2-Nitro-5-thiocyanatobenzoic acid

SIGMA/N7009 - powder

Synonym: 2-Nitro-5-thiocyanobenzoic acid; NTCB

CAS Number: 30211-77-9
Empirical Formula (Hill Notation): C₈H₄N₂O₄S
Molecular Weight: 224.19
EC Number: 250-093-9
MDL Number: MFCD00007139
Linear Formula: O₂NC₆H₃(SCN)CO₂H
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-N7009-250MG	250 mg	$116.00 1/EA		Add To Favorites
45-N7009-1G	1 g	$307.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98% (HPLC)
color	yellow
form	powder
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
mp	156-157 °C (lit.)
Quality Level	200
SMILES string	OC(=O)c1cc(SC#N)ccc1[N+]([O-])=O
storage temp.	2-8°C

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:	1 g in glass bottle
Packaging:	250 mg in glass bottle
Packaging:	Bottomless glass bottle. Contents are inside inserted fused cone.

Symbol	GHS07
Signal word	Warning
Hazard statements	H315 - H319 - H335
Precautionary statements	P302 + P352 - P305 + P351 + P338
Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
mp	156-157 °C (lit.)
Storage Temp.	2-8°C
UNSPSC	12352209

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