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5,8,11,14-Tetraoxa-2-azahexadecanoic acid,16-amino-,1,1-dimethyl ester is a polyethylene glycol (PEG) derivative that features a Boc-protected amino group and a reactive free amino group. The Boc group can be removed under mild acidic conditions to generate the free amine, which can then react with carboxylic acids, activated NHS esters, and carbonyls (ketone, aldehyde), making it a versatile building block for the synthesis of various conjugates and probes.

811442-84-9

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811442-84-9 Usage

Uses

Used in Pharmaceutical and Bioconjugation Applications:
5,8,11,14-Tetraoxa-2-azahexadecanoic acid,16-amino-,1,1-dimethyl ester is used as a PEG linker for the conjugation of drugs, peptides, and other biomolecules to enhance their solubility, stability, and bioavailability. The presence of the Boc-protected amino group allows for selective deprotection and subsequent coupling reactions, facilitating the synthesis of complex bioconjugates.
Used in Fluorescent Sensor Preparation:
In the field of molecular recognition and diagnostics, 5,8,11,14-Tetraoxa-2-azahexadecanoic acid,16-amino-,1,1-dimethyl ester is used as a building block for the preparation of fluorescent sensors. Its reactive amino group allows for the attachment of various recognition elements, such as cyclodextrin or protein-binding moieties, enabling the development of sensors for probing specific molecular interactions.
Used in Drug Delivery Systems:
5,8,11,14-Tetraoxa-2-azahexadecanoic acid,16-amino-,1,1-dimethyl ester can be employed in the design of drug delivery systems, where its PEGylation can improve the pharmacokinetics and biodistribution of therapeutic agents. The Boc-protected amino group provides a means for attaching drug molecules or targeting ligands, allowing for the development of targeted drug delivery systems with enhanced efficacy and reduced side effects.
Used in Chemical Synthesis:
In the realm of organic synthesis, 5,8,11,14-Tetraoxa-2-azahexadecanoic acid,16-amino-,1,1-dimethyl ester serves as a versatile intermediate for the synthesis of a wide range of PEGylated compounds. Its reactive amino group can be used to introduce various functional groups or build complex molecular architectures, making it a valuable tool for the development of new materials and chemical entities.

Check Digit Verification of cas no

The CAS Registry Mumber 811442-84-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,1,1,4,4 and 2 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 811442-84:
(8*8)+(7*1)+(6*1)+(5*4)+(4*4)+(3*2)+(2*8)+(1*4)=139
139 % 10 = 9
So 811442-84-9 is a valid CAS Registry Number.

811442-84-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name tert-Butyl (14-amino-3,6,9,12-tetraoxatetradecyl)carbamate

1.2 Other means of identification

Product number -
Other names tert-butyl N-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]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:811442-84-9 SDS

811442-84-9Relevant academic research and scientific papers

Synthesis method of NH2-PEG5-NHBoc

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Paragraph 0058; 0070-0072; 0073; 0085-0087; 0088; 0100-0102, (2021/10/11)

The invention provides a synthesis method of NH2-PEG5-NHBoc. The NH2-PEG5-NHBoc represents [2-(2-{2-[2-(2-amino-ethyoxyl)ethyoxyl]ethyoxyl}ethyoxyl)ethyl]carbamic acid tert-butyl ester. The synthesis method comprises the following steps: step S1, by taking 2-(2-(triphenylmethyl)ethyoxyl)-1-ol and (2-(2-(2-(benzyloxy)ethyoxyl)ethyoxyl)-ethyl-4-p-toluenesulfonate as initial raw materials, carrying out substitution reaction to generate a first intermediate product; S2, carrying out catalytic hydrogenation on the first intermediate product and hydrogen, and then carrying out nucleophilic substitution reaction with Boc anhydride to generate a second intermediate product; S3, carrying out nucleophilic substitution reaction on the second intermediate product and paratoluensulfonyl chloride to generate a third intermediate product; S4, carrying out nucleophilic substitution reaction on the third intermediate product and sodium azide to generate a fourth intermediate product; and S5, carrying out a reduction reaction on the fourth intermediate product and hydrogen, so as to generate the NH2-PEG5-NHBoc. The synthesis method is low in cost and high in yield.

Synthetic self-localizing ligands that control the spatial location of proteins in living cells

Ishida, Manabu,Watanabe, Hideaki,Takigawa, Kazumasa,Kurishita, Yasutaka,Oki, Choji,Nakamura, Akinobu,Hamachi, Itaru,Tsukiji, Shinya

supporting information, p. 12684 - 12689 (2013/09/23)

Small-molecule ligands that control the spatial location of proteins in living cells would be valuable tools for regulating biological systems. However, the creation of such molecules remains almost unexplored because of the lack of a design methodology. Here we introduce a conceptually new type of synthetic ligands, self-localizing ligands (SLLs), which spontaneously localize to specific subcellular regions in mammalian cells. We show that SLLs bind their target proteins and relocate (tether) them rapidly from the cytoplasm to their targeting sites, thus serving as synthetic protein translocators. SLL-induced protein translocation enables us to manipulate diverse synthetic/endogenous signaling pathways. The method is also applicable to reversible protein translocation and allows control of multiple proteins at different times and locations in the same cell. These results demonstrate the usefulness of SLLs in the spatial (and temporal) control of intracellular protein distribution and biological processes, opening a new direction in the design of small-molecule tools or drugs for cell regulation.

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