N7009

2-Nitro-5-thiocyanatobenzoic acid

≥98% (HPLC)

• Sinónimos: 2-Nitro-5-thiocyanobenzoic acid, NTCB
• Fórmula lineal: O₂NC₆H₃(SCN)CO₂H
• Número CAS: 30211-77-9
• Peso molecular: 224.19
• NACRES: NA.26
• PubChem Substance ID: 24897806
• UNSPSC Code: 12352209
• EC Number: 250-093-9
• MDL number: MFCD00007139
• Beilstein/REAXYS Number: 2124001

Propiedades

• Nombre del producto: 2-Nitro-5-thiocyanatobenzoic acid, powder
• assay: ≥98% (HPLC)
• Quality Segment: 200
• form: powder
• color: yellow
• mp: 156-157 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: OC(=O)c1cc(SC#N)ccc1[N+]([O-])=O
• InChI: 1S/C8H4N2O4S/c9-4-15-5-1-2-7(10(13)14)6(3-5)8(11)12/h1-3H,(H,11,12)
• InChI key: NQUNIMFHIWQQGJ-UHFFFAOYSA-N

Descripción

Application

• Site-Specific Conversion of Cysteine in a Protein to Dehydroalanine Using 2-Nitro-5-thiocyanatobenzoic Acid: This research demonstrates the use of 2-Nitro-5-thiocyanatobenzoic acid in protein engineering to modify cysteine residues, which is critical for developing therapeutic proteins and understanding protein structure-function relationships (Qiao et al., 2021).


• Scrapie prion protein structural constraints obtained by limited proteolysis and mass spectrometry: Highlights the utility of 2-Nitro-5-thiocyanatobenzoic acid in the study of prion proteins, providing insights into protein misfolding diseases which can lead to novel therapeutic approaches (Sajnani et al., 2008).


• Localization of a substrate binding domain of the human reduced folate carrier to transmembrane domain 11 by radioaffinity labeling and cysteine-substituted accessibility methods: Utilizes 2-Nitro-5-thiocyanatobenzoic acid in biochemical assays to understand transporter proteins, essential for drug delivery and targeting (Hou et al., 2005).


• A novel procedure for the preparation of biologically active recombinant peptides using a cyanylation reaction: Describes a method using 2-Nitro-5-thiocyanatobenzoic acid for peptide synthesis, beneficial for the development of peptide-based pharmaceuticals (Koyama et al., 1994).

Biochem/physiol Actions

2-nitro-5-thiocyanatobenzoic acid (NTCB) is commonly used to cyanylate and cleave proteins at cysteine residues.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Información de seguridad

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Clase de almacenamiento: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves