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:
Molecular Weight:
310.31
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
218-344-7
Beilstein/REAXYS Number:
305413
MDL number:
Assay:
96%
Form:
solid
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
Related Categories
General description
2,2′-Dithiobis(5-nitropyridine) is an aromatic disulphide.
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
signalword
Warning
hcodes
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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Alayne L Schroll et al.
Journal of peptide science : an official publication of the European Peptide Society, 18(1), 1-9 (2011-11-16)
Of all the commercially available amino acid derivatives for solid phase peptide synthesis, none has a greater abundance of side-chain protection diversity than cysteine. The high reactivity of the cysteine thiol necessitates its attenuation during peptide construction. Moreover, the propensity
P Sharma et al.
Analytical biochemistry, 189(2), 173-177 (1990-09-01)
A sensitive and simple method is described for the quantitative determination of free sulfhydryl (-SH) groups on polymer supports. The method includes the reaction of 4,4'-dimethoxytrityloxy-S-(2-thio-5-nitropyridyl)-2-mercapto ethane (DTNPME) with polymer-supported sulfhydryl groups. After removal of excess reagent through washing, a
Leah S Cohen et al.
Biopolymers, 102(1), 16-29 (2013-07-31)
Structural analysis by NMR of G protein-coupled receptors (GPCRs) has proven to be extremely challenging. To reduce the number of peaks in the NMR spectra by segmentally labeling a GPCR, we have developed a Guided Reconstitution method that includes the
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
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