| Identification | Back Directory | [Name]
2,5-dibroMohexanediaMide | [CAS]
99584-96-0 | [Synonyms]
DBHDA
2,5-dibroMohexanediaMide
Hexanediamide, 2,5-dibromo-
α,α'-dibromoadipoylbis(amide)
2,5-Dibromohexanediamide >=95%
"alpha,alpha-dibromoadipoylbis(amide)" | [Molecular Formula]
C6H10Br2N2O2 | [MDL Number]
MFCD27976335 | [MOL File]
99584-96-0.mol | [Molecular Weight]
301.96 |
| Chemical Properties | Back Directory | [Melting point ]
196 °C | [Boiling point ]
492.8±45.0 °C(Predicted) | [density ]
1.932±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
solid | [pka]
14.36±0.50(Predicted) | [color ]
White to Off-White | [InChI]
1S/C6H10Br2N2O2/c7-3(5(9)11)1-2-4(8)6(10)12/h3-4H,1-2H2,(H2,9,11)(H2,10,12) | [InChIKey]
PLSXNAQEJOGNKQ-UHFFFAOYSA-N | [SMILES]
BrC(CCC(Br)C(=O)N)C(=O)N |
| Safety Data | Back Directory | [WGK Germany ]
WGK 3 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2 |
| Hazard Information | Back Directory | [Uses]
DBHDA was used as a catalyst in synthesis of advanced activity-based probes. | [Uses]
This compound has been shown to be a useful reagent for the conversion of cysteine to dehydroalanine (DHA) in peptides or proteins. This enables chemical mutagenesis in which DHA can be efficiently reacted with iodide building blocks to add various natural and unnatural side chains on proteins. It was also shown that other modifications could be added through DHA such as phosphorylation, methylation, and glycosylation. In other research it was shown that DHA can be used to make ubiquitin conjugates that have a bond that mimics the native isopeptide bond. | [storage]
Store at +4°C |
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Sigma-Aldrich
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