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N-BOC-AMINOEHTOXY-ETHOXY-ETHOXY-ETHANOL, also known as N-Boc-PEG4-alcohol, is a PEG linker containing a hydroxyl group and Boc-protected amino group. The hydrophilic PEG spacer increases solubility in aqueous media, while the hydroxyl group allows for further derivatization or replacement with other reactive functional groups. The Boc group can be deprotected under mild acidic conditions to form the free amine. It is a yellow oil and is useful in organic synthesis.

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  • 5,8,11-Trioxa-2-azatridecanoicacid, 13-hydroxy-, 1,1-dimethylethyl ester

    Cas No: 106984-09-2

  • USD $ 1.9-2.9 / Gram

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  • 106984-09-2 Structure
  • Basic information

    1. Product Name: N-BOC-AMINOEHTOXY-ETHOXY-ETHOXY-ETHANOL
    2. Synonyms: N-BOC-AMINOEHTOXY-ETHOXY-ETHOXY-ETHANOL;N-Boc-aminoethoxy-ethoxy-ethoxy-ethanol;(2-{2-[2-(2-Hydroxy-ethoxy)-ethoxy]-ethoxy}-ethyl)-carbamic Acid tert-Butyl Ester;1-Boc-amino-3,6,9-trioxaundecanyl-11-ol;tert-Butyl 2-(2-(2-(2-hydroxyethoxy)-ethoxy)ethoxy)ethyl carbamate;N-Boc-PEG4-alcohol;2-[2-(2-(2-Boc-aminoethoxy)ethoxy)ethoxy]ethanol;t-boc-N-amido-PEG4-alcohol
    3. CAS NO:106984-09-2
    4. Molecular Formula: C13H27NO6
    5. Molecular Weight: 293.36
    6. EINECS: N/A
    7. Product Categories: All Aliphatics;Aliphatics;Amines;Aliphatics, Amines
    8. Mol File: 106984-09-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 414 °C at 760mmHg
    3. Flash Point: 204.2 °C
    4. Appearance: Yellow Oil
    5. Density: 1.078 g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.459
    8. Storage Temp.: -20°C Freezer
    9. Solubility: Chloroform (Slightly), Methanol (Slightly)
    10. PKA: 12.23±0.46(Predicted)
    11. CAS DataBase Reference: N-BOC-AMINOEHTOXY-ETHOXY-ETHOXY-ETHANOL(CAS DataBase Reference)
    12. NIST Chemistry Reference: N-BOC-AMINOEHTOXY-ETHOXY-ETHOXY-ETHANOL(106984-09-2)
    13. EPA Substance Registry System: N-BOC-AMINOEHTOXY-ETHOXY-ETHOXY-ETHANOL(106984-09-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 106984-09-2(Hazardous Substances Data)

106984-09-2 Usage

Uses

Used in Organic Synthesis:
N-BOC-AMINOEHTOXY-ETHOXY-ETHOXY-ETHANOL is used as a building block for the synthesis of various organic compounds due to its Boc-protected amino group and hydroxyl group, which can be further derivatized or replaced with other reactive functional groups.
Used in Drug Delivery Systems:
N-BOC-AMINOEHTOXY-ETHOXY-ETHOXY-ETHANOL is used as a PEG linker in drug delivery systems for improving the solubility, stability, and bioavailability of therapeutic agents. The hydrophilic PEG spacer enhances the compound's solubility in aqueous media, while the Boc-protected amino group allows for attachment to drug molecules or other targeting moieties.
Used in Bioconjugation:
N-BOC-AMINOEHTOXY-ETHOXY-ETHOXY-ETHANOL is used as a bioconjugation agent for attaching biologically active molecules, such as peptides, proteins, or nucleic acids, to other molecules or surfaces. The Boc-protected amino group can be deprotected under mild acidic conditions, enabling the formation of stable amide bonds with carboxylic acid-containing molecules.
Used in Surface Modification:
N-BOC-AMINOEHTOXY-ETHOXY-ETHOXY-ETHANOL is used for modifying the surface properties of materials, such as nanoparticles or solid supports, to enhance their stability, biocompatibility, or targeting capabilities. The hydrophilic PEG spacer and Boc-protected amino group provide a versatile platform for attaching various functional groups or biomolecules to the surface.

