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D3648

Sigma-Aldrich

Diamide

Sinonimo/i:

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

Formula condensata:
(CH3)2NCON=NCON(CH3)2
Numero CAS:
10465-78-8
Peso molecolare:
172.19
Beilstein:
1910409
Numero CE:
233-951-7
Numero MDL:
MFCD00008318
Codice UNSPSC:
12352102
ID PubChem:
24278365
NACRES:
NA.22

Saggio

≥98% (TLC)

Livello qualitativo

200

Forma fisica

powder

Punto di fusione

113-115 °C

Solubilità

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

Temperatura di conservazione

−20°C

Stringa SMILE

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+
VLSDXINSOMDCBK-BQYQJAHWSA-N

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Applicazioni

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.

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

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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Sigma-Aldrich

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ABH hydrochloride ≥98% (HPLC)

Sigma-Aldrich

SML1466

ABH hydrochloride

Di-tert-butyl azodicarboxylate 98%

Sigma-Aldrich

135992

Di-tert-butyl azodicarboxylate

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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