L-Cystine bis(β-naphthylamide) dihydrochloride
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L-Cystine bis(β-naphthylamide) dihydrochloride

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Category
L-Amino Acids
Catalog number
BAT-003972
CAS number
100900-22-9
Molecular Formula
C26H26N4O2S2·2HCl
Molecular Weight
563.57
L-Cystine bis(β-naphthylamide) dihydrochloride
IUPAC Name
(2R)-2-amino-3-[[(2R)-2-amino-3-(naphthalen-2-ylamino)-3-oxopropyl]disulfanyl]-N-naphthalen-2-ylpropanamide;dihydrochloride
Synonyms
(H-L-Cys-βNA)2 2HCl; L-cystine-di-2-naphthylamide dihydrochloride
Purity
95%
Density
1.386 g/cm3
Boiling Point
810.8 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C26H26N4O2S2.2ClH/c27-23(25(31)29-21-11-9-17-5-1-3-7-19(17)13-21)15-33-34-16-24(28)26(32)30-22-12-10-18-6-2-4-8-20(18)14-22;;/h1-14,23-24H,15-16,27-28H2,(H,29,31)(H,30,32);2*1H/t23-,24-;;/m0../s1
InChI Key
SVTSKSGXHPXOGU-WLKYSPGFSA-N
Canonical SMILES
C1=CC=C2C=C(C=CC2=C1)NC(=O)C(CSSCC(C(=O)NC3=CC4=CC=CC=C4C=C3)N)N.Cl.Cl

L-Cystine bis(β-naphthylamide) dihydrochloride, a compound widely utilized in bioscience research and diagnostics, holds significant applications across various domains.

Enzyme Activity Assays: Operating as a crucial substrate in biochemical assays to evaluate the activity of cysteine proteases, L-Cystine bis(β-naphthylamide) dihydrochloride plays a pivotal role. Upon hydrolysis by these enzymes, it liberates a chromogenic product, facilitating the quantification of enzyme activity. This process is essential for comprehending enzyme kinetics and formulating inhibitors for therapeutic purposes.

Cell Biology: Within cell culture explorations, L-Cystine bis(β-naphthylamide) dihydrochloride can induce oxidative stress effectively. The compound’s decomposition yields reactive oxygen species (ROS), enabling researchers to scrutinize cellular responses to oxidative damage. This research is particularly valuable for dissecting mechanisms of cellular defense and unraveling disease pathologies.

Molecular Diagnostics: In the realm of diagnostic tests, L-Cystine bis(β-naphthylamide) dihydrochloride is instrumental in detecting cysteine proteases in clinical samples. The capacity to measure these enzymes is imperative for diagnosing conditions like cysteine storage diseases and monitoring therapy efficacy. Its integration into diagnostic kits plays a critical role in delivering precise and timely medical diagnoses.

Drug Screening: Valuable in high-throughput screening assays for potential drug candidates targeting cysteine proteases, this compound is a cornerstone of drug discovery efforts. By utilizing L-Cystine bis(β-naphthylamide) dihydrochloride as a substrate, researchers can identify compounds that inhibit enzyme activity, paving the way for the discovery of novel therapeutics to combat diseases linked to abnormal protease activity.

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