D-Glutamine - 10mM in Water , CAS No.5959-95-5

CAS: 5959-95-5 Cat. No.: D424964 Molecular Weight: 146.14 Beilstein Registry Number: 1723796 EC Number: 673-968-0

GRADE & PURITY 10mM in Water

Synonyms

D-Glutamine, >=98% (TLC) | A8372 | CAS-5959-95-5 | NCGC00163333-01 | Q27102193 | H-D-Gln-OH | HY-100587 | D-glutamine | STK083062 | (R)-2,5-diamino-5-oxopentanoic acid | AKOS015854104 | D-Gln | NCGC00163333-02 | C00819 | D-Glutamic acid 5-amide | DGN | al

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

D-Glutamine is an unnatural isomer of glutamine
An unnatural isomer of glutamine

Specifications

Synonyms

D-Glutamine, >=98% (TLC) | A8372 | CAS-5959-95-5 | NCGC00163333-01 | Q27102193 | H-D-Gln-OH | HY-100587 | D-glutamine | STK083062 | (R)-2, 5-diamino-5-oxopentanoic acid | AKOS015854104 | D-Gln | NCGC00163333-02 | C00819 | D-Glutamic acid 5-amide | DGN | al

Specifications & Purity

10mM in Water

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Names and Identifiers

• Canonical Smiles: C(CC(=O)N)C(C(=O)O)N
• IUPAC Name: (2R)-2,5-diamino-5-oxopentanoic acid
• InChIKey: ZDXPYRJPNDTMRX-GSVOUGTGSA-N
• INCHI: 1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m1/s1
• Isomeric SMILES: C(CC(=O)N)[C@H](C(=O)O)N
• WGK Germany: 3
• Molecular Weight: 146.14
• Beilstein: 1723796
• Reaxy-Rn: 1723795
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1723795&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 Alpha amino acids
              • Level8 D-alpha-amino acids

• 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 - Alpha amino acids
• Direct Parent: D-alpha-amino acids
• Alternative Parents: Fatty acids and conjugates Amino acids Monocarboxylic acids and derivatives Carboxylic acids Carboximidic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: D-alpha-amino acid - Fatty acid - Amino acid - Carboximidic acid - Carboximidic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Amine - Hydrocarbon derivative - Primary amine - Organooxygen compound - Organonitrogen compound - Organic oxide - Primary aliphatic amine - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom.
• 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)

TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)

Discover Target: TSHR

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CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

Discover Target: CYP2D6

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CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

Discover Target: CYP1A2

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CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

Discover Target: CYP2C9

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CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

Discover Target: CYP2C19

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

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HIF1A Tchem Hypoxia-inducible factor 1 alpha (6027 Activities)

Discover Target: HIF1A

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

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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Mechanisms of Action

Chemical and Physical Properties

• Specific Rotation[α]: -33 ° (C=5, 5mol/L HCl)
• Molecular Weight: 146.140 g/mol
• XLogP3: -3.100
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 146.069 Da
• Monoisotopic Mass: 146.069 Da
• Topological Polar Surface Area: 106.000 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 146.000
• 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

1. 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]

2. Ning Jiang, Chuang Zhang, Meng Li, Shuai Li, Zhili Hao, Zhengqiang Li, Zhuofu Wu, Chen Li.  (2021)  The Fabrication of Amino Acid Incorporated Nanoflowers with Intrinsic Peroxidase-like Activity and Its Application for Efficiently Determining Glutathione with TMB Radical Cation as Indicator.  Micromachines,  12  (9): (1099).  [PMID:34577742] [10.3390/mi12091099]

3. Lamei Yang, Feng Luo, Weili Wei.  (2021)  Simultaneous determination of the concentration and enantiomeric excess of amino acids with a coumarin-derived achiral probe.  Analytical Methods,  13  (16): (1905-1910).  [PMID:33913945] [10.1039/D1AY00271F]

4. Wenchan Deng, Chundan Ye, Wei Wang, Rongrong Huang, Cheng Guo, Yuanjiang Pan, Cuirong Sun.  (2024)  LC-MS analysis of chiral amino acids in human urine reveals D-amino acids as potential biomarkers for colorectal cancer.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,      [PMID:39121519] [10.1016/j.jchromb.2024.124270]

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. Luzheng Dong, Jun Wu, Xiashi Zhu.  (2024)  Preparation of amino acid chiral ionic liquid and visual chiral recognition of glutamine and phenylalanine enantiomers.  CHIRALITY,  36  (4): (e23665).  [PMID:38570326] [10.1002/chir.23665]

7. 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]