alpha-amino acid - Benzyloxycarbonyl - L-alpha-amino acid - Fatty acid ester - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - Benzenoid - Fatty acyl - Carboxylic acid ester - Amino acid - Carboxylic acid - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Amine - Organic oxide - Organic nitrogen compound - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Primary amine - Hydrocarbon derivative - Aromatic homomonocyclic 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 | Not available |
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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 | Sep 09, 2025 | G110915 | |
| Certificate of Analysis | Aug 18, 2025 | G110915 | |
| Certificate of Analysis | Jun 25, 2025 | G110915 | |
| Certificate of Analysis | Jun 25, 2025 | G110915 | |
| Certificate of Analysis | Jun 25, 2025 | G110915 | |
| Certificate of Analysis | Jun 25, 2025 | G110915 | |
| Certificate of Analysis | Jun 25, 2025 | G110915 | |
| Certificate of Analysis | May 16, 2024 | G110915 | |
| Certificate of Analysis | May 16, 2024 | G110915 | |
| Certificate of Analysis | May 16, 2024 | G110915 | |
| Certificate of Analysis | May 16, 2024 | G110915 | |
| Certificate of Analysis | May 16, 2024 | G110915 | |
| Certificate of Analysis | May 09, 2024 | G110915 | |
| Certificate of Analysis | Mar 11, 2024 | G110915 | |
| Certificate of Analysis | Mar 11, 2024 | G110915 | |
| Certificate of Analysis | Mar 11, 2024 | G110915 | |
| Certificate of Analysis | Mar 11, 2024 | G110915 | |
| Certificate of Analysis | Mar 15, 2023 | G110915 | |
| Certificate of Analysis | Feb 17, 2023 | G110915 | |
| Certificate of Analysis | Feb 17, 2023 | G110915 | |
| Certificate of Analysis | Feb 17, 2023 | G110915 | |
| Certificate of Analysis | Feb 17, 2023 | G110915 | |
| Certificate of Analysis | Feb 17, 2023 | G110915 | |
| Certificate of Analysis | Sep 06, 2022 | G110915 | |
| Certificate of Analysis | Sep 06, 2022 | G110915 | |
| Certificate of Analysis | Sep 06, 2022 | G110915 | |
| Certificate of Analysis | Sep 06, 2022 | G110915 |
| Specific Rotation[α] | 18° (C=1,AcOH) |
|---|---|
| Melt Point(°C) | 157℃-182°C |
| Molecular Weight | 237.250 g/mol |
| XLogP3 | -1.700 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 7 |
| Exact Mass | 237.1 Da |
| Monoisotopic Mass | 237.1 Da |
| Topological Polar Surface Area | 89.600 Ų |
| Heavy Atom Count | 17 |
| Formal Charge | 0 |
| Complexity | 261.000 |
| 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. Zengchao Guo, Jiang Xiao, Weiwei Liu, Yihan Wang, Tengfei Liu, Hui Jiang, Xiaohui Liu, Xuemei Wang. (2022) Cationic porphyrin-based nanoparticles assisted with bio-assembly imaging-guided strategy for efficient inactivation of bacteria and promote wound healing. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2022.141218] |
| 2. Dedai Lu, Yuanyuan Jin, Xiangya Wang, Liyuan Xie, Qianqian Liu, Yamin Chen, Hui Wang, Ziqiang Lei. (2021) Heparin-like anticoagulant polypeptides with tunable activity: Synthesis, characterization, anticoagulative properties and clot solubilities in vitro. Materials Science & Engineering C-Materials for Biological Applications, [PMID:34579917] [10.1016/j.msec.2021.112405] |
| 3. Yanping Tong, Zhaochuang Wang, Yan Xiao, Wei Liu, Jinghao Pan, Yan Zhou, Meidong Lang. (2019) In Situ Forming and Reversibly Cross-Linkable Hydrogels Based on Copolypept(o)ides and Polysaccharides. ACS Applied Bio Materials, [PMID:35021414] [10.1021/acsabm.9b00668] |
| 4. Zichao Huang, Zhenyi Zhu, Liping Liu, Wantong Song, Xuesi Chen. (2024) Preparation of Viromimetic Rod-Like Nanoparticle Vaccine (RLNVax) and Study of Their Humoral Immune Activation Efficacy. Biomaterials Science, [PMID:39225616] [10.1039/D4BM00827H] |
| 5. Wenqing Ji, Huiyao Xu, Xintao Wen, Siqi Huang, Jinlong Wen, Haocheng Li, Ying Guan, Yongjun Zhang. (2025) Toughening Elastomer while Lowering Hysteresis Using Peptide Cross-Linkers. ACS Applied Materials & Interfaces, [PMID:41069277] [10.1021/acsami.5c16118] |
| 6. Yanbing Song, Zhuo Zhao, Yuxuan Wang, Ran Cheng, Yafei Wang, Yan Zhang, Ying Guan, Yongjun Zhang. (2026) Rational Engineering of Copper Ion-Coordinated Molecularly Imprinted Polymers for Synergistic Enhancement of Protein Recognition and Separation. LANGMUIR, [PMID:41661287] [10.1021/acs.langmuir.5c05246] |
| 7. Jiang Jinhui, Pan Yiwen, Zhao Jingyi, Zhang Siwei, Ma Fulong, Zhang Zicong, Liu Mengli, Qiu Zijie, Zhao Zheng, Sun Jianwei, Kwok Ryan T. K., Xiong Yu, Lam Jacky W. Y., Han Wei, Tang Ben Zhong. (2026) Poly(vinyl alcohol) induced chirality inversion and amplification of circularly polarized room-temperature phosphorescence in homopolypeptide aggregates. Nature Communications, [PMID:41708632] [10.1038/s41467-026-69707-3] |