S-2-Nitrophenyl-L-cysteine
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S-2-Nitrophenyl-L-cysteine

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Category
L-Amino Acids
Catalog number
BAT-007753
CAS number
60115-45-9
Molecular Formula
C9H10N2O4S
Molecular Weight
242.25
S-2-Nitrophenyl-L-cysteine
IUPAC Name
(2R)-2-amino-3-(2-nitrophenyl)sulfanylpropanoic acid
Synonyms
H-Cys(Sonp)-OH; S-2-NITROPHENYL-L-CYSTEINE; L-Cysteine, S-(2-nitrophenyl)-; S-(o-nitrophenyl)-L-cysteine; S-o-Nitrophenyl-L-cysteine; S-(2-Nitrophenyl)cysteine; S-(2-Nitrophenyl)-L-cysteine; (2R)-2-amino-3-(2-nitrophenyl)sulfanylpropanoic acid
Appearance
Yellow powder to crystalline powder
Purity
≥ 98% (HPLC)
Density
1.470 g/cm3
Boiling Point
431.3 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C9H10N2O4S/c10-6(9(12)13)5-16-8-4-2-1-3-7(8)11(14)15/h1-4,6H,5,10H2,(H,12,13)/t6-/m0/s1
InChI Key
NDZOOTLIHLSPMZ-LURJTMIESA-N
Canonical SMILES
C1=CC=C(C(=C1)[N+](=O)[O-])SCC(C(=O)O)N

S-2-Nitrophenyl-L-cysteine is a specialized biochemical reagent with diverse applications in research and industry. Here are four key applications of S-2-Nitrophenyl-L-cysteine:

Enzyme Assays: Serving as a vital substrate in enzyme assays, S-2-Nitrophenyl-L-cysteine is instrumental for studying enzyme kinetics and activity. By quantifying the release of the nitrophenyl group upon enzymatic cleavage, researchers can deduce enzyme concentration and catalytic efficiency, delving deep into the intricate realm of enzymology and drug discovery research.

Protein Modification Studies: Delving into protein modification studies, this reagent unravels the reactivity and specificity of cysteine residues within proteins. The nitrophenyl group serves as a discernible tag, enabling scientists to track modifications and interactions concerning cysteine moieties. This exploration enhances our comprehension of protein structure and function while paving the way for targeted therapeutics development.

Chemical Synthesis: In the realm of organic synthesis, S-2-Nitrophenyl-L-cysteine emerges as a versatile building block and intermediate. Its functional groups participate in an array of chemical reactions, facilitating the synthesis of complex molecules like pharmaceuticals and biologically active compounds. This adaptability positions it as a cornerstone in medicinal chemistry and synthetic biology realms, fostering innovation and discovery.

Biotechnology Applications: Within the domain of biotechnology, S-2-Nitrophenyl-L-cysteine finds purpose in crafting biosensors and diagnostic assays. Leveraging its reactivity with thiol-containing molecules, researchers forge sensitive detection systems for monitoring environmental pollutants or disease markers, enriching environmental science and clinical diagnostics spheres with newfound capabilities.

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