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N-succinimidyl-6-(2-pyridyldithio)capronate

  CAS No.: 1824718-79-7   Cat No.: BADC-00463   Purity: ≥98% 4.5  

N-succinimidyl-6-(2-pyridyldithio)capronate offers efficient NHS ester and pyridyl disulfide groups for stable antibody conjugation and cleavable payload release, optimizing antibody-drug conjugate performance in targeted oncology applications.

N-succinimidyl-6-(2-pyridyldithio)capronate

Structure of 1824718-79-7

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Category
ADC Linker
Molecular Formula
C15H18N2O4S2
Molecular Weight
354.44
Shipping
Room temperature

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

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Capabilities & Facilities

Popular Publications Citing BOC Sciences Products
Synonyms
1-{[6-(2-Pyridinyldisulfanyl)hexanoyl]oxy}-2,5-pyrrolidinedione;
IUPAC Name
Canonical SMILES
c1ccnc(c1)SSCCCCCC(=O)ON2C(=O)CCC2=O
InChI
InChI=1S/C15H18N2O4S2/c18-13-8-9-14(19)17(13)21-15(20)7-2-1-5-11-22-23-12-6-3-4-10-16-12/h3-4,6,10H,1-2,5,7-9,11H2
InChIKey
GUNOUNRTBRPXOQ-UHFFFAOYSA-N
Appearance
Soild powder
Shipping
Room temperature

N-succinimidyl-6-(2-pyridyldithio)capronate is a heterobifunctional ADC linker used for thiol-specific conjugation of ADC cytotoxins. The 2-pyridyldithio group forms disulfide bonds with antibody cysteines, enabling controlled payload release under reductive conditions. The NHS ester reacts efficiently with antibody amines, supporting consistent drug-to-antibody ratios (DAR) in ADC linker design.

The six-carbon spacer provides flexibility and maintains solubility, reducing steric hindrance between the antibody and ADC payload. This structure preserves antibody-antigen binding while allowing reproducible conjugation and predictable pharmacokinetics.

N-succinimidyl-6-(2-pyridyldithio)capronate is compatible with diverse cytotoxic payloads, including microtubule inhibitors and DNA-damaging agents. Its chemical stability in circulation and selective reductive cleavage in target cells ensure effective ADC payload delivery.

This linker is widely applied in ADC development where controlled disulfide-based payload release, stable antibody conjugation, and reproducible synthesis are required for targeted cancer therapy applications.

What is N-succinimidyl-6-(2-pyridyldithio)capronate used for in ADC synthesis?

N-succinimidyl-6-(2-pyridyldithio)capronate (SPDP) is a heterobifunctional linker with an NHS ester and a pyridyldithiol group, enabling selective conjugation to antibodies and thiol-containing payloads for disulfide-based ADCs.

13/12/2019

Could you advise how SPDP ensures controlled payload release?

The pyridyldithiol moiety forms a reducible disulfide bond with thiol-containing payloads. This bond is stable in circulation but cleavable inside target cells, providing precise intracellular payload release.

23/9/2020

We are interested in what types of payloads are compatible with SPDP.

SPDP can attach small-molecule cytotoxins, peptides, or proteins containing free thiols. Its six-carbon spacer allows flexibility, minimizing steric interference and preserving antibody functionality.

2/8/2021

Could you please let me know the recommended conditions for SPDP conjugation?

Conjugation is optimized in slightly basic buffers (pH 7–8) using mild temperatures to prevent NHS ester hydrolysis while ensuring efficient thiol coupling and stable ADC formation.

16/9/2022

Dear BOC Sciences, which quality control information is available for N-succinimidyl-6-(2-pyridyldithio)capronate?

BOC Sciences provides QC data for N-succinimidyl-6-(2-pyridyldithio)capronate, including NMR, MS, and HPLC analysis, allowing verification of identity and functional integrity. This ensures that researchers receive material suitable for reliable cross-linking and bioconjugation experiments.

12/5/2019

— Dr. James Carter, Senior Scientist (USA)

N-succinimidyl-6-(2-pyridyldithio)capronate proved highly effective in our ADC conjugation studies. Excellent purity and reproducibility.

2/8/2021

— Prof. Anna Müller, Biochemistry Researcher (Germany)

The delivery of N-succinimidyl-6-(2-pyridyldithio)capronate was prompt, and the product exceeded our expectations in stability.

12/5/2019

— Dr. Michael Thompson, ADC Scientist (UK)

Using N-succinimidyl-6-(2-pyridyldithio)capronate, we achieved consistent thiol-reactive conjugation across multiple batches.

16/9/2022

— Ms. Emily Johnson, Research Associate (Canada)

The solubility and stability of N-succinimidyl-6-(2-pyridyldithio)capronate simplified multi-step linker synthesis.

13/12/2019

— Dr. Laurent Dupont, Medicinal Chemist (France)

N-succinimidyl-6-(2-pyridyldithio)capronate delivered exceptional lot-to-lot reproducibility, crucial for preclinical work.

— Dr. Markus Schneider, Biochemist (Germany)

Using N-succinimidyl-6-(2-pyridyldithio)capronate from BOC Sciences, our lab successfully developed stable conjugates. The technical guidance from their team was very helpful.

23/9/2020

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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