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Alpha-Azido-omega-hydroxy octa(ethylene glycol), also known as Azide-PEG8-alcohol, is a versatile click chemistry reagent that features an azide (N3) group and a terminal hydroxyl group. The azide group is highly reactive with alkyne, BCN, and DBCO through click chemistry, resulting in a stable triazole linkage. The hydroxyl (OH) group allows for further derivatization or substitution with other functional groups, making it a valuable building block in various applications.

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  • 352439-36-2 Structure
  • Basic information

    1. Product Name: alpha-Azido-omega-hydroxy octa(ethylene glycol)
    2. Synonyms: Azido-PEG (n=7);O-(2-Azidoethyl)heptaethylene glycol;3,6,9,12,15,18,21-heptaoxatricosan-1-ol,23-azide;23-Azido-3,6,9,12,15,18,21-Heptaoxatricosan-1-ol;3,6,9,12,15,18,21-Heptaoxatricosan-1-ol, 23-azido-;PEG8-azide;O-(2-Azidoethyl)heptaethylene glycol >=95% (oligomer purity);Azido-PEG8-alcohol
    3. CAS NO:352439-36-2
    4. Molecular Formula: C16H33N3O8
    5. Molecular Weight: 395.44852
    6. EINECS: N/A
    7. Product Categories: Heterobifunctional PEG;Aliphatic Azides;Alkynes and Other Reagents;Azides;Building Blocks;Chemical Biology;Chemical Synthesis;Conjugation Chemistry: Azides;Nitrogen Compounds;Organic Building Blocks;PEG Azides;PEGylation
    8. Mol File: 352439-36-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: Soluble in Water, DMSO, DCM, DMF
    9. BRN: 8940056
    10. CAS DataBase Reference: alpha-Azido-omega-hydroxy octa(ethylene glycol)(CAS DataBase Reference)
    11. NIST Chemistry Reference: alpha-Azido-omega-hydroxy octa(ethylene glycol)(352439-36-2)
    12. EPA Substance Registry System: alpha-Azido-omega-hydroxy octa(ethylene glycol)(352439-36-2)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 352439-36-2(Hazardous Substances Data)

352439-36-2 Usage

Uses

Used in Polymer Synthesis:
Alpha-Azido-omega-hydroxy octa(ethylene glycol) is used as a structural unit for the synthesis of oligo and poly(ethylene glycol) derivatives, which are essential components in dendrimers, hydrogels, surface modifiers, self-assembling systems, and molecular crosslinkers.
Used in Hydrogel Synthesis:
In the biomedical industry, alpha-Azido-omega-hydroxy octa(ethylene glycol) is used as a precursor for the synthesis of strain-stiffening hydrogels through the self-assembly of oligomers and biodegradable tetra-PEG hydrogels for drug delivery systems.
Used in Bioconjugation and Drug Delivery:
Alpha-Azido-omega-hydroxy octa(ethylene glycol) is utilized as a heterobifunctional oligo(ethylene glycol) linker for bioconjugation and targeted drug delivery, enhancing the specificity and efficiency of therapeutic agents.
Used in Carbon Nanotube Dispersions:
In the materials science industry, alpha-Azido-omega-hydroxy octa(ethylene glycol) is used in the preparation of synthetic amphiphiles for programmed pH-dependent dispersions of carbon nanotubes (CNTs), improving their solubility and integration into various applications.
Used in Glycoprotein Detection:
Alpha-Azido-omega-hydroxy octa(ethylene glycol) is employed in the selective detection of glycoproteins through allosteric click-imprinting, using a self-assembled monolayer developed from the oligomer.
Used in Quantum Dot Micelles:
In the field of nanotechnology, alpha-Azido-omega-hydroxy octa(ethylene glycol) is used in the preparation of bioactivated quantum dot micelles containing fluorescent nanocrystals, which have potential applications in imaging and sensing.

Check Digit Verification of cas no

The CAS Registry Mumber 352439-36-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,5,2,4,3 and 9 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 352439-36:
(8*3)+(7*5)+(6*2)+(5*4)+(4*3)+(3*9)+(2*3)+(1*6)=142
142 % 10 = 2
So 352439-36-2 is a valid CAS Registry Number.

