Cas no 6141-27-1 ((2S,4S)-4-Methylglutamic Acid)

(2S,4S)-4-Methylglutamic Acid is a stereospecific derivative of glutamic acid, featuring a methyl substitution at the 4-position of the chiral carbon backbone. This modification enhances its utility in peptide synthesis and biochemical research, where precise stereochemistry is critical. The compound serves as a valuable building block for designing conformationally constrained peptides and enzyme inhibitors, owing to its ability to influence secondary structure and binding interactions. Its high enantiomeric purity ensures reproducibility in experimental applications. Additionally, (2S,4S)-4-Methylglutamic Acid is employed in studies of neurotransmitter analogs and metabolic pathways, offering insights into glutamate receptor modulation and amino acid metabolism.
(2S,4S)-4-Methylglutamic Acid structure
(2S,4S)-4-Methylglutamic Acid structure
Product Name:(2S,4S)-4-Methylglutamic Acid
CAS No:6141-27-1
MF:C6H11NO4
MW:161.155842065811
CID:826351
PubChem ID:3246152
Update Time:2025-05-22

(2S,4S)-4-Methylglutamic Acid Chemical and Physical Properties

Names and Identifiers

    • (2S,4S)-4-Methylglutamic Acid
    • (2S,4S)-4-Methylglut
    • 4-methyl-L-glutamic acid
    • A-Methylglutamate
    • A-Methylglutamic Acid
    • L-threo-
    • threo-4-Methyl-L-glutamic Acid
    • Inchi: 1S/C6H11NO4/c1-3(5(8)9)2-4(7)6(10)11/h3-4H,2,7H2,1H3,(H,8,9)(H,10,11)/t3-,4-/m0/s1
    • InChI Key: KRKRAOXTGDJWNI-IMJSIDKUSA-N
    • SMILES: OC([C@@H](C)C[C@@H](C(=O)O)N)=O

Computed Properties

  • Exact Mass: 161.06900
  • Monoisotopic Mass: 161.06880783g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 4
  • Complexity: 168
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -2.9
  • Topological Polar Surface Area: 101?2

Experimental Properties

  • PSA: 100.62000
  • LogP: 0.20940

(2S,4S)-4-Methylglutamic Acid Customs Data

  • HS CODE:2922499990
  • Customs Data:

    China Customs Code:

    2922499990

    Overview:

    2922499990 Other amino acids and their esters and their salts(Except those containing more than one oxygen-containing group). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods) MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, The color of ethanolamine and its salt should be reported, The package of ethanolamine and its salt shall be declared

    Regulatory conditions:

    A.Customs clearance form for Inbound Goods
    B.Customs clearance form for outbound goods

    Inspection and quarantine category:

    P.Imported animals and plants\Quarantine of animal and plant products
    Q.Outbound animals and plants\Quarantine of animal and plant products
    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food
    M.Import commodity inspection
    N.Export commodity inspection

    Summary:

    HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

(2S,4S)-4-Methylglutamic Acid Pricemore >>

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(2S,4S)-4-Methylglutamic Acid Production Method

Additional information on (2S,4S)-4-Methylglutamic Acid

Exploring the Unique Properties and Applications of (2S,4S)-4-Methylglutamic Acid (CAS No. 6141-27-1)

(2S,4S)-4-Methylglutamic Acid (CAS No. 6141-27-1) is a specialized amino acid derivative that has garnered significant attention in the fields of biochemistry, pharmaceuticals, and neuroscience. This compound, with its unique stereochemistry at the 2S and 4S positions, plays a pivotal role in various biological processes. Researchers and industry professionals are increasingly interested in its potential applications, particularly in drug development and metabolic studies. The growing demand for 4-Methylglutamic Acid derivatives highlights its importance in modern science.

One of the most intriguing aspects of (2S,4S)-4-Methylglutamic Acid is its structural similarity to glutamate, a key neurotransmitter in the central nervous system. This resemblance allows it to interact with glutamate receptors, making it a valuable tool for studying neurological pathways. Recent studies have explored its potential in modulating synaptic plasticity, which is crucial for memory and learning. The compound's ability to influence these processes has sparked interest in its application for cognitive health supplements and neuroprotective agents.

In the pharmaceutical industry, (2S,4S)-4-Methylglutamic Acid is being investigated for its role in developing novel therapeutics. Its unique properties make it a promising candidate for targeting metabolic disorders and neurodegenerative diseases. For instance, researchers are examining its efficacy in addressing conditions like Alzheimer's disease and Parkinson's disease, where glutamate signaling is often disrupted. The compound's potential to cross the blood-brain barrier further enhances its therapeutic value.

The synthesis and production of 4-Methylglutamic Acid isomers have also become a focal point in chemical research. Advanced techniques such as asymmetric synthesis and enzymatic resolution are employed to achieve high purity and yield. These methods ensure that the compound meets the stringent requirements for pharmaceutical and research applications. The growing interest in sustainable chemistry has also led to the exploration of greener synthesis routes, aligning with global trends toward environmentally friendly practices.

Beyond its neurological applications, (2S,4S)-4-Methylglutamic Acid has shown promise in metabolic engineering. Its role in amino acid metabolism makes it a valuable intermediate for producing bioactive compounds. For example, it can serve as a precursor for synthesizing peptides and small molecules with potential therapeutic benefits. This versatility has positioned it as a key player in the development of next-generation biologics and nutraceuticals.

The market for 4-Methylglutamic Acid-based products is expanding rapidly, driven by increasing demand from the pharmaceutical and biotechnology sectors. Companies specializing in fine chemicals and custom synthesis are scaling up production to meet this demand. Additionally, the rise of personalized medicine and targeted therapies has further amplified the need for high-quality, specialized amino acids like (2S,4S)-4-Methylglutamic Acid.

In conclusion, (2S,4S)-4-Methylglutamic Acid (CAS No. 6141-27-1) is a compound of immense scientific and commercial significance. Its unique properties and diverse applications make it a valuable asset in neuroscience, drug development, and metabolic research. As advancements in synthetic chemistry and biotechnology continue, the potential uses of this compound are expected to grow, solidifying its place in the future of science and medicine.

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