3,6,9,12,15,18,21,24,27-Nonaoxanonatriacontan-1-ol - CAS 3055-99-0

3,6,9,12,15,18,21,24,27-Nonaoxanonatriacontan-1-ol - CAS 3055-99-0 Catalog number: BADC-01541

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3,6,9,12,15,18,21,24,27-Nonaoxanonatriacontan-1-ol is a linker widely used in antibody-drug conjugates (ADCs).

Category
ADCs Linker
Product Name
3,6,9,12,15,18,21,24,27-Nonaoxanonatriacontan-1-ol
CAS
3055-99-0
Catalog Number
BADC-01541
Molecular Formula
C30H62O10
Molecular Weight
582.81
3,6,9,12,15,18,21,24,27-Nonaoxanonatriacontan-1-ol

Ordering Information

Catalog Number Size Price Quantity
BADC-01541 -- $--
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Description
3,6,9,12,15,18,21,24,27-Nonaoxanonatriacontan-1-ol is a linker widely used in antibody-drug conjugates (ADCs).
Synonyms
Polidocanol; Nonaethylene glycol monododecyl ether; 3,6,9,12,15,18,21,24,27-Nonaoxanonatriacontan-1-ol
IUPAC Name
2-[2-[2-[2-[2-[2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol
Canonical SMILES
CCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO
InChI
InChI=1S/C30H62O10/c1-2-3-4-5-6-7-8-9-10-11-13-32-15-17-34-19-21-36-23-25-38-27-29-40-30-28-39-26-24-37-22-20-35-18-16-33-14-12-31/h31H,2-30H2,1H3
InChIKey
ONJQDTZCDSESIW-UHFFFAOYSA-N
Density
1.007 g/cm3
Solubility
miscible
Melting Point
33-36 °C
Flash Point
326.3°C
LogP
3.94
Mechanism Of Action
When administered, polidocanol locally damages blood vessel endothelium. Following the endothelial damage, platelets aggregate at the site and attach to the venous wall eventually resulting in a dense network of platelets, cellular debris, and fibrin that occludes the vessel. Eventually the vessel is replaced by connective fibrous tissue.
Clinical Trial Information
NCT NumberTitleCondition Or DiseasePhaseStart DateSponsorStatus
NCT01185951TENDOSHOCK-2010 Combination Therapy for Athletic TendinopathiesTendinopathyPhase 2January 2007Hannover Medical SchoolUnknown status
NCT02154789An Assessment of Intra-lesional 3% Polidocanol Solution in the Treatment of Digital Myxoid CystGanglion CystsPhase 4June 2014University of EdinburghUnknown status
NCT02462720COMFORT: A Multicenter, Open-label, Randomized, Crossover StudyVaricose VeinsPhase 4May 2015BTG International Inc.Completed
NCT03257254Effect of VarIthena on Wound Healing in VLUVenous Leg UlcerSeptember 29, 2017Provensis LtdRecruiting
Appearance
Colorless to faint yellow liquid
Purity
99%
Quantity
Grams-Kilos
Quality Standard
Enterprise standard
Shelf Life
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly.
Storage
Store at -20 °C
Pictograms
Harmful
Signal Word
Warning
Boiling Point
615.9±50.0°C at 760 mmHg

3,6,9,12,15,18,21,24,27-Nonaoxanonatriacontan-1-ol, a versatile polyethylene glycol (PEG) derivative, finds applications across scientific and industrial realms. Here are four key applications portrayed with a high degree of perplexity and burstiness:

Drug Delivery Systems: Embracing this PEG derivative, pharmaceutical formulations undergo a metamorphosis, enhancing solubility and stability of drugs. This transformation extends the circulation time of therapeutic agents in the bloodstream, elevating their biodistribution and efficacy. Moreover, the molecule's presence diminishes immunogenicity, amplifying the therapeutic index of biologic drugs to new heights of effectiveness.

Biomedical Research: Dive into bio-conjugation and surface modification with 3,6,9,12,15,18,21,24,27-Nonaoxanonatriacontan-1-ol, a fundamental tool for functionalizing nanoparticles and diverse materials. By affixing this PEG derivative to surfaces, researchers navigate the realm of reduced non-specific binding, refining biocompatibility. This aspect is pivotal in the progression of biosensors, diagnostic tools, and a myriad of biomedical devices, accentuating precision and reliability.

Polymer Science: Positioned as a cornerstone in the synthesis of amphiphilic block copolymers, this PEG derivative unlocks realms of self-assembly into structures like micelles and vesicles in aqueous environments. These resulting materials become pioneers in drug delivery, wastewater treatment, and as emulsifying agents in multifarious industrial processes, ushering in an era of innovation and practicality.

Cosmetic Industry: Unveil the transformative prowess of 3,6,9,12,15,18,21,24,27-Nonaoxanonatriacontan-1-ol in the cosmetic domain, serving as an emollient and humectant in skincare formulations. Its adeptness in moisture retention augments skin texture and hydration, nurturing a paradigm shift in skincare efficacy. Furthermore, as a solvent for active ingredients, this compound elevates their permeation and effectiveness in topical applications, paving the way for a new era of cosmetic excellence.

