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Merck

N7009

Sigma-Aldrich

2-Nitro-5-thiocyanatobenzoic acid

≥98% (HPLC)

Sinónimos:

2-Nitro-5-thiocyanobenzoic acid, NTCB

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About This Item

Fórmula lineal:
O2NC6H3(SCN)CO2H
Número de CAS:
Peso molecular:
224.19
Beilstein:
2124001
Número CE:
Número MDL:
Código UNSPSC:
12352209
ID de la sustancia en PubChem:
NACRES:
NA.26

product name

2-Nitro-5-thiocyanatobenzoic acid, powder

Análisis

≥98% (HPLC)

Nivel de calidad

formulario

powder

color

yellow

mp

156-157 °C (lit.)

temp. de almacenamiento

2-8°C

cadena SMILES

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)

Clave InChI

NQUNIMFHIWQQGJ-UHFFFAOYSA-N

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Aplicación


  • 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).

Acciones bioquímicas o fisiológicas

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

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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J Wu et al.
Analytical biochemistry, 235(2), 161-174 (1996-03-15)
A simple methodology has been developed to characterize the number and location of free cysteine and cystine groups in peptides and proteins, using chemical modification and matrix-assisted laser desorption/ ionization time-of flight mass spectrometry (MALDITOF MS). This new approach employs
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