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D3648

Sigma-Aldrich

Diamide

Sinônimo(s):

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

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About This Item

Fórmula linear:
(CH3)2NCON=NCON(CH3)2
Número CAS:
10465-78-8
Peso molecular:
172.19
Beilstein:
1910409
Número CE:
233-951-7
Número MDL:
MFCD00008318
Código UNSPSC:
12352102
ID de substância PubChem:
24278365
NACRES:
NA.22

Ensaio

≥98% (TLC)

Nível de qualidade

200

Formulário

powder

pf

113-115 °C

solubilidade

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

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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+

chave InChI

VLSDXINSOMDCBK-BQYQJAHWSA-N

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Aplicação

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
079M4069V
13190103
049M4117V
068M4106V
048M4100V

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Sigma-Aldrich

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Di-tert-butyl azodicarboxylate 98%

Sigma-Aldrich

135992

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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
Dierk-Christoph Pöther et al.
International journal of medical microbiology : IJMM, 303(3), 114-123 (2013-03-23)
Bacillithiol (Cys-GlcN-malate, BSH) serves as a major low molecular weight thiol in low GC Gram-positive bacteria including Bacillus species and a variety of Staphylococcus aureus strains. These bacteria do not produce glutathione (GSH). In this study, HPLC analyses were used
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
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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