L-Cystine bis(allyl ester) bis(p-toluenesulfonate) (Disulfide bond)
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L-Cystine bis(allyl ester) bis(p-toluenesulfonate) (Disulfide bond)

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Category
L-Amino Acids
Catalog number
BAT-005861
CAS number
142601-71-6
Molecular Formula
C26H36N2O10S4
Molecular Weight
664.83
L-Cystine bis(allyl ester) bis(p-toluenesulfonate) (Disulfide bond)
IUPAC Name
4-methylbenzenesulfonic acid;prop-2-enyl (2R)-2-amino-3-[[(2R)-2-amino-3-oxo-3-prop-2-enoxypropyl]disulfanyl]propanoate
Synonyms
(H-Cys-allyl ester)2 2Tos-OH (Disulfide bond)
Melting Point
175-180 °C
Boiling Point
832.8 °C
Storage
Store at -20°C
InChI
InChI=1S/C12H20N2O4S2.2C7H8O3S/c1-3-5-17-11(15)9(13)7-19-20-8-10(14)12(16)18-6-4-2;2*1-6-2-4-7(5-3-6)11(8,9)10/h3-4,9-10H,1-2,5-8,13-14H2;2*2-5H,1H3,(H,8,9,10)/t9-,10-;;/m0../s1
InChI Key
QLKBMTUQCIEQNW-BZDVOYDHSA-N
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)O.CC1=CC=C(C=C1)S(=O)(=O)O.C=CCOC(=O)C(CSSCC(C(=O)OCC=C)N)N

L-Cystine bis(allyl ester) bis(p-toluenesulfonate) (Disulfide bond) is a versatile chemical compound widely utilized in diverse bioscience applications. Here are four key applications of L-Cystine bis(allyl ester) bis(p-toluenesulfonate):

Protein Folding Studies: Delving into the intricacies of protein folding, L-Cystine bis(allyl ester) bis(p-toluenesulfonate) plays a crucial role in research by facilitating the introduction of disulfide bonds into peptides and proteins. Understanding the mechanisms behind the formation and stabilization of these bonds is paramount in unraveling the mysteries of protein folding. Such studies shed light on the significance of disulfide bonds in upholding protein stability and functionality, uncovering the underlying secrets of molecular structure.

Bioconjugation Techniques: Within the realm of bioconjugation, this compound acts as a versatile linker for covalently connecting different biomolecules, such as peptides or proteins. Its disulfide bond functionality enables precise and controlled conjugation with subsequent release under reducing conditions. This capability is instrumental in constructing intricate molecular assemblies for applications in diagnostics, therapeutics, and biomaterials, showcasing the versatility and precision of bioconjugation techniques.

Redox Biology Research: Exploring the depths of redox biology, L-Cystine bis(allyl ester) bis(p-toluenesulfonate) is a key player in studies probing redox reactions and their impact on cellular processes. By manipulating disulfide bond formation and reduction, researchers can delve into the roles of oxidative stress and redox signaling in various pathological conditions. This knowledge forms the foundation for developing cutting-edge antioxidant therapies and devising strategies to combat oxidative damage, highlighting the pivotal role of redox biology in disease management.

Drug Delivery Systems: Leveraging its unique property of forming reversible disulfide bonds, this compound exhibits utility in designing innovative drug delivery systems. It can be harnessed to create biodegradable linkers that release therapeutic agents upon encountering intracellular reducing environments. This targeted release mechanism enhances the efficiency and specificity of drug delivery, ultimately improving treatment outcomes and revolutionizing the field of drug delivery systems with its precision and effectiveness.

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