Cas no 3081-62-7 (L-Glutamine, N-methyl-)

L-Glutamine, N-methyl- is a modified amino acid derivative where the amide nitrogen of L-glutamine is methylated. This structural alteration enhances its metabolic stability and bioavailability compared to its parent compound. It serves as a valuable intermediate in peptide synthesis and pharmaceutical research, particularly in designing protease-resistant analogs. The N-methylation reduces hydrogen bonding capacity, which can improve membrane permeability and pharmacokinetic properties. This compound is also of interest in studying glutamine metabolism and its role in cellular processes. Its high purity and well-defined chemical properties make it suitable for applications in medicinal chemistry and biochemical research.
L-Glutamine, N-methyl- structure
L-Glutamine, N-methyl- structure
Product Name:L-Glutamine, N-methyl-
CAS No:3081-62-7
MF:C6H12N2O3
MW:160.171081542969
CID:313097
PubChem ID:160669
Update Time:2025-05-20

L-Glutamine, N-methyl- Chemical and Physical Properties

Names and Identifiers

    • L-Glutamine, N-methyl-
    • N-me-gln
    • N-Methyl-L-glutamine
    • gamma-glutamylmethylamide
    • GlutaMylMethylaMide
    • L-2-Amino-glutarsaeure-5-methylamid
    • N5-Methyl-L-glutamin
    • N5-methyl-L-glutamine
    • N-Methylglutamine
    • L-Glutamyl-γ-methylamide
    • γ-Glutamylmethylamide
    • γ-L-Glutamylmethylamide
    • γ-N-Methyl-L-glutamine
    • γ-N-Methylglutamine
    • N-(γ-glutamyl)methylamine
    • Inchi: 1S/C6H12N2O3/c1-8-4(6(10)11)2-3-5(7)9/h4,8H,2-3H2,1H3,(H2,7,9)(H,10,11)/t4-/m0/s1
    • InChI Key: KSZFSNZOGAXEGH-BYPYZUCNSA-N
    • SMILES: C(O)(=O)[C@H](CCC(N)=O)NC

Computed Properties

  • Exact Mass: 174.06400
  • Monoisotopic Mass: 160.084792
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 5
  • Complexity: 158
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 92.4
  • XLogP3: -3.6

Experimental Properties

  • Density: 1.211
  • Melting Point: 202 °C (decomp)
  • Boiling Point: 427.5°Cat760mmHg
  • Flash Point: 212.4°C
  • Refractive Index: 1.494
  • PSA: 123.48000
  • LogP: -0.36650
  • pka: 2.19±0.10(Predicted)

L-Glutamine, N-methyl- Customs Data

  • HS CODE:2924199090
  • Customs Data:

    China Customs Code:

    2924199090

    Overview:

    2924199090. Other acyclic amides(Including acyclic carbamates)(Including its derivatives and salts). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, packing

    Summary:

    2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

L-Glutamine, N-methyl- Pricemore >>

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L-Glutamine, N-methyl- Related Literature

Additional information on L-Glutamine, N-methyl-

L-Glutamine, N-methyl- (CAS No. 3081-62-7): An Overview of Its Structure, Properties, and Applications in Biomedical Research

L-Glutamine, N-methyl- (CAS No. 3081-62-7) is a derivative of the amino acid L-glutamine, which plays a crucial role in various biological processes. This compound has gained significant attention in recent years due to its unique properties and potential applications in biomedical research and drug development. In this article, we will delve into the structure, properties, and recent advancements related to L-Glutamine, N-methyl-.

Structure and Chemical Properties: L-Glutamine, N-methyl- is a modified form of L-glutamine where the nitrogen atom of the amide group is methylated. The chemical formula of L-Glutamine, N-methyl- is C6H13NO3, and it has a molecular weight of 147.17 g/mol. The methylation of the nitrogen atom alters the electronic and steric properties of the molecule, which can influence its reactivity and biological activity.

The structure of L-Glutamine, N-methyl- consists of a central carbon atom bonded to an amino group (-NH2), a carboxyl group (-COOH), and a side chain containing a methylated amide group (-CH3CONH-). This unique structure confers several interesting properties to the compound. For instance, the presence of the methyl group can enhance the lipophilicity of the molecule, potentially improving its cell membrane permeability and bioavailability.

Biological Significance: L-glutamine is an essential amino acid that serves as a primary source of nitrogen for many cellular processes. It plays a vital role in protein synthesis, energy metabolism, and immune function. The methylation of L-glutamine to form L-Glutamine, N-methyl- can modulate these functions in various ways. Recent studies have shown that L-Glutamine, N-methyl- can act as a signaling molecule and influence cellular pathways involved in cell growth, differentiation, and survival.

In particular, research has highlighted the potential of L-Glutamine, N-methyl- in modulating the mTOR (mechanistic target of rapamycin) signaling pathway. The mTOR pathway is a central regulator of cell growth and metabolism, and its dysregulation is implicated in various diseases such as cancer and metabolic disorders. Studies have demonstrated that L-Glutamine, N-methyl- can inhibit mTOR activity, thereby suppressing cell proliferation and promoting autophagy. This property makes it an attractive candidate for therapeutic interventions targeting hyperactive mTOR signaling.

Applications in Biomedical Research: The unique properties of L-Glutamine, N-methyl- have led to its exploration in various biomedical applications. One area of significant interest is its potential as an anti-cancer agent. Cancer cells often exhibit increased dependence on glutamine for their rapid growth and survival. By modulating glutamine metabolism through the use of L-Glutamine, N-methyl-, researchers aim to disrupt cancer cell proliferation and induce apoptosis.

Clinical trials are currently underway to evaluate the efficacy and safety of L-Glutamine, N-methyl- in cancer therapy. Preliminary results have shown promising outcomes in reducing tumor growth and improving patient outcomes. Additionally, L-Glutamine, N-methyl- has been investigated for its potential in treating metabolic disorders such as obesity and diabetes. Its ability to regulate mTOR signaling may help restore metabolic balance and improve insulin sensitivity.

Beyond cancer and metabolic disorders, L-Glutamine, N-methyl- has also shown promise in neurodegenerative diseases such as Alzheimer's disease (AD) and Parkinson's disease (PD). These conditions are characterized by chronic inflammation and oxidative stress. Research has indicated that L-Glutamine, N-methyl- can exert neuroprotective effects by reducing oxidative stress and inflammation in neuronal cells. This makes it a potential therapeutic agent for slowing down disease progression.

Safety Considerations: strong>

Safety is a critical aspect when considering any compound for therapeutic use. Extensive preclinical studies have been conducted to evaluate the safety profile of < strong >L-Glutamine , N -methyl -< / strong > . These studies have generally shown that it is well tolerated at therapeutic doses , with minimal adverse effects . However , further clinical trials are necessary to fully assess its long-term safety in humans . p > < p >< strong >Conclusion: strong > p > < p >In summary ,< strong >L -Glutamine , N -methyl -< / strong > (CAS No . 3081 -62 -7) is a promising compound with diverse biological activities . Its unique structural modifications confer enhanced properties that make it suitable for various biomedical applications , including cancer therapy , metabolic disorder management , and neurodegenerative disease treatment . Ongoing research continues to uncover new insights into its mechanisms of action , paving the way for innovative therapeutic strategies . As more data becomes available from clinical trials ,< strong >L -Glutamine , N -methyl -< / strong > may emerge as a valuable tool in modern medicine . p > article > response >

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