Determine the necessary mass, volume, or concentration for preparing a solution.
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≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,Desiccated,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 22 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
An amino acid precursor of serotonin and melatonin.
application:
DL-Tryptophan is an amino acid precursor of serotonin and melatonin. It is a dietary supplement for use as an antidepressant, anxiolytic, and sleep aid. DL-tryptophan also can be used as feed nutrition enhancer, antioxidants.
| Pubchem Sid | 504750472 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504750472 |
| Canonical Smiles | C1=CC=C2C(=C1)C(=CN2)CC(C(=O)O)N |
| IUPAC Name | 2-amino-3-(1H-indol-3-yl)propanoic acid |
| InChIKey | QIVBCDIJIAJPQS-UHFFFAOYSA-N |
| INCHI | 1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15) |
| Isomeric SMILES | C1=CC=C2C(=C1)C(=CN2)CC(C(=O)O)N |
| WGK Germany | 1 |
| RTECS | YN6129200 |
| Molecular Weight | 204.23 |
| Beilstein | 86199 |
| Reaxy-Rn | 86196 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=86196&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 | Organoheterocyclic compounds |
| Class | Indoles and derivatives |
| Subclass | Indolyl carboxylic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Indolyl carboxylic acids and derivatives |
| Alternative Parents | Alpha amino acids 3-alkylindoles Aralkylamines Substituted pyrroles Benzenoids Heteroaromatic compounds Amino acids Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Indolyl carboxylic acid derivative - Alpha-amino acid - Alpha-amino acid or derivatives - 3-alkylindole - Indole - Aralkylamine - Benzenoid - Substituted pyrrole - Heteroaromatic compound - Pyrrole - Amino acid or derivatives - Amino acid - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Amine - Primary aliphatic amine - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Organonitrogen compound - Organooxygen compound - Primary amine - Organopnictogen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. These are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. |
| External Descriptors | alpha-amino acid - aromatic amino acid - aminoalkylindole |
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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 | Jun 15, 2026 | T103482 | |
| Certificate of Analysis | Jun 15, 2026 | T103482 | |
| Certificate of Analysis | Jun 15, 2026 | T103482 | |
| Certificate of Analysis | Jun 15, 2026 | T103482 | |
| Certificate of Analysis | Sep 09, 2025 | T103482 | |
| Certificate of Analysis | Sep 09, 2025 | T103482 | |
| Certificate of Analysis | Nov 11, 2024 | T103482 | |
| Certificate of Analysis | Sep 14, 2024 | T103482 | |
| Certificate of Analysis | Jul 27, 2024 | T103482 | |
| Certificate of Analysis | Jul 27, 2024 | T103482 | |
| Certificate of Analysis | Jul 27, 2024 | T103482 | |
| Certificate of Analysis | Jun 29, 2024 | T103482 | |
| Certificate of Analysis | Jun 29, 2024 | T103482 |
| Solubility | DL-Tryptophan is an amino acid precursor of serotonin and melatonin.Soluble I water. 10 g/L (20°C), Hcl and alkalies. Sparingly soluble in alcohol. |
|---|---|
| Sensitivity | Light sensitive. |
| Melt Point(°C) | 289-290 °C |
| Molecular Weight | 204.220 g/mol |
| XLogP3 | -1.100 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 3 |
| Exact Mass | 204.09 Da |
| Monoisotopic Mass | 204.09 Da |
| Topological Polar Surface Area | 79.100 Ų |
| Heavy Atom Count | 15 |
| Formal Charge | 0 |
| Complexity | 245.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| 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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| 2. Yutong Li, Xinhui Gu, Jiayin Zhao, Fengna Xi. (2022) Fabrication of a Ratiometric Fluorescence Sensor Based on Carbon Dots as Both Luminophores and Nanozymes for the Sensitive Detection of Hydrogen Peroxide. MOLECULES, 27 (21): (7379). [PMID:36364206] [10.3390/molecules27217379] |
| 3. Huixian Liu, Xin Qiu, Jian Ke, Wenbei Chen, Xiaoping Bai, Yibing Ji, Jianqiu Chen. (2022) High mechanical strength conductive inorganic–organic composite membranes for chiral separation and in situ cleaning. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2022.121880] |
| 4. Jian Zhang, Lingling Liang, Yanqing Miao, Yang Yang, Xin Bao, Chunye Liu. (2022) Open-tubular capillary electrochromatography with hydroxypropyl-β-cyclodextrin imprinted polymers: hybrid polyhedral oligomeric silsesquioxane as a coating for enantioseparation. RSC Advances, 12 (16): (9637-9644). [PMID:35424918] [10.1039/D2RA00079B] |
| 5. Huan Luo, Xiaoping Bai, Huixian Liu, Xin Qiu, Jianqiu Chen, Yibing Ji. (2021) β-Cyclodextrin covalent organic framework modified-cellulose acetate membranes for enantioseparation of chiral drugs. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2021.120336] |