352439-36-2 Well-known Company Product Price

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  • Aldrich

  • (689440)  O-(2-Azidoethyl)heptaethyleneglycol  ≥95% (oligomer purity)

  • 352439-36-2

  • 689440-250MG

  • 2,235.87CNY

  • Detail

352439-36-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol

1.2 Other means of identification

Product number -
Other names 1-azido-23-hydroxy-3,6,9,12,15,18,21-heptaoxatricosane

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:352439-36-2 SDS

352439-36-2Relevant articles and documents

Supramolecular compound nano-carrier as well as preparation method and application thereof

-

Paragraph 0086; 0102, (2021/08/14)

The invention discloses a supramolecular compound nano-carrier as well as a preparation method and application thereof, and relates to the technical field of polymer chemistry and biological detection engineering. According to the supramolecular compound nano-carrier disclosed by the invention, a two-dimensional nanosheet supramolecular structure system generated by self-assembly is driven by an anion induction effect, and a supramolecular compound nano-carrier is of a single-layer nanosheet supramolecular structure constructed by a highly-oriented one-dimensional nanorod. A hydrophobic perylene group part is used as a skeleton part for constructing the highly-oriented one-dimensional nanorod, and the charge density of a single-layer nanosheet can be regulated and controlled. The surface of the water-soluble multivalent hydrophilic part can be loaded with DNAzyme deoxyribozyme for specific detection of heavy metal ions through electrostatic interaction, and the water-soluble multivalent supramolecular compound nano sensor is constructed. Based on a fluorescence change mechanism caused by specific cutting of heavy metal ions, The fluorescence detection of the heavy metal ions in food and biological tissues is realized, and the detection effect of the heavy metal ions is greatly enhanced.

Optimization of IEDDA bioorthogonal system: Efficient process to improve trans-cyclooctene/tetrazine interaction

Béquignat, Jean-Baptiste,Boucheix, Claude,Canitrot, Damien,Chezal, Jean-Michel,Degoul, Fran?oise,Miot-Noirault, Elisabeth,Moreau, Emmanuel,Navarro-Teulon, Isabelle,Quintana, Mercedes,Rondon, Aurélie,Taiariol, Ludivine,Ty, Nancy

supporting information, (2020/07/21)

The antibody pretargeting approach for radioimmunotherapy (RIT) using inverse electron demand Diels-Alder cycloaddition (IEDDA) constitutes an emerging theranostic approach for solid cancers. However, IEDDA pretargeting has not reached clinical trial. The major limitation of the IEDDA strategy depends largely on trans-cyclooctene (TCO) stability. Indeed, TCO may isomerize into the more stable but unreactive cis-cyclooctene (CCO), leading to a drastic decrease of IEDDA efficiency. We have thus developed both efficient and reproducible synthetic pathways and analytical follow up for (PEGylated) TCO derivatives, providing high TCO isomeric purity for antibody modification. We have set up an original process to limit the isomerization of TCO to CCO before the mAbs’ functionalization to allow high TCO/tetrazine cycloaddition.

PROTAC compound for targeted degradation of IDO1, and preparation method and application thereof

-

Paragraph 0024-0026; 0044-0045, (2020/06/17)

The invention provides a PROTAC compound represented by formula I and used for targeted degradation of IDO1, and a pharmaceutically acceptable salt, a hydrate or a solvate thereof. In the formula I, Xrepresents -CH2 or -C = O, Y represents -CH2 or -C= O, and n is a natural number from 2 to 9. The PROTAC compound for targeted degradation of the IDO1 has efficient activity of targeted degradation of the IDO1 protein.

Synthesis of branched monodisperse oligoethylene glycols and 19f mri-traceable biomaterials through reductive dimerization of azides

Chen, Shizhen,Jiang, Zhong-Xing,Li, Yu,Yang, Hao,Yang, Zhigang,Yuan, Yuan,Zhang, Huaibin,Zhang, Jing,Zhou, Xin

, p. 6778 - 6787 (2020/06/08)

Multifunctionalized and branched M-OEGs represent valuable PEGylation agents, linkers, and scaffolds in biomedicine. However, the tedious synthesis limited their availability and application. We herein present an azide reductive dimerization method for the convenient synthesis of aza-M-OEGs and derivatives, which provides easy access to a variety of multifunctionalized and branched M-OEGs in one step. With this method, hexa-arm M-OEGs with 54 symmetrical fluorines were synthesized in two steps as a water-soluble, self-assemble, 19F MRI sensitive, and biocompatible dendritic biomaterial.

