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Merck
CN

74040

2-硝基-5-氰硫基苯甲酸

≥97.0% (T)

别名:

2-硝基-5-硫氰基苯甲酸, NTCB

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关于此项目

线性分子式:
O2NC6H3(SCN)CO2H
化学文摘社编号:
分子量:
224.19
EC Number:
250-093-9
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
2124001
MDL number:
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assay

≥97.0% (T)

mp

156-157 °C (lit.), 159-163 °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

Other Notes

Reagent for the selective cyanylation of sulfhydryl groups ; Modifies and cleaves peptides at cysteine residues

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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分析证书(COA)

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S Otieno
Biochemistry, 17(25), 5468-5474 (1978-12-12)
The selective reaction of SH containing proteins and peptides with NTCB (2-nitro-5-thiocyanobenzoic acid) has been reported (Degani, Y., & Patchornick, A. (1974) Biochemistry 13, 1; Jacobson, G.A., Schaffer, M.H., Stark, G.R., & Vanaman, T.C. (1973) J. Biol. Chem. 248, 6583).
J Bubis et al.
Archives of biochemistry and biophysics, 395(2), 146-157 (2001-11-08)
Modification of transducin (T) with iodoacetic acid (IAA) inhibited its light-dependent guanine nucleotide-binding activity. Approximately 1 mol of [(3)H]IAA was incorporated per mole of T. Cys(347), located on the alpha-subunit of T (T(alpha)), was identified as the major labeled residue
Z Xie et al.
Journal of neurochemistry, 93(4), 1038-1046 (2005-04-29)
Apolipoprotein J (apoJ; also known as clusterin and sulfated glycoprotein (SGP)-2) is associated with senile plaques in degenerating regions of Alzheimer's disease brains, where activated microglia are also prominent. We show a functional link between apoJ and activated microglia by
N Tanaka et al.
Biochemistry, 40(20), 5914-5920 (2001-05-16)
We investigated the pressure effect on the conformation of beta-amylase by monitoring the chemical reaction of the unpaired cysteine. Sweet potato beta-amylase is composed of four identical subunits, each of which contains six cysteine residues. These residues are inert to
Hsin-Yao Tang et al.
Analytical biochemistry, 334(1), 48-61 (2004-10-07)
The reagent 2-nitro-5-thiocyanatobenzoic acid (NTCB) is commonly used to cyanylate and cleave proteins at cysteine residues, but this two-step reaction requires lengthy incubations and produces highly incomplete cleavages. In previous reports, incomplete cleavage was attributed to a competing beta-elimination reaction

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