
Disuccinimidyl glutarate | CAS 79642-50-5
| Catalog Number | R01-0444 |
| Category | NHS Esters |
| Molecular Formula | C13H14N2O8 |
| Molecular Weight | 326.26 |
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Product Introduction
DSG is a membrane-permeable and non-cleavable crosslinker, allowing for intracellular labeling of peptides and proteins.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | DSG Crosslinker; Di(N-succinimidyl) glutarate; Bis(2,5-dioxopyrrolidin-1-yl) glutarate |
| Purity | 99.3 % |
| IUPAC Name | bis(2,5-dioxopyrrolidin-1-yl) pentanedioate |
| SMILES | C1CC(=O)N(C1=O)OC(=O)CCCC(=O)ON2C(=O)CCC2=O |
| 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 |
| Solubility | Soluble in DMF, DMSO |
| Density | 1.5±0.1 g/cm3 |
| Appearance | Off-white Powder |
| Boiling Point | 485.1±55.0 °C at 760 mmHg |
| Vapor Pressure | 0.0±1.2 mmHg at 25°C |
| LogP | -3.30 |
Product Specification
| Storage | Store at -20 °C, keep in dry and avoid sunlight. |
Application
Disuccinimidyl glutarate is a homobifunctional N-hydroxysuccinimide (NHS) ester crosslinker designed for amine-reactive bioconjugation. As a glutarate-based spacer bearing two activated ester groups, it enables efficient formation of stable amide bonds between primary amines on proteins, peptides, antibodies, and other biomolecular scaffolds. This reagent is widely used in biochemical assay development and biomaterials workflows where controlled intermolecular coupling and robust conjugate formation are required.
1. Protein Crosslinking Workflows
Disuccinimidyl glutarate is commonly used to crosslink proteins for generating immobilized enzyme preparations, stable protein aggregates for assay reagents, and conjugated protein standards. Because it reacts with accessible primary amines under typical NHS-ester coupling conditions, it supports straightforward coupling between lysine-rich biomolecules and carrier proteins, allowing researchers to tune conjugate architecture for downstream handling. In practical lab workflows, it is frequently selected when a spacer length consistent with glutarate separation is desired to balance proximity effects and maintain functional presentation of binding or catalytic domains.
2. Antibody Conjugate Preparation
Disuccinimidyl glutarate is frequently applied in the preparation of antibody conjugates and antibody-derived constructs where stable amide linkages are needed between antibody components and partner molecules. The reagent’s dual NHS-ester functionality makes it suitable for connecting antibodies to protein tags, affinity handles, or other amine-bearing biomolecules used in immunoassay development and analytical reagent generation. Its use is especially common in research settings that require reproducible conjugation chemistry to support consistent signal generation in labeled or immobilized antibody formats.
3. Surface Immobilization On Biomaterials
Disuccinimidyl glutarate is widely used to functionalize amine-containing surfaces and biomaterial platforms, including protein-coated membranes, beads, and porous supports. By coupling NHS esters to surface-accessible primary amines on coating layers or functionalized matrices, it helps establish stable attachment points for subsequent biomolecular immobilization steps. This makes the reagent a frequent choice for building affinity capture surfaces, immobilized binding assays, and reusable diagnostic reagent components where durable linkage chemistry is critical for repeated processing and storage.
4. Labeling Of Peptides And Proteins
Disuccinimidyl glutarate is used to attach amine-bearing labels, linkers, and reporter constructs to peptides and proteins, enabling the generation of conjugated research tools for biochemical characterization. Its glutarate spacer supports conjugate architectures that can be advantageous when spatial separation between the biomolecule and the attached moiety influences accessibility and assay compatibility. In molecular imaging and analytical chemistry workflows, the reagent is often selected as a reliable NHS-ester coupling handle for forming stable conjugates with amine-functionalized probes used in binding studies and detection reagent development.
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