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D3648

Diamide

Diamide
1 of 1 reviewers took part in a promotion

Synonym(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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$156.00

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$690.00

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About This Item

Linear Formula:
(CH3)2NCON=NCON(CH3)2
CAS Number:
10465-78-8
Molecular Weight:
172.19
UNSPSC Code:
12352102
NACRES:
NA.22
PubChem Substance ID:
24278365
EC Number:
233-951-7
Beilstein/REAXYS Number:
1910409
MDL number:
MFCD00008318

Key Documents

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InChI key

VLSDXINSOMDCBK-BQYQJAHWSA-N

InChI

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

SMILES string

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

assay

≥98% (TLC)

form

powder

mp

113-115 °C

solubility

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

storage temp.

−20°C

Quality Level

200

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Show Differences

1 of 4

This Item
127108T21407G115040
Diamide

Sigma-Aldrich

D3648

Diamide

N,N,N′,N′-Tetramethyl-1,4-butanediamine 98%

Sigma-Aldrich

127108

N,N,N′,N′-Tetramethyl-1,4-butanediamine

N,N,N′,N′-Tetramethyldiaminomethane 99%

Sigma-Aldrich

T21407

N,N,N′,N′-Tetramethyldiaminomethane

DMT-dG(dmf) Phosphoramidite configured for MerMade

Sigma-Aldrich

G115040

DMT-dG(dmf) Phosphoramidite

assay

≥98% (TLC)

assay

98%

assay

99%

assay

≥99% (31P-NMR), ≥99.0% (reversed phase HPLC)

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

form

powder

form

-

form

-

form

powder

solubility

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

solubility

-

solubility

-

solubility

-

storage temp.

−20°C

storage temp.

-

storage temp.

-

storage temp.

-10 to -25°C

mp

113-115 °C

mp

-

mp

-

mp

-

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.[1]

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000458107
0000458107
0000453955
0000453956
0000453956

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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
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
Ilse A E Bollen et al.
The American journal of pathology, 187(12), 2645-2658 (2017-09-25)
Peripartum cardiomyopathy (PPCM) and dilated cardiomyopathy (DCM) show similarities in clinical presentation. However, although DCM patients do not recover and slowly deteriorate further, PPCM patients show either a fast cardiac deterioration or complete recovery. The aim of this study was
Aline Pfefferle et al.
Biochimica et biophysica acta, 1833(1), 80-89 (2012-10-17)
Uncoupling protein-2 (UCP2) is used by cells to control reactive oxygen species (ROS) production by mitochondria. This ability depends on the glutathionylation state of UCP2. UCP2 is often overexpressed in drug resistant cancer cells and therein controls cell ROS levels
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Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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