1.Technical note: Analysis of total lipid and triacylglycerol content in small liver biopsy samples in cattle.
Starke A1, Haudum A, Busche R, Beyerbach M, Dänicke S, Rehage J. J Anim Sci. 2010 Aug;88(8):2741-50. doi: 10.2527/jas.2009-2599. Epub 2010 Mar 26.
A procedure is described for analyzing total lipid (TL) and triacylglycerol (TAG) in 2 sequential steps using small amounts (<100 mg) of bovine liver tissue. The TL was measured gravimetrically and TAG was measured enzymatically in the TL extract, using an automated analyzer. For gravimetric TL determination in milligrams per gram of liver fresh weight (FW), TL was extracted from homogenized tissue samples with hexane:isopropanol (at 20 degrees C, 24 h, constant agitation). The routine method was modified by adding a second hexane extraction step to optimize lipid extraction. The dry lipid extract was dissolved in hexane and aliquoted according to TL content for TAG analysis. An extra incubation period of 16 h was included for complete hydrolysis of TAG, using microbial lipase and nonaethylene glycol monododecyl ether detergent, before TAG was measured enzymatically using commercial test kits. Triolein was used as an internal standard.
2.Comparison of the different types of surfactants for the effect on activity and structure of soybean peroxidase.
Zhang W1, Dai X, Zhao Y, Lu X, Gao P. Langmuir. 2009 Feb 17;25(4):2363-8. doi: 10.1021/la803240x.
In the pH 2.6 and 5.2 systems, soybean peroxidase (SBP) (isoelectric point, pI 3.9) has positive and negative charge, respectively. In order to acquire detailed knowledge on the role played by electrostatics in the denaturation of proteins, a comparison of anionic surfactant sodium dodecyl sulfate (SDS), nonionic surfactant nonaethylene glycol monododecyl ether [C12H25O(CH2CH2O)9H] (AEO9), and cationic surfactant cetyltrimethylammonium bromide (CTAB) for the influences on the activity and structure of soybean peroxidase (SBP) was carried out by measuring the activity, far-UV circular dichrosm, fluorescence, and electronic absorption spectra of SBP in the pH 2.6 and 5.2 systems at 30 degrees C. In the pH 2.6 systems, the interaction of SDS with SBP results in an increase in the fluorescence intensity with a red shift of the emission maximum of the tryptophan fluorescence and a blue shift of the Soret band. In the meantime, the alpha-helix of SBP is unfolded and the activity of SBP is lost irreversibly.
3.Determination of critical micelle concentrations and aggregation numbers by fluorescence correlation spectroscopy: aggregation of a lipopolysaccharide.
Yu L1, Tan M, Ho B, Ding JL, Wohland T. Anal Chim Acta. 2006 Jan 18;556(1):216-25. Epub 2005 Oct 10.
Fluorescence correlation spectroscopy (FCS) is often used to determine the mass or radius of a particle by using the dependence of the diffusion coefficient on the mass and shape. In this article we discuss how the particle size of aggregates can be measured by using the concentration dependence of the amplitude of the autocorrelation function (ACF) instead of the temporal decay. We titrate a solution of aggregates or micelles with a fluorescent label that possesses a high affinity for these structures and measure the changes in the amplitude of the ACF. We develop the theory describing the change of the ACF amplitude with increasing concentrations of labels and use it to fit experimental data. It is shown how this method can determine the aggregation number and critical micelle concentration of a standard detergent nonaethylene glycol monododecyl ether (C12E9) and a lipopolysaccharide (LPS: Escherichia coli 0111:B4).
4.Dependence of the product chain-length on detergents for long-chain E-polyprenyl diphosphate synthases.
Pan JJ1, Ramamoorthy G, Poulter CD. Biochemistry. 2013 Jul 23;52(29):5002-8. doi: 10.1021/bi400681d. Epub 2013 Jul 11.
Long-chain E-polyprenyl diphosphate synthases (E-PDS) catalyze repetitive addition of isopentenyl diphosphate (IPP) to the growing prenyl chain of an allylic diphosphate. The polyprenyl diphosphate products are required for the biosynthesis of ubiquinones and menaquinones required for electron transport during oxidative phosphorylation to generate ATP. In vitro, the long-chain PDSs require addition of phospholipids or detergents to the assay buffer to enhance product release and maintain efficient turnover. During preliminary assays of product chain-length with anionic, zwitterionic, and nonionic detergents, we discovered considerable variability. Examination of a series of nonionic PEG detergents with several long-chain E-PDSs from different organisms revealed that in vitro incubations with nonaethylene glycol monododecyl ether or Triton X-100 typically gave chain-lengths that corresponded to those of the isoprenoid moieties in respiratory quinones synthesized in vivo.
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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