| 6. You Dou, Ran Yang, Yue Xiao, Jiao Wu, Lingbo Qu, Yuanqiang Sun, Zhaohui Li. (2021) Teaching a fluorophore new tricks: Exploiting the light-driven organic oxidase nanozyme properties of thiazolothiazole for highly sensitive biomedical detection. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2021.131226] |
| 7. Shaoping Ma, Fenfang Li, Zhijian Tan. (2021) Enantioselective liquid-liquid extraction of tryptophan enantiomers by a recyclable aqueous biphasic system based on stimuli-responsive polymers. JOURNAL OF CHROMATOGRAPHY A, [PMID:34525428] [10.1016/j.chroma.2021.462532] |
| 8. Pengcheng Peng, Lifu Liao, Zhaohui Yu, Min Jiang, Jian Deng, Xilin Xiao. (2019) A novel sensor based on multi-walled carbon nanotubes and boron-doped double-layer molecularly imprinted membrane for the analysis of SCZ in pharmaceutical and biological samples. INTERNATIONAL JOURNAL OF ENVIRONMENTAL ANALYTICAL CHEMISTRY, [PMID:] [10.1080/03067319.2019.1622697] |
| 9. Jianwei Bai, Wenpan Zhang, Xiaofei Ma, Longqi Chen, Lijia Liu, Chunhong Zhang. (2019) Synthesis of novel hyper-cross-linked chiral porous polymers and their applications in enantioselective adsorption of amino acids. MICROPOROUS AND MESOPOROUS MATERIALS, [PMID:] [10.1016/j.micromeso.2019.109892] |
| 10. Xiao-Rong Yang, Li Lei, Zhuo Peng, Hai-Rong Yu, Chang-Jing Cheng. (2019) Magnetic carbon nanotubes grafted with smart polymer brushes for highly efficient enantioseparation of tryptophan enantiomers. Analytical Methods, 11 (47): (5953-5962). [PMID:] [10.1039/C9AY01736D] |
| 11. Zhu Han-Yan, Song Xiao-Dong, Yang Xiao-Rong, Cheng Chang-Jing, Yu Hai-Rong, Zhang Huai-Hao. (2018) Smart chiral magnetic nanoparticles for highly efficient enantioseparation of tryptophan enantiomers. JOURNAL OF MATERIALS SCIENCE, 54 (4): (2960-2974). [PMID:] [10.1007/s10853-018-3072-z] |
| 12. Xiao-Rong Yang, Xiao-Dong Song, Han-Yan Zhu, Chang-Jing Cheng, Hai-Rong Yu, Huai-Hao Zhang. (2018) Novel Smart Polymer-Brush-Modified Magnetic Graphene Oxide for Highly Efficient Chiral Recognition and Enantioseparation of Tryptophan Enantiomers. ACS Applied Bio Materials, [PMID:34996147] [10.1021/acsabm.8b00294] |
| 13. Qing Xiong, Jing Jin, Liqiong Lv, Zhisi Bu, Shengqiang Tong. (2018) Chiral ligand exchange countercurrent chromatography: Enantioseparation of amino acids. JOURNAL OF SEPARATION SCIENCE, 41 (6): (1479-1488). [PMID:29323783] [10.1002/jssc.201701117] |
| 14. Hongjuan Wang, Duo Qian, Xilin Xiao, Bo He, Shuqin Gao, Han Shi, Lifu Liao, Jian Deng. (2017) Enantioselective determination of S-ornidazole by using carbon paste electrode modified with boron-embedded conductive copolymer-polysiloxane-based molecularly imprinted hybrid film. ELECTROCHIMICA ACTA, [PMID:] [10.1016/j.electacta.2017.06.064] |
| 15. Lian-Di Guo, Ya-Ya Song, Hai-Rong Yu, Li-Ting Pan, Chang-Jing Cheng. (2017) Novel smart chiral magnetic microspheres for enantioselective adsorption of tryptophan enantiomers. APPLIED SURFACE SCIENCE, [PMID:] [10.1016/j.apsusc.2017.02.121] |
| 16. Lu Zhang, Jun-qing Yang, Ying Luo, Jing-chuan Shang, Xin-hui Jiang. (2015) Simultaneous determination of eleven compounds related to metabolism of bioamines in rat cortex and hippocampus by HPLC-ECD with boron-doped diamond working electrode. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, [PMID:26512998] [10.1016/j.jpba.2015.10.020] |
| 17. Xiaoli Qin, Wenjuan Guo, Huijing Yu, Juan Zhao, Meishan Pei. (2015) A novel electrochemical aptasensor based on MWCNTs–BMIMPF6 and amino functionalized graphene nanocomposite films for determination of kanamycin. Analytical Methods, 7 (13): (5419-5427). [PMID:] [10.1039/C5AY00713E] |
| 18. Xuan Zhang, Fang Wang, Zilin Chen. (2024) Electrochemical chiral sensor for recognition of amino acid enantiomers with cyclodextrin-based microporous organic networks. ANALYTICA CHIMICA ACTA, [PMID:38969416] [10.1016/j.aca.2024.342879] |
| 19. Xinwei Peng, Yongming Wei, Yangfeng Peng, Hongliang Zhao, Tianzhong Tong, Quan He. (2024) Enantiomeric separation of tryptophan via novel chiral polyamide composite membrane. CHIRALITY, 36 (5): (e23674). [PMID:38699859] [10.1002/chir.23674] |
| 20. Jinmin Wang, Chenkai Chu, Mingming Fang, Yongxin Tao, Yong Qin, Zheng Liang. (2025) Functional Covalent Organic Framework Nanosheets for Ratiometric Monitoring of Pseudomonas aeruginosa Biomarker with Deep Learning-Assisted Assay. ACS Applied Nano Materials, [PMID:] [10.1021/acsanm.4c06919] |
| 21. Xiaoyu Chen, Baian Ji, Meiling Zhou, Hanwen Deng, Min Wang, Zhining Xia. (2025) Affinity Capillary Electrophoresis Based on Receptor Quasi-Immobilization for the Study of Interactions Between Drugs and Serum Albumin. JOURNAL OF SEPARATION SCIENCE, 48 (4): (e70142). [PMID:40259547] [10.1002/jssc.70142] |
| 22. Zenghui Xie, Jiana Lin, Yuling Hu, Gongke Li. (2025) Pore Segmentation Strategy of Calixarene-Based Covalent Organic Frameworks for Chiral Selective Transmembrane Transport of Amino Acids. ANALYTICAL CHEMISTRY, [PMID:41251229] [10.1021/acs.analchem.5c05490] |