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
Beilstein:
305413
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
96%
form
solid
mp
155-157 °C (lit.)
functional group
disulfide
nitro
SMILES string
[O-][N+](=O)c1ccc(SSc2ccc(cn2)[N+]([O-])=O)nc1
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
InChI key
ROUFCTKIILEETD-UHFFFAOYSA-N
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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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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.
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
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
Uncoupling and energy transfer inhibition of photophosphorylation by sulfhydryl reagents.
J V Moroney et al.
The Journal of biological chemistry, 255(14), 6670-6674 (1980-07-25)
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