Cas no 308807-04-7 ((2S)-2-amino-4,4-dimethylhexanoic acid)

(2S)-2-Amino-4,4-dimethylhexanoic acid is a non-proteinogenic branched-chain amino acid derivative characterized by its chiral (S)-configuration at the α-carbon and two methyl groups at the 4-position. This structural uniqueness imparts steric hindrance and enhanced metabolic stability, making it valuable in peptide synthesis and medicinal chemistry applications. Its rigid aliphatic side chain influences conformational restraint in peptide design, improving target selectivity and resistance to enzymatic degradation. The compound serves as a versatile intermediate for bioactive molecule development, particularly in modulating protein-protein interactions. High enantiomeric purity ensures reproducibility in research applications. Suitable for use under standard laboratory conditions, it is typically supplied as a white crystalline solid with defined analytical specifications.
(2S)-2-amino-4,4-dimethylhexanoic acid structure
308807-04-7 structure
Product Name:(2S)-2-amino-4,4-dimethylhexanoic acid
CAS No:308807-04-7
MF:C8H17NO2
MW:159.2260825634
CID:300589
PubChem ID:45082328
Update Time:2025-05-22

(2S)-2-amino-4,4-dimethylhexanoic acid Chemical and Physical Properties

Names and Identifiers

    • L-Norleucine,4,4-dimethyl-
    • L-Norleucine, 4,4-dimethyl- (9CI)
    • (2S)-2-amino-4,4-dimethylhexanoic acid
    • (S)-2-Amino-4,4-dimethylhexanoic acid
    • SCHEMBL7376089
    • 4,4-Dimethyl-L-norleucine
    • DTXSID20665251
    • EN300-1297401
    • 308807-04-7
    • Inchi: 1S/C8H17NO2/c1-4-8(2,3)5-6(9)7(10)11/h6H,4-5,9H2,1-3H3,(H,10,11)/t6-/m0/s1
    • InChI Key: UUJYECQXYRUUEJ-LURJTMIESA-N
    • SMILES: OC([C@H](CC(C)(C)CC)N)=O

Computed Properties

  • Exact Mass: 159.12601
  • Monoisotopic Mass: 159.125928785g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 4
  • Complexity: 143
  • 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
  • XLogP3: -0.7
  • Topological Polar Surface Area: 63.3?2

Experimental Properties

  • PSA: 63.32

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(2S)-2-amino-4,4-dimethylhexanoic acid Related Literature

Additional information on (2S)-2-amino-4,4-dimethylhexanoic acid

Introduction to (2S)-2-Amino-4,4-Dimethylhexanoic Acid (CAS No. 308807-04-7)

The compound (2S)-2-amino-4,4-dimethylhexanoic acid (CAS No. 308807-04-7) is a significant molecule in the field of organic chemistry and biochemistry. This compound is characterized by its unique structure, which includes an amino group attached to the second carbon of a hexanoic acid backbone, along with two methyl groups on the fourth carbon. The (2S) configuration indicates that the stereochemistry at the second carbon is in the S configuration, which is crucial for its biological activity and functional properties.

Recent studies have highlighted the importance of (2S)-2-amino-4,4-dimethylhexanoic acid in various biochemical pathways. For instance, researchers have explored its role as a precursor in the synthesis of bioactive compounds, including peptides and amino acids. The compound's structure makes it an ideal candidate for applications in pharmaceuticals, nutraceuticals, and food additives. Its ability to participate in enzymatic reactions and its compatibility with biological systems make it a valuable molecule in both academic and industrial settings.

One of the most notable advancements in the study of (2S)-2-amino-4,4-dimethylhexanoic acid involves its use in chiral resolution and asymmetric synthesis. Scientists have developed novel methods to synthesize this compound with high enantiomeric excess, leveraging advanced catalytic systems and biotechnological approaches. These innovations have significantly improved the efficiency and sustainability of production processes, making the compound more accessible for large-scale applications.

In terms of applications, (2S)-2-amino-4,4-dimethylhexanoic acid has found utility in the development of functional foods and dietary supplements. Its role as a building block for bioactive peptides has been extensively studied, with research indicating potential benefits for improving muscle recovery and enhancing athletic performance. Additionally, this compound has been explored as a component in skincare products due to its ability to promote collagen synthesis and skin elasticity.

Recent research has also focused on the environmental impact of synthesizing (2S)-2-amino-4,4-dimethylhexanoic acid. By adopting green chemistry principles, researchers have developed eco-friendly synthesis routes that minimize waste and reduce energy consumption. These efforts align with global sustainability goals and highlight the importance of responsible chemical production practices.

In conclusion, (2S)-2-amino-4,4-dimethylhexanoic acid (CAS No. 308807-04-7) is a versatile compound with wide-ranging applications across multiple industries. Its unique structure, coupled with advancements in synthesis and application techniques, positions it as a key molecule in modern chemistry and biochemistry. As research continues to uncover new potentials for this compound, its significance in both scientific exploration and industrial innovation is expected to grow further.

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