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Disuccinimidyl glutarate

  CAS No.: 79642-50-5   Cat No.: BADC-01162   Purity: 99.3 % 4.5  

DSG is a membrane-permeable and non-cleavable crosslinker, allowing for intracellular labeling of peptides and proteins.

Disuccinimidyl glutarate

Structure of 79642-50-5

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Category
ADC Linker
Molecular Formula
C13H14N2O8
Molecular Weight
326.26
Shipping
Room temperature
Storage
Store at -20 °C, keep in dry and avoid sunlight.

* For research and manufacturing use only. We do not sell to patients.

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Popular Publications Citing BOC Sciences Products
Synonyms
DSG Crosslinker; Di(N-succinimidyl) glutarate; Bis(2,5-dioxopyrrolidin-1-yl) glutarate
IUPAC Name
bis(2,5-dioxopyrrolidin-1-yl) pentanedioate
Canonical 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
Density
1.5±0.1 g/cm3
Solubility
Soluble in DMF, DMSO
Flash Point
247.2±31.5 °C
Index Of Refraction
1.572
PSA
127.36000
Vapor Pressure
0.0±1.2 mmHg at 25°C
Appearance
Off-white Powder
Shipping
Room temperature
Storage
Store at -20 °C, keep in dry and avoid sunlight.
Pictograms
Irritant
Signal Word
Warning
Boiling Point
485.1±55.0 °C at 760 mmHg
Form
Solid
Biological Activity
DSG Crosslinker is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[1] . In Vitro: ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker.

Disuccinimidyl glutarate (DSG) is a widely used ADC linker reagent in the construction of antibody-drug conjugates (ADCs) and targeted bioconjugation studies. As a homobifunctional N-hydroxysuccinimide (NHS) ester linker, DSG enables stable and efficient conjugation between monoclonal antibodies and ADC cytotoxins through primary amine groups. Its five-carbon glutarate spacer provides flexibility and optimal linker length, allowing modular ADC linker design that preserves antibody structure and maintains antigen-binding specificity. In ADC linker applications, DSG supports predictable and reproducible payload attachment, enhancing pharmacokinetic properties and intracellular delivery of ADC payloads.

DSG is compatible with a variety of ADC cytotoxins, including microtubule inhibitors, DNA-targeting agents, and other potent payloads. Its bifunctional NHS ester groups allow rapid and site-specific conjugation under mild aqueous conditions, reducing aggregation and maintaining antibody functionality. The glutarate spacer provides chemical flexibility, facilitating optimal intracellular release of ADC payloads while maintaining systemic stability. Researchers can employ DSG to construct homogeneous and high-performance ADCs, supporting both preclinical research and scalable industrial production of therapeutic conjugates.

From an application perspective, Disuccinimidyl glutarate is extensively used in oncology-focused ADC research, protein bioconjugation studies, and targeted drug delivery systems. Its predictable reactivity, spacer flexibility, and compatibility with diverse ADC cytotoxins make it suitable for constructing cleavable or non-cleavable linker strategies. By integrating DSG into ADC linker design, developers can achieve stable, flexible, and efficient conjugation, supporting optimized tumor-specific delivery, enhanced pharmacokinetics, and improved therapeutic outcomes in modern ADC development.

What is the role of Disuccinimidyl glutarate in ADC linker chemistry?

Disuccinimidyl glutarate (DSG) is a homobifunctional NHS-ester linker used to conjugate primary amines on antibodies and payloads. Its glutarate spacer provides flexibility, and NHS esters react efficiently under mild conditions for controlled conjugation.

29/7/2019

Dear BOC Sciences, how does DSG affect ADC stability?

DSG forms stable amide bonds with amino groups, ensuring that the antibody-payload linkage is robust. The glutarate spacer reduces steric hindrance and aggregation, contributing to consistent ADC performance.

1/8/2022

Dear BOC Sciences, is DSG compatible with different antibodies and payloads?

Yes, DSG reacts with any accessible primary amines, making it versatile for various antibody and payload combinations. Its homobifunctional design supports multiple conjugation strategies.

12/9/2020

Dear team, which analytical methods verify DSG conjugation?

Verification involves HPLC for purity, mass spectrometry for molecular weight, and SDS-PAGE or LC-MS to assess conjugation efficiency, ensuring quality control in ADC production.

29/10/2016

Good afternoon! Could you advise how Disuccinimidyl glutarate should be handled to maintain its reactivity during storage and use?

Disuccinimidyl glutarate is sensitive to hydrolysis and should be stored in a dry, low-temperature environment, preferably under inert gas. Solutions should be freshly prepared prior to use, and contact with moisture should be minimized to preserve its N-hydroxysuccinimide ester reactivity for cross-linking applications.

10/10/2022

— Dr. Michael Scott, Senior Chemist (USA)

Disuccinimidyl glutarate enabled highly efficient amine-to-amine crosslinking with minimal side reactions.

12/9/2020

— Ms. Emily Fischer, Biochemist (Germany)

Lot-to-lot consistency was excellent, ensuring reproducible linker synthesis.

10/10/2022

— Dr. Thomas White, ADC Scientist (UK)

The reagent integrated smoothly into multi-step ADC workflows.

29/10/2016

— Dr. Isabelle Laurent, Medicinal Chemist (France)

High purity and stability allowed clean reactions in all trials.

29/7/2019

— Dr. Helena Meyer, Research Scientist (Germany)

Disuccinimidyl glutarate facilitated innovative linker designs improving ADC flexibility.

— Dr. Daniel Thompson, Biochemist (USA)

Disuccinimidyl glutarate was delivered with consistent quality and performed well in our cross-linking experiments. The datasheets were thorough and helpful.

1/8/2022

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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