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20-(tert-Butoxy)-20-oxoicosanoic acid

  CAS No.: 683239-16-9   Cat No.: BADC-01916   Purity: ≥ 98 % HNMR HPLC MS 4.5  

20-(tert-Butoxy)-20-oxoicosanoic acid is a long-chain hydrophobic linker intermediate used in lipid-based and antibody-drug conjugation, promoting membrane interaction and payload transport.

20-(tert-Butoxy)-20-oxoicosanoic acid

Structure of 683239-16-9

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ADC Linker
Molecular Formula
C24H46O4
Molecular Weight
398.60
Shipping
Store in a cool and dry place and at 0-4 °C for short term (days to weeks) or -66 °C for long term (months to years).

* For research and manufacturing use only. We do not sell to patients.

Size Price Stock Quantity
1 g $199 In stock
25 g $523 In stock

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Popular Publications Citing BOC Sciences Products
Synonyms
MolPort-027-853-795; ZX-RL000706; Eicosanedioic acid 1-tert-butyl ester; Eicosanedioic acid, 1-(1,1-dimethylethyl) ester; Eicosanedioic Acid Mono-Tert-Butyl Ester
IUPAC Name
20-[(2-methylpropan-2-yl)oxy]-20-oxoicosanoic acid
Canonical SMILES
CC(C)(C)OC(=O)CCCCCCCCCCCCCCCCCCC(=O)O
InChI
InChI=1S/C24H46O4/c1-24(2,3)28-23(27)21-19-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-20-22(25)26/h4-21H2,1-3H3,(H,25,26)
InChIKey
JUCDAUSILDWYOA-UHFFFAOYSA-N
Density
0.9±0.1 g/cm<sup>3</sup>
Solubility
Soluble in DMSO.
Storage
Store in a cool and dry place and at 0-4 °C for short term (days to weeks) or -66 °C for long term (months to years).
Boiling Point
496.0±18.0 °C at 760 mmHg

20-(tert-Butoxy)-20-oxoicosanoic acid is a versatile chemical compound with numerous applications in bioscience and industry. Here are some key applications of 20-(tert-Butoxy)-20-oxoicosanoic acid:

Pharmaceutical Research: This compound is often used as an intermediate in the synthesis of various pharmaceutical agents. Its unique structure allows for the creation of complex molecules that can be used in drug development. Researchers employ it in exploratory studies to develop new medications with potential therapeutic benefits.

Chemical Synthesis: 20-(tert-Butoxy)-20-oxoicosanoic acid serves as a crucial building block in organic synthesis. Its reactivity and functional groups enable the formation of diverse chemical compounds, including polymers, surfactants, and specialty chemicals. This makes it invaluable in the production of materials with specific desired properties.

Cosmetic Formulations: In the cosmetics industry, this compound can be utilized in the formulation of skincare products. Its properties lend themselves to the creation of emulsifiers, stabilizers, and other active ingredients that enhance product performance. This leads to improved textures, stability, and efficacy of cosmetic products.

Biochemical Research: Scientists use 20-(tert-Butoxy)-20-oxoicosanoic acid in biochemical assays and experiments. Its ability to act as a ligand or substrate in various reactions facilitates the study of enzyme activities and metabolic pathways. This helps in understanding complex biological processes and in the identification of novel biochemical targets.

