Bis-PEG3-NHS Ester - CAS 1314378-16-9

Bis-PEG3-NHS Ester - CAS 1314378-16-9 Catalog number: BADC-00380

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Bis-PEG3-NHS ester is a non-cleavable 3-unit PEG linker that can be used to synthesize antibody-conjugated drugs (ADCs).

Category
ADCs Linker
Product Name
Bis-PEG3-NHS Ester
CAS
1314378-16-9
Catalog Number
BADC-00380
Molecular Formula
C18H24N2O11
Molecular Weight
444.39
Bis-PEG3-NHS Ester

Ordering Information

Catalog Number Size Price Quantity
BADC-00380 -- $--
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Description
Bis-PEG3-NHS ester is a non-cleavable 3-unit PEG linker that can be used to synthesize antibody-conjugated drugs (ADCs).
Synonyms
α,ω-disuccinimidyl diethylene glycol; bis(2,5-dioxopyrrolidin-1-yl) 3,3'-(2,2'-oxybis(ethane-2,1-diyl)bis(oxy))dipropanoate; 1,1'-Bis(2,5-dioxo-1-pyrrolidinyl) 3,3'-[oxybis(2,1-ethanediyloxy)]bis[propanoate]; Propanoic acid, 3,3'-[oxybis(2,1-ethanediyloxy)]bis-, 1,1'-bis(2,5-dioxo-1-pyrrolidinyl) ester; 1,1'-{Oxybis[2,1-ethanediyloxy(1-oxo-3,1-propanediyl)oxy]}di(2,5-pyrrolidinedione); 2,5-Pyrrolidinedione, 1,1'-[oxybis[2,1-ethanediyloxy(1-oxo-3,1-propanediyl)oxy]]bis-; NHS-PEG3-NHS
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[3-(2,5-dioxopyrrolidin-1-yl)oxy-3-oxopropoxy]ethoxy]ethoxy]propanoate
Canonical SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCC(=O)ON2C(=O)CCC2=O
InChI
InChI=1S/C18H24N2O11/c21-13-1-2-14(22)19(13)30-17(25)5-7-27-9-11-29-12-10-28-8-6-18(26)31-20-15(23)3-4-16(20)24/h1-12H2
InChIKey
OPGNUERFYQLUNP-UHFFFAOYSA-N
Density
1.42±0.1 g/cm3 (Predicted)
Solubility
Soluble in DMSO
Appearance
Pale Yellow or Colorless Oily Matter
Purity
≥98%
Shipping
Room temperature, or blue ice upon request.
Storage
Store at 2-8°C
Boiling Point
577.4±60.0°C (Predicted)

Bis-PEG3-NHS Ester, a versatile bifunctional crosslinker, finds extensive use in biological and biomedical research. Explore its diverse applications presented with elevated perplexity and burstiness:

Protein Crosslinking: This compound serves as a cornerstone in bioconjugation experiments, facilitating the covalent linkage of proteins and peptides. Through interactions with primary amines on lysine residues, it forges stable amide bonds, enabling the formation of intricate protein complexes. This method is indispensable for investigating protein-protein interactions and constructing multifunctional protein architectures, propelling the frontiers of protein research.

Surface Modification of Biomaterials: In the realm of biomaterials, Bis-PEG3-NHS Ester plays a pivotal role in surface functionalization, empowering researchers to graft desired molecules onto biomaterial surfaces. By affixing bioactive ligands, scientists can augment cell adhesion, proliferation, and differentiation, revolutionizing applications in tissue engineering and the advancement of cutting-edge medical implants.

Drug Delivery Systems: Embracing innovation, this crosslinker is harnessed to revamp drug delivery systems, including nanoparticles and liposomes, enhancing their targeting precision and therapeutic efficacy. By coupling targeting moieties like antibodies or peptides, drug carriers are tailored for enhanced delivery to specific tissues or cells, heralding a new era of targeted therapeutics with heightened potency and reduced adverse effects.

Diagnostic Assays: In the diagnostic landscape, Bis-PEG3-NHS Ester emerges as a key player, enabling the linkage of antibodies or antigens to detection systems with finesse. By conjugating these biomolecules to labels such as enzymes or fluorophores, researchers craft sensitive and specific diagnostic assays with unparalleled precision. This technique underpins the development of ELISAs and other immunoassays, revolutionizing disease detection and monitoring with unparalleled accuracy.

