| Identification | Back Directory | [Name]
DISUCCINIMIDYL GLUTARATE | [CAS]
79642-50-5 | [Synonyms]
DSG
DG1
CDHF4
DSG Crosslinker
DISUCCINIMIDYL GLUTARATE
DI(N-SUCCINIMIDYL) GLUTARATE
Anti-DSG1 antibody produced in goat
Di(N-hydroxysucciniMidyl) glutarate
bis(2,5-dioxopyrrolidin-1-yl) pentanedioate
DSG [Di(N-succinimidyl) glutarate] *CAS 79642-50-5
| [Molecular Formula]
C13H14N2O8 | [MDL Number]
MFCD00153597 | [MOL File]
79642-50-5.mol | [Molecular Weight]
326.26 |
| Chemical Properties | Back Directory | [Melting point ]
168-172 °C | [Boiling point ]
485.1±55.0 °C(Predicted) | [density ]
1.53±0.1 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
DMSO (Sparingly, Sonicated), Methanol (Slightly, Sonicated) | [form ]
Solid | [color ]
White to Off-White | [Water Solubility ]
Soluble in dimethylsulfoxide and dimethylformamide. Partially soluble in water. | [Sensitive ]
Moisture Sensitive | [BRN ]
8575145 | [Stability:]
Hygroscopic, Moisture Sensitive, Unstable in Aqueous Solution | [InChI]
InChI=1S/C13H14N2O8/c16-8-4-5-9(17)14(8)22-12(20)2-1-3-13(21)23-15-10(18)6-7-11(15)19/h1-7H2 | [InChIKey]
LNQHREYHFRFJAU-UHFFFAOYSA-N | [SMILES]
C(ON1C(=O)CCC1=O)(=O)CCCC(ON1C(=O)CCC1=O)=O | [CAS DataBase Reference]
79642-50-5 |
| Hazard Information | Back Directory | [Description]
Disuccinimidyl glutarate (79642-50-5) is a homobifunctional crosslinking agent that contains amine-reactive N-hydroxysuccinimide (NHS) ester groups at each end. DSG is membrane-permeable and non-cleavable. DSG can be combined with formaldehyde fixation to improve the detection of specific protein-DNA complexes.
| [Chemical Properties]
DSG crosslinker (Disuccinimidyl glutarate; Di(N-succinimidyl) glutarate) is a homobifunctional crosslinking reagent that is membrane permeable. DSG protein crosslinker is often used in ChIP assays to determine DNA-protein binding interactions; using DSG and formaldehyde in a two-step crosslinking strategy greatly improves the ChIP assay. Disuccinimidyl crosslinkers include disuccinimidyl glutarate (DSG), disuccinimidyl suberate (DSS), and bis-N-succinimidyl-(pentaethylene glycol) ester (BS(PEG)5)[1].
DSG crosslinking takes place through amine-reactive NHS esters at both ends of a 5-atom (7.7 angstrom) spacer arm. DSS (crosslinker arm length = 11.4 ?), DSG (crosslinker arm length = 7.5 ?), and disuccinimidyl tartrate (DST, crosslinker arm length = 5.8 ?) are homobifunctional crosslinking reagents that react specifically with primary amines[2]. DSG crosslinker must be dissolved in an organic solvent, such as DMSO or DMF, and then added to an aqueous crosslinking reaction. The directly water-soluble version of Di(N-succinimidyl) glutarate (DSG) is BS2G.
| [Characteristics]
Features of disuccinimidyl glutarate:
Reactive groups: NHS ester (both ends)
Reactive towards: amino groups (primary amines)
Non-cleavable
Water-insoluble (dissolve first in DMF or DMSO)
Membrane-permeable, allowing for intracellular crosslinking
Can increase crosslinking efficiency compared to DSS in some applications | [Uses]
Disuccinimidyl glutarate is used as a membrane-soluble, amine-reactive N-hydroxysuccinamide ester-based homobifunctional crosslinking reagent. It is a homobifunctionla cross-linking reagent, for ex. isolation of the insulin receptor. | [General Description]
DSG crosslinker (Disuccinimidyl glutarate; Di(N-succinimidyl) glutarate) is a homobifunctional crosslinking reagent that is membrane permeable. DSG protein crosslinker is often used in ChIP assays to determine DNA-protein binding interactions; using DSG and formaldehyde in a two-step cross-linking strategy greatly improves the ChIP assay.
DSG crosslinking takes place through amine-reactive NHS esters at both ends of a 5-atom (7.7 angstrom) spacer arm. DSG crosslinker must be dissolved in an organic solvent, such as DMSO or DMF, then added to an aqueous crosslinking reaction. The directly water soluble version of Di(N-succinimidyl) glutarate (DSG) is BS2G. | [References]
[1] JeeYoung Kim, Min Park, Gun Yong Sung. “Efficient Portable Urea Biosensor Based on Urease Immobilized Membrane for Monitoring of Physiological Fluids.” Biomedicines (2020).
[2] Petr Novak. “A top-down approach to protein structure studies using chemical cross-linking and Fourier transform mass spectrometry.” European Journal of Mass Spectrometry 9 6 (2003): 623–31. |
|
|