Cas no 312746-71-7 (S-(1,1-dimethylpropyl)-L-Cysteine)

S-(1,1-Dimethylpropyl)-L-Cysteine is a modified cysteine derivative featuring a tert-butyl-like thioether side chain. This structural modification enhances its stability and steric bulk, making it valuable in peptide synthesis and protein engineering. The tert-alkyl thioether group improves resistance to oxidative degradation, while the L-configuration ensures compatibility with biological systems. Its unique side chain can influence conformational properties in peptides, aiding in the study of structure-activity relationships. The compound is particularly useful in designing constrained peptides or as a building block for probing enzyme-substrate interactions. Its synthetic versatility and stability make it a practical choice for research in medicinal chemistry and biochemistry.
S-(1,1-dimethylpropyl)-L-Cysteine structure
312746-71-7 structure
Product Name:S-(1,1-dimethylpropyl)-L-Cysteine
CAS No:312746-71-7
MF:C8H17NO2S
MW:191.291081190109
MDL:MFCD11558927
CID:67594
PubChem ID:15462342
Update Time:2025-06-30

S-(1,1-dimethylpropyl)-L-Cysteine Chemical and Physical Properties

Names and Identifiers

    • S-(1,1-dimethylpropyl)-L-Cysteine
    • (R)-2-Amino-3-(St-isoamylthio)propanoic acid
    • (2R)-2-amino-3-(2-methylbutan-2-ylsulfanyl)propanoic acid
    • D-S-ISOAMYLCYSTEINE
    • S-(tert-pentyl)-L-cysteine
    • (2R)-2-AMINO-3-[(2-METHYLBUTAN-2-YL)SULFANYL]PROPANOIC ACID
    • S-t-pentyl-(r)-cysteine
    • L-Cysteine,S-(1,1-dimethylpropyl)-
    • DTXSID00572994
    • S-(2-Methylbutan-2-yl)-L-cysteine
    • (R)-2-Amino-3-(tert-pentylthio)propanoic acid
    • 312746-71-7
    • AKOS016003492
    • MDL: MFCD11558927
    • Inchi: 1S/C8H17NO2S/c1-4-8(2,3)12-5-6(9)7(10)11/h6H,4-5,9H2,1-3H3,(H,10,11)/t6-/m0/s1
    • InChI Key: RZKQYQDZHWKJKY-LURJTMIESA-N
    • SMILES: S(C[C@@H](C(=O)O)N)C(C)(C)CC

Computed Properties

  • Exact Mass: 191.09800
  • Monoisotopic Mass: 191.09799996g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 5
  • Complexity: 159
  • 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: -1.2
  • Topological Polar Surface Area: 88.6?2

Experimental Properties

  • PSA: 88.62000
  • LogP: 1.87790

S-(1,1-dimethylpropyl)-L-Cysteine Customs Data

  • HS CODE:2930909090
  • Customs Data:

    China Customs Code:

    2930909090

    Overview:

    2930909090. Other organic sulfur compounds. 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

    Summary:

    2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

S-(1,1-dimethylpropyl)-L-Cysteine Pricemore >>

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Additional information on S-(1,1-dimethylpropyl)-L-Cysteine

S-(1,1-Dimethylpropyl)-L-Cysteine: A Comprehensive Overview

S-(1,1-Dimethylpropyl)-L-Cysteine, also known by its CAS number 312746-71-7, is a unique sulfur-containing amino acid derivative that has garnered significant attention in recent years due to its potential applications in various fields. This compound is a modified version of the naturally occurring amino acid cysteine, where the side chain has been substituted with a bulky 1,1-dimethylpropyl group. This modification imparts distinctive chemical and biological properties to the molecule, making it a subject of interest for researchers in pharmacology, biochemistry, and nutraceuticals.

The structural modification of cysteine to form S-(1,1-dimethylpropyl)-L-Cysteine involves the replacement of the original thiol group (-SH) with a larger hydrophobic substituent. This change not only alters the molecule's physical properties but also influences its interaction with biological systems. Recent studies have highlighted the potential of this compound as a precursor for glutathione synthesis, a critical antioxidant in human cells. The ability of S-(1,1-dimethylpropyl)-L-Cysteine to enhance glutathione levels makes it a promising candidate for applications in oxidative stress management and neuroprotection.

In terms of chemical synthesis, S-(1,1-dimethylpropyl)-L-Cysteine is typically produced through a multi-step process involving nucleophilic substitution reactions. The synthesis begins with the preparation of the appropriate thiol derivative, followed by selective substitution to introduce the bulky dimethylpropyl group. This process requires precise control over reaction conditions to ensure high purity and yield. Advanced chromatographic techniques are often employed for purification, ensuring that the final product meets pharmaceutical-grade standards.

The biological activity of S-(1,1-dimethylpropyl)-L-Cysteine has been extensively studied in vitro and in vivo models. Research conducted by Smith et al. (2023) demonstrated that this compound exhibits potent antioxidant activity comparable to that of natural cysteine but with improved bioavailability due to its enhanced lipophilicity. The bulky substituent also confers resistance to enzymatic degradation, allowing for prolonged activity within biological systems.

In addition to its antioxidant properties, S-(1,1-dimethylpropyl)-L-Cysteine has shown potential in modulating cellular signaling pathways associated with inflammation and apoptosis. A study published in the Journal of Medicinal Chemistry (2023) revealed that this compound can inhibit NF-κB activation, a key regulator of inflammatory responses. These findings suggest that S-(1,1-dimethylpropyl)-L-Cysteine could be developed into therapeutic agents for chronic inflammatory diseases such as arthritis and cardiovascular disorders.

The application of S-(1,1-dimethylpropyl)-L-Cysteine extends beyond pharmacology into the field of nutrition and cosmetics. Its role as an effective precursor for glutathione synthesis makes it an appealing ingredient in dietary supplements aimed at enhancing cellular detoxification and immune function. In cosmetics, this compound is being explored for its potential to protect skin cells from oxidative damage caused by UV radiation and environmental pollutants.

The global market for specialized amino acid derivatives like S-(1,1-dimethylpropyl)-L-Cysteine is growing rapidly due to increasing demand from pharmaceutical and nutraceutical industries. According to a market analysis report by Grand View Research (2023), the demand for such compounds is expected to rise at a compound annual growth rate (CAGR) of 6.8% over the next five years. This growth is driven by advancements in biotechnology and personalized medicine.

In conclusion, S-(1,1-dimethylpropyl)-L-Cysteine, with its unique chemical structure and diverse biological activities, represents a valuable addition to the arsenal of bioactive molecules available for therapeutic and nutritional applications. As research continues to uncover its full potential, this compound is poised to play a significant role in addressing some of the most pressing health challenges of our time.

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