Name: Pyridin-2-yldisulfanyl-PEG4-NHS
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Synonyms

PEG4-SPDP; 15-(2-pyridyldithio)-4,7,10,13-tetraoxapentadecanoic acid N-hydroxysuccinimide ester; (2-pyridyldithio)-PEG4-NHS ester; 2,5-dioxopyrrolidin-1-yl 1-(pyridin-2-yldisulfaneyl)-3,6,9,12-tetraoxapentadecan-15-oate; 2,5-dioxo-1-pyrrolidinyl 15-(2-Pyridinyldithio)-4,7,10,13-tetraoxapentadecanoate; 1-{[15-(2-Pyridinyldisulfanyl)-4,7,10,13-tetraoxapentadecan-1-oyl]oxy}-2,5-pyrrolidinedione; 2,5-Pyrrolidinedione, 1-[[1-oxo-15-(2-pyridinyldithio)-4,7,10,13-tetraoxapentadec-1-yl]oxy]-; 4,7,10,13-Tetraoxapentadecanoic acid, 15-(2-pyridinyldithio)-, 2,5-dioxo-1-pyrrolidinyl ester

IUPAC Name

(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-(pyridin-2-yldisulfanyl)ethoxy]ethoxy]ethoxy]ethoxy]propanoate

Canonical SMILES

C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCSSC2=CC=CC=N2

InChI

InChI=1S/C20H28N2O8S2/c23-18-4-5-19(24)22(18)30-20(25)6-8-26-9-10-27-11-12-28-13-14-29-15-16-31-32-17-3-1-2-7-21-17/h1-3,7H,4-6,8-16H2

InChIKey

AZXJOPLHLVNPKQ-UHFFFAOYSA-N

Density

1.3±0.1 g/cm3

Solubility

Soluble in DMSO

Appearance

Colorless to Light Yellow Viscous Liquid

Shipping

Room temperature

Storage

Store at 2-8°C

Boiling Point

605.9±65.0°C at 760 mmHg

Pyridin-2-yldisulfanyl-PEG4-NHS is a heterobifunctional ADC linker for thiol-specific conjugation. The disulfide moiety enables controlled payload release in the reductive tumor microenvironment, while the NHS ester reacts with antibody amines. The PEG4 spacer increases solubility and reduces steric hindrance, optimizing ADC linker design for stable conjugation.

In ADC payload applications, the disulfide linkage allows selective release of cytotoxic payloads within target cells. The PEG4 segment maintains antibody-antigen binding and reduces aggregation, supporting consistent drug-to-antibody ratios (DAR) and predictable pharmacokinetics.

Pyridin-2-yldisulfanyl-PEG4-NHS is compatible with a broad range of cytotoxic payloads, including DNA-damaging agents and microtubule inhibitors. Its chemical stability in circulation and reductive cleavage in tumor cells support targeted payload delivery.

This linker is applied in ADC research and bioconjugation workflows requiring controlled payload release, stable antibody attachment, and reproducible synthesis of antibody-drug conjugates for oncology therapeutics.

What is Pyridin-2-yldisulfanyl-PEG4-NHS and its use in ADCs?

Pyridin-2-yldisulfanyl-PEG4-NHS is a disulfide-containing PEG linker with an NHS ester, designed for site-specific conjugation to antibody amines. It enables controlled release of payloads under reducing conditions while maintaining ADC solubility and stability.

12/8/2021

We would like to know how Pyridin-2-yldisulfanyl-PEG4-NHS facilitates cleavable linkage.

The disulfide bond in Pyridin-2-yldisulfanyl-PEG4-NHS is reducible under intracellular glutathione conditions, allowing selective payload release in target cells while remaining stable in circulation, enhancing ADC specificity.

27/2/2020

Could you kindly inform us which payloads can be attached using Pyridin-2-yldisulfanyl-PEG4-NHS?

It can conjugate amine-containing cytotoxins, peptides, and fluorophores. The PEG4 spacer improves hydrophilicity and reduces steric hindrance, optimizing pharmacokinetics and ADC solubility.

6/12/2022

May I ask what the optimal conditions are for conjugation with Pyridin-2-yldisulfanyl-PEG4-NHS?

Conjugation is performed in slightly basic aqueous or mixed organic solvents (pH 7.5–8.5) at controlled temperature to maximize efficiency while minimizing NHS ester hydrolysis and preserving antibody integrity.

4/4/2019

Good afternoon! Could you please advise the storage requirements for Pyridin-2-yldisulfanyl-PEG4-NHS to preserve its reactivity?

Pyridin-2-yldisulfanyl-PEG4-NHS should be stored at low temperature, under inert atmosphere, and in tightly sealed containers to prevent moisture exposure. Protecting it from light and oxygen is critical to maintaining the reactivity of the NHS ester for effective conjugation applications.

18/12/2018

— Dr. Matthew Green, Biochemist (UK)

Pyridin-2-yldisulfanyl-PEG4-NHS provided high efficiency in thiol-reactive ADC conjugations.

6/12/2022

— Ms. Anna Weber, Senior Scientist (Germany)

Batch quality and solubility of Pyridin-2-yldisulfanyl-PEG4-NHS enabled smooth reaction conditions.

18/12/2018

— Dr. Daniel Clark, ADC Development Scientist (USA)

This linker performed reliably across multiple reaction types, ensuring reproducible ADC constructs.

4/4/2019

— Dr. Daniel Brown, Medicinal Chemist (UK)

Pyridin-2-yldisulfanyl-PEG4-NHS allowed efficient linker formation in ADCs. High purity and stability made it ideal for our experiments.

12/8/2021

— Mr. Lucas Martin, Research Scientist (Canada)

Detailed QC reports facilitated regulatory documentation and integration into our workflow.

— Ms. Hannah Lee, ADC Researcher (UK)

Pyridin-2-yldisulfanyl-PEG4-NHS from BOC Sciences enabled efficient linker formation in our ADC constructs. The reproducibility of the product was remarkable.

27/2/2020