Name: Nonoxynol-5
Brand: BOC Sciences
Price: 1099 USD
Availability: MadeToOrder

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1 g

$1099

In stock

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Please store the product under the recommended conditions in the Certificate of Analysis.

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Room temperature in continental US; may vary elsewhere.

IUPACName

2-[2-[2-[2-[2-(4-nonylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethanol

InChI Key

PITRRWWILGYENJ-UHFFFAOYSA-N

InChI

InChI=1S/C25H44O6/c1-2-3-4-5-6-7-8-9-24-10-12-25(13-11-24)31-23-22-30-21-20-29-19-18-28-17-16-27-15-14-26/h10-13,26H,2-9,14-23H2,1H3

SMILES

CCCCCCCCCC1=CC=C(C=C1)OCCOCCOCCOCCOCCO

1. A modified transmembrane migration method for evaluating the spermicidal potency of some nonoxynol compounds

P B Curtis-Prior, A L Gadd J Pharm Pharmacol . 1988 Mar;40(3):215-6. doi: 10.1111/j.2042-7158.1988.tb05225.x.

The transmembrane migration technique, a simple method in-vitro for quantitatively assessing the effects of a drug on human sperm motility, has been evaluated. The original method has been modified to include a preincubation step, and the incubation time has been reduced to 90 min. In semen samples possessing sperm concentrations of less than 75 x 12(6) spermatozoa mL-1 the volume of the lower reservoir has been reduced to 1 mL. This modified method has been used to compare the spermicidal potency of the widely employed non-ionic surfactant nonoxynol-9, with nonoxynol-5 and nonoxynol-15 (containing, respectively, fewer and more ethylene oxide units per molecule). The rank order of spermicidal potency of the compounds evaluated was nonoxynol-9 = nonoxynol-5 greater than nonoxynol-15.

Nonoxynol-5 is a nonionic surfactant commonly used as a PROTAC linker component or formulation additive to support solubilization and controlled presentation of hydrophobic conjugates. Its amphiphilic structure can improve handling of bulky ligands and facilitate preparation of degradation constructs for targeted protein degradation workflows. The following sections describe the linker’s structure-related features and practical reactivity considerations for PROTAC assembly in experimental settings.

Structure: Nonoxynol-5 is characterized by a hydrophobic alkyl chain linked to a poly(ethylene oxide)-type ethoxylate segment, providing an amphiphilic architecture. The molecule contains ether linkages within the ethoxylate region and a terminal alcohol functionality, with flexible conformations that influence solubility and interfacial behavior.

Reactivity: For PROTAC construction, Nonoxynol-5 is typically employed under conditions that preserve the integrity of partner ligands while enabling coupling through functional groups such as terminal hydroxyl groups. Suitable approaches include activation of hydroxyl-derived intermediates followed by nucleophilic substitution or ester/ether bond formation, using standard coupling reagents and inert atmospheres where required. Mild, water-compatible solvents are often preferred to maintain solubility and minimize side reactions, with reaction monitoring to confirm completion and avoid surfactant-driven aggregation.

How does Nonoxynol-5 controlled in a spatiotemporal manner interact with targeted proteins?

Nonoxynol-5 couples the tyrosine phosphorylation sequence of the nerve growth factor receptor tropomyosin receptor kinase A (TrkA) or neuregulin receptor erythrocytic oncogene B3 (ErbB3) to a VHL ligand.

30/4/2020

What are the main processes involved in the formation of the POI-PROTAC-E3 ligase ternary complex by Nonoxynol-5 in cells?

First, E1 activating enzyme activates ubiquitin and transfers it to E2 conjugating enzyme; second, E3 ligase binds POI and E2 conjugating enzyme, allowing ubiquitin to attach to POI; finally, proteasome recognizes and degrades ubiquitin-tagged POI. Once inside the cell, the POI ligand specifically binds to the corresponding POI, while the other ligand binds to the E3 ligase. Thus forming a POI-PROTAC-E3 ligase ternary complex.

23/7/2020

How does Nonoxynol-5 induce intracellular targeted protein degradation?

Nonoxynol-5 works by inducing the proximity between intracellular target proteins and E3 ligase complexes, these heterobifunctional molecules catalyze the formation of ternary complexes leading to target protein ubiquitination and its proteosome-mediated degradation.

7/8/2021

photobleaching

Very satisfied with the experimental data! Nonoxynol-5 has good absorption at 350-500 nm, rapidly photolyzes under the irradiation of LED visible light, has photobleaching properties, and can be further applied to DLP 3D printing to construct three-dimensional light-emitting structures with high precision.

19/3/2016

luminescent cluster

The quality of the product is acceptable. A novel cyanofluorescence probe withNonoxynol-5 chalcone structure as the luminescent cluster and a co-lingual C=C bond as the reaction site was constructed, which has high selectivity and sensitivity for CN recognition, and can be used as a ratiometric fluorescent probe for naked-eye and efficient detection of CN.

10/9/2016

minimum inhibitory concentration

Nonoxynol-5 has significant inhibitory effect on Escherichia coli, Enterobacter aerogenes, Salmonella typhi, Streptococcus pneumoniae and Staphylococcus aureus, the minimum inhibitory concentration (MIC) is 79, 73 umolL respectively.

7/2/2022

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C₁V₁ = C₂V₂