1. Synthesis and application of an Nδ-acetyl-Nδ-hydroxyornithine analog: identification of novel metal complexes of deferriferrichrysin
Kazuya Kobayashi, Shinya Oishi, Yuka Kobayashi, Hiroaki Ohno, Hiroko Tsutsumi, Yoji Hata, Nobutaka Fujii Bioorg Med Chem. 2012 Apr 15;20(8):2651-5. doi: 10.1016/j.bmc.2012.02.033. Epub 2012 Feb 20.
Synthesis of Fmoc-protected N(δ)-acetyl-N(δ)-(tert-butoxy)-l-ornithine has revealed it to be a metal-chelating amino-acid precursor. This protected amino acid was compatible with the preparation of ferrichrome peptides by standard Fmoc-based solid-phase peptide synthesis. Evaluation of deferriferrichrysin for metal ion chelation revealed that zirconium(IV) and titanium(IV) formed complexes with deferriferrichrysin.
2. Feasibility of Multiple Examinations Using (68)Ga-Labelled Collagelin Analogues: Organ Distribution in Rat for Extrapolation to Human Organ and Whole-Body Radiation Dosimetry
Irina Velikyan, Ulrika Rosenström, Thomas N Bulenga, Olof Eriksson, Gunnar Antoni Pharmaceuticals (Basel). 2016 Jun 6;9(2):31. doi: 10.3390/ph9020031.
Objectives: Fibrosis is involved in many chronic diseases. It affects the functionality of vital organs, such as liver, lung, heart and kidney. Two novel imaging agents for positron emission tomography (PET) imaging of fibrosis have previously pre-clinically demonstrated promising target binding and organ distribution characteristics. However, the relevant disease monitoring in the clinical setup would require multiple repetitive examinations per year. Thus, it is of paramount importance to investigate the absorbed doses and total effective doses and thus, the potential maximum number of examinations per year. Methods: Two cyclic peptide (c[CPGRVMHGLHLGDDEGPC]) analogues coupled via an ethylene glycol linker (EG₂) to either 2-(4,7-bis(2-(tert-butoxy)-2-oxoethyl)-1,4,7-triazonan-1-yl)acetic acid (NO2A-Col) or 4-(4,7-bis(2-(tert-butoxy)-2-oxoethyl)-1,4,7-triazacyclononan-1-yl)-5-(tert-butoxy)-5-oxopentanoic acid (NODAGA-Col) were labelled with (68)Ga. The resulting agents, [(68)Ga]Ga-NO2A-Col and [(68)Ga]Ga-NODAGA-Col, were administered in the tail vein of male and female Sprague-Dawley rats (N = 24). An ex vivo organ distribution study was performed at the 5-, 10-, 20-, 40-, 60- and 120-min time points. The resulting data were extrapolated for the estimation of human organ and total body absorbed and total effective doses using Organ Level Internal Dose Assessment Code software (OLINDA/EXM 1.1) assuming a similar organ distribution pattern between the species. Time-integrated radioactivity in each organ was calculated by trapezoidal integration followed by a single-exponential fit to the data points extrapolated to infinity. The resulting values were used for the residence time calculation. Results: Ex vivo organ distribution data revealed fast blood clearance and washout from most of the organs. Although the highest organ absorbed dose was found for kidneys (0.1 mGy/MBq), this organ was not the dose-limiting one and would allow for the administration of over 1460 MBq per year for both [(68)Ga]Ga-NO2A-Col and [(68)Ga]Ga-NODAGA-Col. The total effective dose was the limiting parameter with 0.0155/0.0156 (female/male) mSv/MBq and 0.0164/0.0158 (female/male) mSv/MBq, respectively, for [(68)Ga]Ga-NO2A-Col and [(68)Ga]Ga-NODAGA-Col. This corresponded to the total amount of radioactivity that could be administered per year of 643 and 621 MBq before reaching the annual limit of 10 mSv. Thus, up to six examinations would be possible. The residence time and organ absorbed doses in liver and spleen were higher for [(68)Ga]Ga-NODAGA-Col as compared to [(68)Ga]Ga-NO2A-Col. Conclusion: The limiting parameter for the administered dose was the total effective dose that would allow for at least six examinations per year that might be sufficient for adequate disease monitoring in longitudinal studies and a routine clinical setup.
3. Smartphone-assisted detection of nucleic acids by light-harvesting FRET-based nanoprobe
Caterina Severi, Nina Melnychuk, Andrey S Klymchenko Biosens Bioelectron. 2020 Nov 15;168:112515. doi: 10.1016/j.bios.2020.112515. Epub 2020 Aug 15.
Point-of-care assays for optical detection of biomolecular markers attract growing attention, because of their capacity to provide rapid and inexpensive diagnostics of cancer and infectious diseases. Here, we designed a nanoprobe compatible with a smartphone RGB camera for detection of nucleic acids. It is based on light-harvesting polymeric nanoparticles (NPs) encapsulating green fluorescent donor dyes that undergo efficient Förster Resonance Energy Transfer (FRET) to red fluorescent acceptor hybridized at the particle surface. Green-emitting NPs are based on rhodamine 110 and 6G dyes paired with bulky hydrophobic counterions, which prevent dye self-quenching and ensure efficient energy transfer. Their surface is functionalized with a capture DNA sequence for cancer marker survivin, hybridized with a short oligonucleotide bearing FRET acceptor ATTO647N. Obtained 40-nm poly(methyl methacrylate)-based NP probe, encapsulating octadecyl rhodamine 6G dyes with tetrakis(perfluoro-tert-butoxy)aluminate counterions (~6000 dyes per NP), and bearing 65 acceptors, shows efficient FRET with >20% quantum yield and a signal amplification (antenna effect) of 25. It exhibits ratiometric response to the target DNA by FRET acceptor displacement and enables DNA detection in solution by fluorescence spectroscopy (limit of detection 3 pM) and on surfaces at the single-particle level using two-color fluorescence microscopy. Using a smartphone RGB camera, the nanoprobe response can be readily detected at 10 pM target in true color and in red-to-green ratio images. Thus, our FRET-based nanoparticle biosensor enables detection of nucleic acid targets using a smartphone coupled to an appropriate optical setup, opening the way to simple and inexpensive point-of-care assays.

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: Vipivotide tetraxetan | Muscotoxin A | Irofulven | 20-(tert-Butoxy)-20-oxoicosanoic acid
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