D-Asparagine - ≥99% , CAS No.2058-58-4

CAS: 2058-58-4 Cat. No.: D121586 Molecular Weight: 132.12 Beilstein Registry Number: 1723526 EC Number: 218-163-3

GRADE & PURITY ≥99%

Synonyms

MFCD00008036 | Z285131562 | ASPARAGINE D-FORM [MI] | (R)-2,4-Diamino-4-oxobutanoic acid | C01905 | D-aspartic acid beta-amide | HY-W010378 | EN300-72273 | 3-[5-(3,4-DIMETHOXY-BENZYLIDENE)-4-OXO-2-THIOXO-THIAZOLIDIN-3-YL]-PROPIONICACID | (R)-2-Aminosuccina

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

MFCD00008036 | Z285131562 | ASPARAGINE D-FORM [MI] | (R)-2, 4-Diamino-4-oxobutanoic acid | C01905 | D-aspartic acid beta-amide | HY-W010378 | EN300-72273 | 3-[5-(3, 4-DIMETHOXY-BENZYLIDENE)-4-OXO-2-THIOXO-THIAZOLIDIN-3-YL]-PROPIONICACID | (R)-2-Aminosuccina

Specifications & Purity

≥99%

Storage

Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488189750
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488189750
• Canonical Smiles: C(C(C(=O)O)N)C(=O)N
• IUPAC Name: (2R)-2,4-diamino-4-oxobutanoic acid
• InChIKey: DCXYFEDJOCDNAF-UWTATZPHSA-N
• INCHI: 1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m1/s1
• Isomeric SMILES: C([C@H](C(=O)O)N)C(=O)N
• WGK Germany: 1
• Molecular Weight: 132.12
• Beilstein: 1723526
• Reaxy-Rn: 1723525
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1723525&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Asparagine and derivatives

• 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: Asparagine and derivatives
• Alternative Parents: D-alpha-amino acids Fatty amides Fatty acids and conjugates Primary carboxylic acid amides Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Asparagine or derivatives - Alpha-amino acid - D-alpha-amino acid - Fatty amide - Fatty acyl - Fatty acid - Carboxamide group - Amino acid - Primary carboxylic acid amide - Carboxylic acid - Monocarboxylic acid or derivatives - Organic nitrogen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Primary aliphatic amine - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Amine - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as asparagine and derivatives. These are compounds containing asparagine or a derivative thereof resulting from reaction of asparagine 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)

Discover Target: RGS4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Specific Rotation[α]: α20/D −35°, c = 5 in 5 M HCl
• Melt Point(°C): 280°C
• Molecular Weight: 132.120 g/mol
• XLogP3: -3.400
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 132.053 Da
• Monoisotopic Mass: 132.053 Da
• Topological Polar Surface Area: 106.000 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 134.000
• 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

References

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2. Zezhen Zhang, Shuman Feng, Qianyu Wei, Lili Wu.  (2023)  Preparation and surface modification of ultrahigh throughput tannic acid coblended polyethersulfone ultrafiltration membranes for hemodialysis.  JOURNAL OF APPLIED POLYMER SCIENCE,  140  (12): (e53640).  [PMID:] [10.1002/app.53640]

3. 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]

4. Arabi Maryam, Ostovan Abbas, Wang Yunqing, Mei Rongchao, Fu Longwen, Li Jinhua, Wang Xiaoyan, Chen Lingxin.  (2022)  Chiral molecular imprinting-based SERS detection strategy for absolute enantiomeric discrimination.  Nature Communications,  13  (1): (1-14).  [PMID:36180485] [10.1038/s41467-022-33448-w]

5. Shutong Yang, Liancheng Gu, Fangling Wu, Xinhua Dai, Fuxing Xu, Qiaoyu Li, Xiang Fang, Shaoning Yu, Chuan-Fan Ding.  (2022)  The chirality determination of amino acids by forming complexes with cyclodextrins and metal ions using ion mobility spectrometry, and a DFT calculation.  TALANTA,      [PMID:35272154] [10.1016/j.talanta.2022.123363]

6. Kaiming Zhang, Jiawen Sun, Jingyao Song, Chuanhui Gao, Zhe Wang, Chengxin Song, Yumin Wu, Yuetao Liu.  (2020)  Self-Healing Ti3C2 MXene/PDMS Supramolecular Elastomers Based on Small Biomolecules Modification for Wearable Sensors.  ACS Applied Materials & Interfaces,      [PMID:32921045] [10.1021/acsami.0c13653]

7. Xiaojing Su, Weihua Yang, Zhenhao Zhang, Lexi Deng, Kunquan Li, Huali Xie, Yunhui Wu, Xiaofan Zhang, Wenjian Wu.  (2024)  Conductive Cross-Linkable PDMS-MXene Nanosheet Networks on Polyurethane Sponges as Robust Superhydrophobic Sensors for Human Motion Detection.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.3c05480]

8. 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]