Check Digit Verification of cas no

The CAS Registry Mumber 106984-09-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,6,9,8 and 4 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 106984-09:
(8*1)+(7*0)+(6*6)+(5*9)+(4*8)+(3*4)+(2*0)+(1*9)=142
142 % 10 = 2
So 106984-09-2 is a valid CAS Registry Number.
InChI:InChI=1/C13H27NO6/c1-13(2,3)20-12(16)14-4-6-17-8-10-19-11-9-18-7-5-15/h15H,4-11H2,1-3H3,(H,14,16)

106984-09-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Boc-amino-3,6,9-trioxaundecanyl-11-ol

1.2 Other means of identification

Product number -
Other names tert-butyl N-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl]carbamate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:106984-09-2 SDS

106984-09-2Downstream Products

106984-09-2Relevant articles and documents

Chemical Genetics Reveals a Role of dCTP Pyrophosphatase 1 in Wnt Signaling

Friese, Alexandra,Kapoor, Shobhna,Schneidewind, Tabea,Vidadala, Srinivasa Rao,Sardana, Juhi,Brause, Alexandra,F?rster, Tim,Bischoff, Matthias,Wagner, Jessica,Janning, Petra,Ziegler, Slava,Waldmann, Herbert

, p. 13009 - 13013 (2019)

Cell-based screening is a powerful approach to identify novel chemical modulators and biological components of relevant biological processes. The canonical Wnt pathway is essential for normal embryonic development and tissue homeostasis, and its deregulation plays a crucial role in carcinogenesis. Therefore, the identification of new pathway members and regulators is of significant interest. By means of a cell-based assay monitoring Wnt signaling we identified the pyrrolocoumarin Pyrcoumin as inhibitor of canonical Wnt signaling. Target identification and validation revealed that Pyrcoumin is a competitive inhibitor of dCTP pyrophosphatase 1 (dCTPP1). We demonstrate a yet unknown interaction of dCTPP1 with ubiquitin carboxyl-terminal hydrolase (USP7) that is counteracted by dCTPP1 inhibitors. These findings indicate that dCTPP1 plays a role in regulation of Wnt/β-catenin signaling most likely through a direct interaction with USP7.

Photo-accelerated "click" reaction between diarylsydnones and ring-strained alkynes for bioorthogonal ligation

Zhang, Xiaocui,Wu, Xueting,Jiang, Shichao,Gao, Jingshuo,Yao, Zhuojun,Deng, Jiajie,Zhang, Linmeng,Yu, Zhipeng

, p. 7187 - 7190 (2019)

We constructed a library of diarylsydnone (DASyd) candidates in search of a photoclickable reaction toward alkynes, enabling an ultra-accelerated reactivity, while suppressing the background cycloaddition in the dark. The in vitro and in vivo protein labe

A sulfur tripod glycoconjugate that releases a high-affinity copper chelator in hepatocytes

Pujol, Ana?s M.,Cuillel, Martine,Jullien, Anne-Solène,Lebrun, Colette,Cassio, Doris,Mintz, Elisabeth,Gateau, Christelle,Delangle, Pascale

, p. 7445 - 7448 (2012)

Released in the cell: Three N-acetylgalactosamine units, which recognize the asialoglycoprotein receptor, were tethered through disulfide bonds to the three coordinating thiol functions of a sulfur tripod ligand that has a high affinity for CuI (see scheme). The resulting glycoconjugate can be considered as a prodrug, because after uptake by hepatic cells the intracellular reducing glutathione (GSH) releases the high-affinity intracellular Cu I chelator. Copyright

Design and Synthesis of Fluorescent Methylphenidate Analogues for a FRET-Based Assay of Synapsin III Binding

Casiraghi, Andrea,Longhena, Francesca,Straniero, Valentina,Faustini, Gaia,Newman, Amy H.,Bellucci, Arianna,Valoti, Ermanno

, p. 1330 - 1337 (2020)

