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Key Documents

SML0430

Sigma-Aldrich

PR-619

≥95% (HPLC)

Synonym(s):

2,6-Diamino-3,5-dithiocyanopyridine, Thiocyanic acid C,C′-(2,6-diamino-3,5-pyridinediyl) ester; 2,6-Diaminopyridine-3,5-bis(thiocyanate)

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About This Item

Empirical Formula (Hill Notation):
C7H5N5S2
CAS Number:
Molecular Weight:
223.28
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL (clear solution)

storage temp.

−20°C

SMILES string

Nc1nc(N)c(SC#N)cc1SC#N

InChI

1S/C7H5N5S2/c8-2-13-4-1-5(14-3-9)7(11)12-6(4)10/h1H,(H4,10,11,12)

InChI key

ZXOBLNBVNROVLC-UHFFFAOYSA-N

Application

PR-619 has been used:
  • as a component of lysis buffer and also as a deubiquitinase inhibitor to treat proteins derived from SILAC-labeled Jurkat cells
  • as a pan-deubiquitinase inhibitor to study its effect on adenoassociated virus (AAV) transduction
  • in radioimmunoprecipitation assay buffer (RIPA) buffer used for ubiquitination assays

Biochem/physiol Actions

PR-619 is a cell permeable broad spectrum deubiquitylating enzymes (DBUs) inhibitor. PR-619 induces the accumulation of polyubiquitylated proteins in cells without directly affecting proteasome activity.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


Certificates of Analysis (COA)

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Large-scale identification of ubiquitination sites by mass spectrometry
Udeshi ND, et al.
Nature Protocols, 8(10), 1950-1950 (2013)
Tyler Bland et al.
Endocrinology, 160(8), 1982-1998 (2019-06-15)
Leptin has neurotrophic actions in the hippocampus to increase synapse formation and stimulate neuronal plasticity. Leptin also enhances cognition and has antidepressive and anxiolytic-like effects, two hippocampal-dependent behaviors. In contrast, mice lacking leptin or the long form of the leptin
Cytosolic iron-sulfur assembly is evolutionarily tuned by a cancer-amplified ubiquitin ligase
Weon JL, et sl.
Molecular Cell, 69(1), 113-125 (2018)
Anne Garreau et al.
Journal of immunology (Baltimore, Md. : 1950), 199(8), 2758-2766 (2017-09-08)
Themis is a new component of the TCR signaling machinery that plays a critical role during T cell development. The positive selection of immature CD4
Ian G Cowell et al.
Molecular pharmacology, 96(5), 562-572 (2019-09-14)
2,6-Diaminopyridine-3,5-bis(thiocyanate) (PR-619) is a broad-spectrum deubiquitinating enzyme (DUB) inhibitor that has been employed in cell-based studies as a tool to investigate the role of ubiquitination in various cellular processes. Here, we demonstrate that in addition to its action as a

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