DL-Arginine is used in the synthesis of creatine and polyamines. DL-Arg is used in physicochemical analysis of amino acid complexation dynamics and crystal structure formations.
| Canonical Smiles | C(CC(C(=O)O)N)CN=C(N)N |
|---|---|
| IUPAC Name | 2-amino-5-(diaminomethylideneamino)pentanoic acid |
| InChIKey | ODKSFYDXXFIFQN-UHFFFAOYSA-N |
| INCHI | 1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10) |
| Isomeric SMILES | C(CC(C(=O)O)N)CN=C(N)N |
| WGK Germany | 3 |
| Molecular Weight | 174.2 |
| Beilstein | 1725411 |
| Reaxy-Rn | 2090768 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2090768&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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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 | Arginine and derivatives |
| Alternative Parents | Alpha amino acids Fatty acids and conjugates Guanidines Amino acids Monocarboxylic acids and derivatives Carboxylic acids Carboximidamides Organopnictogen compounds Organic oxides Monoalkylamines Imines Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Arginine or derivatives - Alpha-amino acid - Fatty acid - Guanidine - Amino acid - Carboximidamide - Monocarboxylic acid or derivatives - Carboxylic acid - Organic nitrogen compound - Hydrocarbon derivative - Organic oxygen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Imine - Carbonyl group - Amine - Organopnictogen compound - Organic oxide - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as arginine and derivatives. These are compounds containing arginine or a derivative thereof resulting from reaction of arginine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
| External Descriptors | guanidines - alpha-amino acid |
| Sensitivity | Air sensitive |
|---|---|
| Melt Point(°C) | 230°C |
| Molecular Weight | 174.200 g/mol |
| XLogP3 | -4.200 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 5 |
| Exact Mass | 174.112 Da |
| Monoisotopic Mass | 174.112 Da |
| Topological Polar Surface Area | 128.000 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 176.000 |
| 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 |
| 1. Weimin Yin, Jiao Chang, Jiuyuan Sun, Yuge Zhao, Shiyu Chen, Hui Zhi, Jie Zang, Tingting Zhang, Yongyong Li, Haiqing Dong. (2023) Arginine nanoparticles mediated closed-loop ferroptosis enhancement for T cell activity boosting in cancer immunotherapy. Applied Materials Today, [PMID:] [10.1016/j.apmt.2023.102047] |
| 2. Zhao Yanfang, Xie Hanyi, Zhao Mei, Li Huijuan, Chen Xiangfeng, Cai Zongwei, Song Hexing. (2019) Core-shell hollow spheres of type C@MoS2 for use in surface-assisted laser desorption/ionization time of flight mass spectrometry of small molecules. MICROCHIMICA ACTA, 186 (12): (1-9). [PMID:31754806] [10.1007/s00604-019-3960-1] |
| 3. Guiju Xu, Shengju Liu, Jiaxi Peng, Wenping Lv, Ren’an Wu. (2015) Facile Synthesis of Gold@Graphitized Mesoporous Silica Nanocomposite and Its Surface-Assisted Laser Desorption/Ionization for Time-of-Flight Mass Spectroscopy. ACS Applied Materials & Interfaces, [PMID:25552293] [10.1021/am507894y] |
| 4. Fengyuan Liu, Jiashan Xia, Chun Tao, Changmei Chen, Xiangshu Cheng, Rongchun Yi, Lulu Wang, Yue Wang, Tao Deng. (2024) The heterogeneity of physiological activity for chiral carbon dots derived from L/D/DL-arginine. Journal of Materials Chemistry B, [PMID:39283590] [10.1039/D4TB01294A] |