We previously described synapsin III (Syn III) as a synaptic phosphoprotein that controls dopamine release in cooperation with α-synuclein (aSyn). Moreover, we found that in Parkinson's disease (PD), Syn III also participates in aSyn aggregation and toxic

Covalent Protein Labeling by Enzymatic Phosphocholination

Heller, Katharina,Ochtrop, Philipp,Albers, Michael F.,Zauner, Florian B.,Itzen, Aymelt,Hedberg, Christian

, p. 10327 - 10330 (2015)

We present a new protein labeling method based on the covalent enzymatic phosphocholination of a specific octapeptide amino acid sequence in intact proteins. The bacterial enzyme AnkX from Legionella pneumophila has been established to transfer functional phosphocholine moieties from synthetically produced CDP-choline derivatives to N-termini, C-termini, and internal loop regions in proteins of interest. Furthermore, the covalent modification can be hydrolytically removed by the action of the Legionella enzyme Lem3. Only a short peptide sequence (eight amino acids) is required for efficient protein labeling and a small linker group (PEG-phosphocholine) is introduced to attach the conjugated cargo.

Site-selective protein modification: Via disulfide rebridging for fast tetrazine/ trans -cyclooctene bioconjugation

Chudasama, Vijay,Kuan, Seah Ling,Nogueira, Jo?o C. F.,Raabe, Marco,Weil, Tanja,Xu, Lujuan,Zegota, Maksymilian M.

, p. 1140 - 1147 (2020)

An inverse electron demand Diels-Alder reaction between tetrazine and trans-cyclooctene (TCO) holds great promise for protein modification and manipulation. Herein, we report the design and synthesis of a tetrazine-based disulfide rebridging reagent, which allows the site-selective installation of a tetrazine group into disulfide-containing peptides and proteins such as the hormone somatostatin (SST) and the antigen binding fragment (Fab) of human immunoglobulin G (IgG). The fast and efficient conjugation of the tetrazine modified proteins with three different TCO-containing substrates to form a set of bioconjugates in a site-selective manner was successfully demonstrated for the first time. Homogeneous, well-defined bioconjugates were obtained underlining the great potential of our method for fast bioconjugation in emerging protein therapeutics. The formed bioconjugates were stable against glutathione and in serum, and they maintained their secondary structure. With this work, we broaden the scope of tetrazine chemistry for site-selective protein modification to prepare well-defined SST and Fab conjugates with preserved structures and good stability under biologically relevant conditions.

CYP1B1 enzyme targeting probe precursor for radioactivity F labeling

-

Paragraph 0027-0029, (2021/02/10)

The invention discloses a CYP1B1 enzyme targeting probe precursor for radioactivity F labeling. The probe precursor comprises an affinity ligand capable of being combined with CYP1B1 enzyme, a chelating group capable of being used for 18F rapid label

IRAK DEGRADERS AND USES THEREOF

-

Paragraph 00962; 001046-001048, (2020/06/19)

The present invention provides compounds, compositions thereof, and methods of using the same.

IRAK DEGRADERS AND USES THEREOF

-

, (2019/07/10)

The present invention provides compounds, compositions thereof, and methods of using the same.

A MedChem toolbox for cereblon-directed PROTACs

Steinebach, Christian,Sosi?, Izidor,Lindner, Stefanie,Bricelj, Ale?a,Kohl, Franziska,Ng, Yuen Lam Dora,Monschke, Marius,Wagner, Karl G.,Kr?nke, Jan,Gütschow, Michael

, p. 1037 - 1041 (2019/06/27)

A modular chemistry toolbox was developed for cereblon-directed PROTACs. A variety of linkers was attached to a CRBN ligand via the 4-amino position of pomalidomide. We used linkers of different constitution to modulate physicochemical properties. We equipped one terminus of the linker with a set of functional groups, e.g. protected amines, protected carboxylic acids, alkynes, chloroalkanes, and protected alcohols, all of which are considered to be attractive for PROTAC design. We also highlight different opportunities for the expansion of the medicinal chemists' PROTAC toolbox towards heterobifunctional molecules, e.g. with biotin, fluorescent, hydrophobic and peptide tags.

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