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Key Documents

158194

Sigma-Aldrich

2,2′-Dithiobis(5-nitropyridine)

96%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C10H6N4O4S2
Numero CAS:
Peso molecolare:
310.31
Beilstein:
305413
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Saggio

96%

Forma fisica

solid

Punto di fusione

155-157 °C (lit.)

Stringa SMILE

[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
ROUFCTKIILEETD-UHFFFAOYSA-N

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Descrizione generale

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

Applicazioni

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

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


Certificati d'analisi (COA)

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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
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
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
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
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

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