Name: m-PEG5-succinimidyl carbonate
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Synonyms

2,5-dioxopyrrolidin-1-yl (2,5,8,11,14-pentaoxahexadecan-16-yl) carbonate

IUPAC Name

(2,5-dioxopyrrolidin-1-yl) 2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethyl carbonate

Canonical SMILES

COCCOCCOCCOCCOCCOC(=O)ON1C(=O)CCC1=O

InChI

InChI=1S/C16H27NO10/c1-21-4-5-22-6-7-23-8-9-24-10-11-25-12-13-26-16(20)27-17-14(18)2-3-15(17)19/h2-13H2,1H3

InChIKey

ZQIGTCCMJKPNRJ-UHFFFAOYSA-N

Solubility

10 mm in DMSO

Shelf Life

0-4°C for short term (days to weeks), or -20°C for long term (months).

Shipping

Room temperature

Storage

-20°C

m-PEG5-succinimidyl carbonate, a versatile chemical reagent, finds widespread utility in biomolecule modification across diverse applications.

1. Drug Delivery Systems: The utilization of m-PEG5-succinimidyl carbonate in crafting drug delivery systems heralds a new era in enhancing therapeutic compound solubility and stability. By tethering the PEG5 moiety, drugs attain prolonged circulation within the bloodstream, minimizing immunogenic responses. This strategy enables precise targeting of specific tissues or cells, amplifying treatment efficacy exponentially.

2. Protein Modification: Within the sphere of protein chemistry, m-PEG5-succinimidyl carbonate emerges as a pivotal tool for protein modification via PEGylation. This transformative process bestows proteins with enhanced stability and solubility through the attachment of polyethylene glycol chains. Consequently, the protein’s half-life is extended and immunogenicity is curtailed, rendering it apt for therapeutic purposes. Such modifications lay the groundwork for the development of exceptionally potent and immunogenically favorable protein-based drugs.

3. Surface Functionalization: Delving into surface functionalization, m-PEG5-succinimidyl carbonate manifests its prowess in enhancing the biocompatibility of surfaces like nanoparticles, crucial for biosensor applications. By affixing PEG chains, surfaces undergo a metamorphosis towards increased hydrophilicity, deterring protein adsorption and fostering superior performance in biological milieus. This advancement assumes paramount importance in the realm of diagnostic tools and drug delivery systems.

4. Bioconjugation: The ubiquity of m-PEG5-succinimidyl carbonate in bioconjugation techniques sets the stage for seamless attachment of biomolecules such as antibodies onto diverse substrates or biomolecules. Through the creation of steadfast amide bonds, this reagent facilitates the production of conjugates pivotal for assays, imaging, and therapeutic endeavors. This functionality assumes a pivotal role in crafting precision medicine tools and targeted therapies, paving the way for personalized and efficacious treatment modalities.

Catalog	Product Name	CAS
BADC-00875	m-PEG6-SS-PEG6-methyl	1007386-15-3
BADC-00512	m-PEG1-NHS ester	1027371-75-0
BADC-00878	mPEG6-azide	1043884-49-6
BADC-00883	mPEG7-aldehyde	1058691-77-2
BADC-00884	m-PEG8-Ms	1059588-19-0
BADC-00889	m-PEG8-COOH	1093647-41-6
BADC-00890	mPEG4-bromide	110429-45-3
BADC-00519	m-PEG2-NHS ester	1127247-34-0
BADC-00904	m-PEG7-CH2CH2CHO	1234369-95-9
BADC-00920	m-PEG4-Ms	130955-37-2

What is m-PEG5-succinimidyl carbonate and its function in ADCs?

m-PEG5-succinimidyl carbonate is a PEG-based linker with an active succinimidyl carbonate group for efficient amine coupling. It provides a PEG5 spacer that improves solubility and reduces aggregation in ADCs.

20/2/2019

We are interested in how m-PEG5-succinimidyl carbonate improves ADC stability.

The PEG5 unit enhances hydrophilicity and reduces nonspecific interactions. The succinimidyl carbonate forms stable carbamate bonds with antibody amines, improving ADC plasma stability and therapeutic consistency.

12/1/2023

Could you advise which conjugation reactions are compatible with m-PEG5-succinimidyl carbonate?

m-PEG5-succinimidyl carbonate reacts selectively with primary amines on antibodies to form stable carbamate linkages. Its PEG5 spacer ensures solubility and reduces steric hindrance in ADC design.

10/9/2018

Dear team, what storage and handling conditions are recommended for m-PEG5-succinimidyl carbonate?

Store m-PEG5-succinimidyl carbonate at low temperature in a dry, inert environment. Protect from moisture and light to maintain reactivity and reproducibility during ADC synthesis.

7/9/2021

Good morning! How should m-PEG5-succinimidyl carbonate be stored to maintain its reactivity for bioconjugation?

m-PEG5-succinimidyl carbonate should be stored in tightly sealed containers under an inert atmosphere at low temperature. Exposure to moisture or heat can hydrolyze the succinimidyl carbonate, so careful handling and proper storage are critical for preserving reactivity for ADC linker applications.

22/4/2019

— Dr. Michael Scott, Senior Chemist (USA)

m-PEG5-succinimidyl carbonate showed excellent reactivity for amine conjugations.

10/9/2018

— Ms. Emily Fischer, Biochemist (Germany)

Batch-to-batch reproducibility ensured consistent ADC linker synthesis.

22/4/2019

— Dr. Thomas White, ADC Scientist (UK)

High purity and solubility facilitated multi-step synthesis workflows.

7/9/2021

— Dr. Isabelle Laurent, Medicinal Chemist (France)

Minimal side reactions and high yields were observed in all trials.

20/2/2019

— Dr. Helena Meyer, Research Scientist (Germany)

The reagent enabled design of PEGylated linkers improving ADC pharmacokinetics.

— Ms. Olivia Johnson, Bioconjugation Specialist (USA)

m-PEG5-succinimidyl carbonate enabled reliable PEGylation of our proteins. High purity and stability across batches were key for reproducible results.

12/1/2023