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Merck
CN

158194

2,2′-Dithiobis(5-nitropyridine)

96%

Synonym(s):

Bis(5-nitro-2-pyridyl) disulfide, DTNP

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About This Item

Empirical Formula (Hill Notation):
C10H6N4O4S2
CAS Number:
2127-10-8
Molecular Weight:
310.31
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24849723
EC Number:
218-344-7
Beilstein/REAXYS Number:
305413
MDL number:
MFCD00006453
Assay:
96%
Form:
solid

Key Documents

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InChI key

ROUFCTKIILEETD-UHFFFAOYSA-N

InChI

1S/C10H6N4O4S2/c15-13(16)7-1-3-9(11-5-7)19-20-10-4-2-8(6-12-10)14(17)18/h1-6H

SMILES string

[O-][N+](=O)c1ccc(SSc2ccc(cn2)[N+]([O-])=O)nc1

assay

96%

form

solid

mp

155-157 °C (lit.)

functional group

disulfide, nitro

Quality Level

200

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Application

2,2′-Dithiobis(5-nitropyridine) was employed:
  • as cysteine-activating reagent to study the NMR of G protein-coupled receptors
  • in the deprotection assays for protected selenocysteine-containing peptides
  • for deprotecting p-methoxybenzyl groups and acetamidomethyl groups from the side-chains of cysteine and selenocysteine
  • to remove the p-methoxybenzyl protecting group from cysteine and selenocysteine side-chains

General description

2,2′-Dithiobis(5-nitropyridine) is an aromatic disulphide.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000297960
0000265623
0000265624
0000249748
0000249748

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M K Park et al.
Experimental physiology, 80(5), 835-842 (1995-09-01)
Ca(2+)-activated K+ currents (IK(Ca)) and voltage-dependent Ca(2+)-insensitive K+ currents (IK(V)) were recorded using the patch clamp technique to study the pulmonary (PASMC) and ear arterial smooth muscle cells (EASMC) of the rabbit and the possible regulatory mechanisms related to hypoxia.
A Li et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 18(17), 6740-6747 (1998-08-26)
Functional modifications of neuronal P/Q-type voltage-dependent Ca2+ channels expressed in Xenopus oocytes by oxidation were examined electrophysiologically. Oxidation by external H2O2 enhanced the whole-oocyte currents through the Ca2+ channels composed of the alpha1A, alpha2/delta, and beta3 subunits at negative voltages
G J Stephens et al.
Pflugers Archiv : European journal of physiology, 431(3), 435-442 (1996-01-01)
The effects of cysteine-modifying reagents on the gating of rat cloned Kv1.4 channels expressed in HEK-293 cells were examined using the whole-cell patch-clamp technique. Cells transfected with Kv1.4 expressed a rapidly inactivating K+ current with a mid-point of activation of
P Krippeit-Drews et al.
Biochemical and biophysical research communications, 200(2), 860-866 (1994-04-29)
The whole-cell patch-clamp technique has been applied to elucidate the effects of H2O2 and the SH-group reagent 2,2'-dithio-bis(5-nitropyridine) (DTBNP) on Ca2+ currents of mouse pancreatic B-cells. We also tested the effect of DTBNP on the whole-cell K+ ATP current. DTBNP
M K Park et al.
Pflugers Archiv : European journal of physiology, 434(6), 764-771 (1997-11-05)
It has been suggested that hypoxic pulmonary vasoconstriction (HPV) results from the depolarization that is induced by the suppression of K+ current in pulmonary arterial smooth muscle cells (PASMC). We tested the hypothesis that the effect of the cellular redox
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