Monodisperse polyethylene glycol “brushes” with enhanced lipophilicity, and thermo and plasma stability

Li, Yu,Wang, Xuemeng,Chen, Yongping,Yang, Zhigang,Jiang, Zhong-Xing

supporting information, p. 1895 - 1898 (2019/05/02)

A convenient strategy was developed for highly branched and multifunctionalized peptidic monodisperse polyethylene glycol “brushes”, which exhibit remarkable physicochemical and biological properties and potential as versatile biomaterials.

Amide bond-containing monodisperse polyethylene glycols beyond 10000 da

Wan, Zihong,Li, Yu,Bo, Shaowei,Gao, Ming,Wang, Xuemeng,Zeng, Kai,Tao, Xin,Li, Xuefei,Yang, Zhigang,Jiang, Zhong-Xing

, p. 7912 - 7919 (2016/08/30)

Although monodisperse polyethylene glycols (M-PEGs) above 4000 Da are especially valuable in biomedical applications, their synthesis remains a long-standing challenge. To this end, a peptide-based strategy for such M-PEGs was developed. With macrocyclic sulfates as the key intermediates, a panel of oligoethylene glycol (OEG) containing ω-amino acids were prepared with high efficiency. Through solid phase peptide synthesis (SPPS), these amino acids were conveniently assembled into a series of amide bond-containing M-PEGs with high flexibility in molecular weight and amide density selection. With this strategy, an M-PEG of 10262 Da was prepared on a gram scale and its biocompatibility was assessed in a mice model.

MACROCYCLIC PEPTIDES USEFUL AS IMMUNOMODULATORS

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Page/Page column 474; 475, (2016/06/06)

The present disclosure provides compounds which are immunomodulators and thus are useful for the amelioration of various diseases, including cancer and infectious diseases.

BCR-ABL TYROSINE-KINASE LIGANDS CAPABLE OF DIMERIZING IN AN AQUEOUS SOLUTION, AND METHODS OF USING SAME

-

Paragraph 00414; 00415, (2015/07/23)

Described herein are monomers capable of forming a biologically useful multimer when in contact with one, two, three or more other monomers in an aqueous media. In one aspect, such monomers may be capable of binding to another monomer in an aqueous media (e.g. invivo) to form a multimer (e.g. a dimer). Contemplated monomers may include a ligand moiety, a linker element, and a connector element that joins the ligand moiety and the linker element. In an aqueous media, such contemplated monomers may join together via each linker element and may thus be capable of modulating one or more biomolecules substantially simultaneously, e.g., modulate two or more binding sites on a Bcr-Abl tyrosine kinase.

Novel 19F activatable probe for the detection of matrix metalloprotease-2 activity by MRI/MRS

Yue, Xuyi,Wang, Zhe,Zhu, Lei,Wang, Yu,Qian, Chunqi,Ma, Ying,Kiesewetter, Dale O.,Niu, Gang,Chen, Xiaoyuan

, p. 4208 - 4217 (2016/10/13)

Matrix metalloproteases (MMPs) have been found to be highly expressed in a variety of malignant tumor tissues. Noninvasive visualization of MMP activity may play an important role in the diagnosis of MMP associated diseases. Here we report the design and

Controlled-length efficient synthesis of heterobifunctionalized oligo ethylene glycols

Zona, Cristiano,D'Orazio, Giuseppe,La Ferla, Barbara

supporting information, p. 709 - 712 (2013/05/09)

A set of heterobifunctional oligo ethylene glycols have been synthesized in a straightforward and stepwise manner starting from inexpensive, commercially available, tetraethylene glycol. Introduction of terminal allyl moieties followed by reductive ozonolysis allowed controlled elongation. Mono-allyl derivatives were used for the elongation with a functionalized moiety and for successive introduction of different functional groups on the chain terminal. Georg Thieme Verlag Stuttgart - New York.

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