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Key Documents

D3648

Sigma-Aldrich

Diamide

Synonyma:

1,1′-Azobis(N,N-dimethylformamide), N,N,N′,N′-Tetramethylazodicarboxamide, Azodicarboxylic acid bis(dimethylamide), Diazenedicarboxylic acid bis(N,N-dimethylamide), TMAD

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen


About This Item

Lineární vzorec:
(CH3)2NCON=NCON(CH3)2
Číslo CAS:
Molekulová hmotnost:
172.19
Beilstein/REAXYS Number:
1910409
EC Number:
MDL number:
UNSPSC Code:
12352102
PubChem Substance ID:
NACRES:
NA.22

assay

≥98% (TLC)

Quality Level

form

powder

mp

113-115 °C

solubility

water: 19.60-21.00 mg/mL, clear to slightly hazy, orange

storage temp.

−20°C

SMILES string

CN(C)C(=O)\N=N\C(=O)N(C)C

InChI

1S/C6H12N4O2/c1-9(2)5(11)7-8-6(12)10(3)4/h1-4H3/b8-7+

InChI key

VLSDXINSOMDCBK-BQYQJAHWSA-N

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Application

Reported to be of use as a thiol oxidizing agent. Diamide has been used to titrate protein glutathiolation to discriminate from other oxidative protein modifications. Treatment increased protein glutathiolation in a concentration-dependent manner and had comparably little effect on protein-protein disulfide formation.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Zákazníci si také prohlíželi

Bradford G Hill et al.
Biochimica et biophysica acta, 1797(2), 285-295 (2009-11-21)
Protein thiolation by glutathione is a reversible and regulated post-translational modification that is increased in response to oxidants and nitric oxide. Because many mitochondrial enzymes contain critical thiol residues, it has been hypothesized that thiolation reactions regulate cell metabolism and
Carlos A Sorgi et al.
Scientific reports, 7(1), 10981-10981 (2017-09-10)
The differentiation of resident tissue macrophages from embryonic precursors and that of inflammatory macrophages from bone marrow cells leads to macrophage heterogeneity. Further plasticity is displayed through their ability to be polarized as subtypes M1 and M2 in a cell
Yong Tao et al.
Insect biochemistry and molecular biology, 43(9), 820-828 (2013-06-29)
Anthranilic diamides, which include the new commercial insecticide, chlorantraniliprole, are an exciting new class of chemistry that target insect ryanodine receptors. These receptors regulate release of stored intracellular calcium and play a critical role in muscle contraction. As with insects
Yumei He et al.
Nucleic acids research, 45(1), 106-114 (2016-09-25)
We describe a Pap1-Oxs1 pathway for diamide-induced disulfide stress in Schizosaccharomyces pombe, where the nucleocytoplasmic HMG protein Oxs1 acts cooperatively with Pap1 to regulate transcription. Oxs1 and Pap1 form a complex when cells are exposed to diamide or Cd that
Ryan J Mailloux et al.
The Journal of biological chemistry, 288(12), 8365-8379 (2013-01-22)
Glutathionylation has emerged as a key modification required for controlling protein function in response to changes in cell redox status. Recently, we showed that the glutathionylation state of uncoupling protein-3 (UCP3) modulates the leak of protons back into the mitochondrial

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