Cas no 1818294-32-4 (SPDP-PEG6-NHS ester)

SPDP-PEG6-NHS ester is a heterobifunctional crosslinker designed for bioconjugation applications. The compound features an NHS ester group, which reacts efficiently with primary amines to form stable amide bonds, and a pyridyldithiol (SPDP) moiety, enabling subsequent thiol-disulfide exchange with sulfhydryl groups. The PEG6 spacer enhances solubility and reduces steric hindrance, improving reaction efficiency in aqueous environments. This reagent is particularly useful for site-specific protein labeling, antibody-drug conjugate (ADC) development, and controlled crosslinking of biomolecules. The cleavable disulfide bond allows for reversible conjugation, facilitating applications requiring controlled release. Its well-defined structure and reliable reactivity make it a valuable tool in biochemical research and therapeutic development.
SPDP-PEG6-NHS ester structure
SPDP-PEG6-NHS ester structure
Product Name:SPDP-PEG6-NHS ester
CAS No:1818294-32-4
MF:C27H41N3O11S2
MW:647.7579
CID:3046537
Update Time:2025-05-23

SPDP-PEG6-NHS ester Chemical and Physical Properties

Names and Identifiers

    • SPDP-PEG6-NHS ester
    • Inchi: 1S/C27H41N3O11S2/c31-23(7-22-42-43-24-3-1-2-8-29-24)28-9-11-36-13-15-38-17-19-40-21-20-39-18-16-37-14-12-35-10-6-27(34)41-30-25(32)4-5-26(30)33/h1-3,8H,4-7,9-22H2,(H,28,31)
    • InChI Key: KOEOEXUDNQGULJ-UHFFFAOYSA-N
    • SMILES: S(C([H])([H])C([H])([H])C(N([H])C([H])([H])C([H])([H])OC([H])([H])C([H])([H])OC([H])([H])C([H])([H])OC([H])([H])C([H])([H])OC([H])([H])C([H])([H])OC([H])([H])C([H])([H])OC([H])([H])C([H])([H])C(=O)ON1C(C([H])([H])C([H])([H])C1=O)=O)=O)SC1=C([H])C([H])=C([H])C([H])=N1

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 14
  • Heavy Atom Count: 43
  • Rotatable Bond Count: 28
  • Complexity: 781
  • Topological Polar Surface Area: 212

SPDP-PEG6-NHS ester Pricemore >>

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Additional information on SPDP-PEG6-NHS ester

SPDP-PEG6-NHS Ester: A Comprehensive Overview

SPDP-PEG6-NHS Ester (CAS No. 1818294-32-4) is a versatile crosslinking agent widely utilized in bioconjugation chemistry. This compound is a derivative of sulfosuccinimidyl 6-(N-hydroxysuccinimide) hexanoate, which combines the reactive N-hydroxysuccinimide (NHS) ester group with a polyethylene glycol (PEG) chain. The PEG chain serves as a flexible linker, enhancing the stability and biocompatibility of the resulting conjugates. The NHS ester group reacts specifically with primary amines, such as those found in proteins, peptides, or other amine-containing biomolecules, making it an ideal reagent for creating covalent bonds between biomolecules.

Recent advancements in bioconjugation chemistry have highlighted the importance of SPDP-PEG6-NHS Ester in various applications. For instance, researchers have employed this reagent to develop stable antibody-drug conjugates (ADCs) for targeted cancer therapy. The PEG chain in SPDP-PEG6-NHS Ester not only facilitates controlled drug release but also reduces immunogenicity, thereby improving the therapeutic index of ADCs. Furthermore, studies have demonstrated that the use of SPDP-PEG6-NHS Ester in protein-protein crosslinking enhances the stability of enzyme complexes, which is critical for industrial biocatalysis applications.

The synthesis of SPDP-PEG6-NHS Ester involves a multi-step process that ensures high purity and functionality. The reaction typically begins with the activation of a carboxylic acid group using N-hydroxysuccinimide, followed by coupling with a PEG chain. This process is carefully optimized to minimize side reactions and maximize the yield of the final product. The resulting compound is characterized by its high reactivity and stability under physiological conditions, making it suitable for use in both in vitro and in vivo applications.

In terms of applications, SPDP-PEG6-NHS Ester has found extensive use in the development of biosensors and diagnostic tools. For example, researchers have utilized this reagent to immobilize enzymes on surfaces for the creation of highly sensitive biosensors capable of detecting analytes such as glucose or lactate. The ability to form stable covalent bonds between enzymes and surfaces ensures long-term stability and reproducibility of these devices.

Another emerging application of SPDP-PEG6-NHS Ester is in the field of nanotechnology. By crosslinking nanoparticles with biomolecules such as antibodies or peptides, researchers can create targeted delivery systems for drugs or imaging agents. The PEG chain in this compound not only enhances the biocompatibility of nanoparticles but also improves their circulation half-life in biological systems.

From a safety standpoint, SPDP-PEG6-NHS Ester is generally considered non-toxic under normal handling conditions. However, it is essential to follow standard laboratory safety protocols when working with this compound to minimize exposure risks. Proper storage conditions, such as maintaining it under dry and cool conditions, are crucial to ensure its stability and functionality.

In conclusion, SPDP-PEG6-NHS Ester (CAS No. 1818294-32-4) is a valuable tool in bioconjugation chemistry with diverse applications ranging from drug delivery to biosensor development. Its unique combination of reactivity and biocompatibility makes it an indispensable reagent for researchers working in various fields of life sciences and materials science.

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