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Bis(NHS)PEG5

  CAS No.: 756526-03-1   Cat No.: BADC-00378   Purity: 98% 4.5  

Bis(NHS)PEG5 is a non-cleavable 5-unit PEG linker that can be used to synthesize antibody-conjugated drugs (ADCs).

Bis(NHS)PEG5

Structure of 756526-03-1

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Category
ADC Linker
Molecular Formula
C22H32N2O13
Molecular Weight
532.50
Shipping
Room temperature
Shipping
Store at 2-8°C

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Synonyms
Bis-PEG5-NHS ester; Bis(2,5-dioxopyrrolidin-1-yl) 4,7,10,13,16-pentaoxanonadecane-1,19-dioate; NHS-PEG5-NHS; Bis-dPEG(R)5-NHS ester; Bis(2,5-dioxopyrrolidin-1-yl) 4,7,10,13,16-pentaoxanonadecanedioate; Bis(3-PEG4)propionic acid N-hydroxysuccinimide diester; 1,1'-[(1,19-Dioxo-4,7,10,13,16-pentaoxanonadecane-1,19-diyl)bis(oxy)]di(2,5-pyrrolidinedione); 2,5-Pyrrolidinedione, 1,1'-[(1,19-dioxo-4,7,10,13,16-pentaoxanonadecane-1,19-diyl)bis(oxy)]bis-; α,ω-disuccinimidyl tetraethylene glycol
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[3-(2,5-dioxopyrrolidin-1-yl)oxy-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Canonical SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCOCCC(=O)ON2C(=O)CCC2=O
InChI
InChI=1S/C22H32N2O13/c25-17-1-2-18(26)23(17)36-21(29)5-7-31-9-11-33-13-15-35-16-14-34-12-10-32-8-6-22(30)37-24-19(27)3-4-20(24)28/h1-16H2
InChIKey
FTYUGLBWKRXQBD-UHFFFAOYSA-N
Density
1.4±0.1 g/cm3
Solubility
Soluble in DCM, DMF, DMSO
PSA
173.51000
Appearance
Colorless to Yellow Clear Liquid to Cloudy Liquid
Shipping
Room temperature
Storage
Store at 2-8°C
Boiling Point
632.5±65.0°C at 760 mmHg

Bis(NHS)PEG5, a versatile bifunctional polyethylene glycol (PEG) crosslinker, finds wide-ranging applications in bioconjugation and chemical biology. Here are four key applications of Bis(NHS)PEG5:

Protein-Protein Conjugation: This intricate process involves utilizing Bis(NHS)PEG5 to facilitate the conjugation of two proteins, forming stable amide bonds between their amino groups. Particularly crucial in creating antibody-drug conjugates for targeted cancer therapies, this crosslinker’s PEG spacer enhances solubility and reduces steric hindrance, optimizing the bioactivity of the resulting complex.

Surface Functionalization: Researchers leverage the power of Bis(NHS)PEG5 to modify surfaces of nanoparticles, biomaterials, and biosensors. By attaching Bis(NHS)PEG5, specific functional groups are introduced that enable the binding of molecules like antibodies or enzymes on diverse surfaces. This precision is pivotal in developing diagnostic devices and bioanalytical tools, ensuring high specificity and sensitivity in molecular interactions.

Drug Delivery Systems: Bis(NHS)PEG5 plays a pivotal role in creating polymer-based drug delivery systems with controlled release capabilities. Through PEGylation of drug carriers, such as liposomes or nanoparticles, using Bis(NHS)PEG5, stability and circulation time in the bloodstream are enhanced. This strategic approach enables more efficient drug targeting, reduces immunogenicity, and ultimately yields superior therapeutic outcomes for patients.

Tissue Engineering: In the domain of tissue engineering, Bis(NHS)PEG5 serves as a vital tool for crosslinking hydrogels and scaffolds, enhancing their mechanical strength and biocompatibility. By skillfully linking natural or synthetic polymers using Bis(NHS)PEG5, researchers create three-dimensional structures closely mimicking the extracellular matrix. This advancement supports crucial processes like cell attachment, proliferation, and differentiation, propelling tissue-engineered constructs forward in regenerative medicine.

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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Historical Records: Amino-PEG8-propionic acid | Azido-PEG2-PFP ester | Mal-PEG4-bis-PEG3-methyltetrazine | S-methyl DM1 | Fmoc-N-amido-PEG4-propionic acid | Alkyne-PEG5-SNAP | Fmoc-N-amido-PEG2-propionic acid | endo-BCN-PEG2-PFP ester | Phe-Lys(Fmoc)-PAB | N-Succinimidyl 4-(N-maleimidomethyl) trans-cyclohexane 1-carboxylate | Bis(NHS)PEG5
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