1. A Ketone Ester Drink Lowers Human Ghrelin and Appetite
Brianna J Stubbs, Pete J Cox, Malgorzata Cyranka, Rhys D Evans, Heidi de Wet, Kieran Clarke Obesity (Silver Spring) . 2018 Feb;26(2):269-273. doi: 10.1002/oby.22051.
Objective:The ketones d-β-hydroxybutyrate (BHB) and acetoacetate are elevated during prolonged fasting or during a "ketogenic" diet. Although weight loss on a ketogenic diet may be associated with decreased appetite and altered gut hormone levels, it is unknown whether such changes are caused by elevated blood ketones. This study investigated the effects of an exogenous ketone ester (KE) on appetite.Methods:Following an overnight fast, subjects with normal weight (n = 15) consumed 1.9 kcal/kg of KE, or isocaloric dextrose (DEXT), in drinks matched for volume, taste, tonicity, and color. Blood samples were analyzed for BHB, glucose, insulin, ghrelin, glucagon-like peptide 1 (GLP-1), and peptide tyrosine tyrosine (PYY), and a three-measure visual analogue scale was used to measure hunger, fullness, and desire to eat.Results:KE consumption increased blood BHB levels from 0.2 to 3.3 mM after 60 minutes. DEXT consumption increased plasma glucose levels between 30 and 60 minutes. Postprandial plasma insulin, ghrelin, GLP-1, and PYY levels were significantly lower 2 to 4 hours after KE consumption, compared with DEXT consumption. Temporally related to the observed suppression of ghrelin, reported hunger and desire to eat were also significantly suppressed 1.5 hours after consumption of KE, compared with consumption of DEXT.Conclusions:Increased blood ketone levels may directly suppress appetite, as KE drinks lowered plasma ghrelin levels, perceived hunger, and desire to eat.
2. Catalytic antibodies
A Tramontano, R A Lerner, K D Janda Science . 1986 Dec 19;234(4783):1566-70. doi: 10.1126/science.3787261.
Monoclonal antibodies elicited to haptens that are analogs of the transition state for hydrolysis of carboxylic esters behaved as enzymic catalysts with the appropriate substrates. These substrates are distinguished by the structural congruence of both hydrolysis products with haptenic fragments. The haptens were potent inhibitors of this esterolytic activity, in agreement with their classification as transition state analogs. Mechanisms are proposed to account for the different chemical behavior of these antibodies with two types of ester substrates. The generation of an artificial enzyme through transition state stabilization by antibodies was thus demonstrated. These studies indicate a potentially general approach to catalyst design.
3. Fast-Acting Antibacterial, Self-Deactivating Polyionene Esters
Christian Krumm, Lena Benski, Joerg C Tiller, Manfred Köller, Franziska Oberhaus, Jens Wilken, Sylvia Trump ACS Appl Mater Interfaces . 2020 May 13;12(19):21201-21209. doi: 10.1021/acsami.9b19313.
Biocidal compounds that quickly kill bacterial cells and are then deactivated in the surrounding without causing environmental problems are of great current interest. Here, we present new biodegradable antibacterial polymers based on polyionenes with inserted ester functions (PBI esters). The polymers are prepared by polycondensation reaction of 1,4-dibromobutene and different tertiary diaminodiesters. The resulting PBI esters are antibacterially active against a wide range of bacterial strains and were found to quickly kill these cells within 1 to 10 min. Because of hydrolysis of the ester groups, the PBI esters are degraded and deactivated in aqueous media. The degradation rate depends on the backbone structure and the pH. The structure of the polymers also controls the deactivation mechanism. While the more hydrophilic polymers require hydrolyses of only 19 to 30% of the ester groups to become practically inactive, the more hydrophobic PBI esters require up to 85% hydrolysis to achieve the same result. Thus, depending on the environmental conditions and the chemical nature, the PBI esters can be active for only 20 min or for at least one week.
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

Historical Records: Bis-PEG3-NHS Ester
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