Name: 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate
Brand: BOC Sciences
Price: 339 USD
Availability: MadeToOrder

Size

Price

Stock

Quantity

5 g

$339

In stock

Synonyms

(2-pyridyldithio)-PEG1-PNP; PDEC-NB; 4-Nitrophenyl 2-(2-Pyridinyldithio)ethyl Carbonate; Carbonic acid 4-nitrophenyl 2-(2-pyridyldithio)ethyl ester

IUPAC Name

(4-nitrophenyl) 2-(pyridin-2-yldisulfanyl)ethyl carbonate

SMILES

C1=CC=NC(=C1)SSCCOC(=O)OC2=CC=C(C=C2)[N+](=O)[O-]

InChI

InChI=1S/C14H12N2O5S2/c17-14(21-12-6-4-11(5-7-12)16(18)19)20-9-10-22-23-13-3-1-2-8-15-13/h1-8H,9-10H2

InChIKey

JHDROZPIXZYTMZ-UHFFFAOYSA-N

Density

1.46±0.1 g/cm3 (Predicted)

Appearance

White to Off-white Solid

Shipping

Room temperature, or blue ice upon request.

Storage

Store at 2-8 °C

Boiling Point

527.7±50.0 °C (Predicted)

4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate is a chemical reagent with specific applications in chemical synthesis and biochemical studies. Here are some key applications of this compound:

Protein Labeling and Modification: 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate is used in protein chemistry for the selective labeling and modification of sulfhydryl groups. It reacts with cysteine residues in proteins, introducing a disulfide bond that can facilitate further conjugation steps. This is valuable in the creation of protein conjugates and the study of protein interactions.

Enzyme Activity Probes: This compound is employed as an enzyme activity probe in biochemical assays. By incorporating it into substrates, researchers can monitor enzyme-catalyzed reactions through the release of the nitrophenol moiety, which can be quantified spectrophotometrically. This allows for the assessment of enzymatic activity in various biological samples.

Drug Delivery Systems: 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate can be used in the design of drug delivery systems where a controlled release of payloads is required. The disulfide bond in the compound can be cleaved in reductive environments, such as inside cells, leading to the release of therapeutic agents. This property is leveraged to develop redox-sensitive drug carriers for targeted delivery.

Bioconjugation Reactions: In the field of bioconjugation, this reagent facilitates the coupling of biomolecules like nucleic acids, peptides, and antibodies to other functional entities. By enabling specific and stable conjugation through disulfide linkages, it serves in the preparation of complex bioconjugates used in diagnostics, imaging, and therapeutics.