1374658-86-2

Basic information

• Product Name: Biotin-PEG3-(CH2)3-NH2
• Synonyms: Biotin-PEG3-(CH2)3-NH2;Biotin-PEG3-CH2CH2CH2NH2
• CAS NO: 1374658-86-2
• Molecular Formula: C20H38N4O5S
• Molecular Weight: 446.6
• Mol File: 1374658-86-2.mol
• Article Data: 25

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Biotin-PEG3-(CH2)3-NH2(CAS DataBase Reference)
• NIST Chemistry Reference: Biotin-PEG3-(CH2)3-NH2(1374658-86-2)
• EPA Substance Registry System: Biotin-PEG3-(CH2)3-NH2(1374658-86-2)

Safety Data

• Hazardous Substances Data: 1374658-86-2(Hazardous Substances Data)

Usage

Description

Biotin-PEG3-(CH2)3-NH2 TFA salt, also known as a biotinylation reagent, is a chemical compound that can be coupled to carboxyl-containing molecules or 5'phosphate groups to form stable amide bonds. This versatile reagent is widely used in various applications due to its ability to create stable bonds with a range of molecules.

Uses

Used in Biochemical Research:
Biotin-PEG3-(CH2)3-NH2 is used as a biotinylation agent for attaching biotin molecules to target molecules, such as proteins or nucleic acids, to facilitate their detection, purification, or immobilization. This is particularly useful in techniques like immunoassays, affinity chromatography, and in situ hybridization.
Used in Drug Delivery Systems:
In the pharmaceutical industry, Biotin-PEG3-(CH2)3-NH2 is used as a functionalizing agent to enhance the solubility, stability, and bioavailability of drug molecules. By forming stable amide bonds with drug molecules, it can improve their pharmacokinetic properties and overall therapeutic efficacy.
Used in Diagnostic Applications:
Biotin-PEG3-(CH2)3-NH2 is used as a labeling agent in the development of diagnostic tools, such as immunoassays and biosensors. The stable amide bond formation allows for the attachment of biotin to specific target molecules, enabling their detection and quantification with high sensitivity and specificity.
Used in Cosmetics Industry:
In the cosmetics industry, Biotin-PEG3-(CH2)3-NH2 is used as a biotinylation agent to enhance the delivery and efficacy of active ingredients in skincare and hair care products. The formation of stable amide bonds with these ingredients can improve their penetration and absorption, leading to better results for consumers.
Used in Agricultural Applications:
Biotin-PEG3-(CH2)3-NH2 is used as a biotinylation agent in the development of biopesticides and biofertilizers. By attaching biotin molecules to active ingredients, it can improve their stability, uptake, and overall effectiveness in promoting plant growth and protecting crops from pests and diseases.

Upstream product

• 4246-51-9 4,7,10-trioxa-1,13-diaminotridecane 
• 58-85-5 biotin 
• 58-85-5 5-((3aS,4R,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid 
• 194920-62-2 tert-butyl N-(3-{2-[2-(3-aminopropoxy)ethoxy]ethoxy}propyl)carbamate 
• 194920-63-3 tert-butyl (15-oxo-19-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)carbamate 
• 927888-44-6 3-(2-(2-(3-(trityl-amino)-propoxy)-ethoxy)-ethoxy)-propylamine 
• 475114-55-7 C₂₂H₃₇F₃N₄O₆S 
• 452309-60-3 C₁₂H₂₃F₃N₂O₄ 
• 58-85-5 5-((4S)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid 
• 35013-72-0 biotin N-Hydroxysuccinimide ester 
• 120550-35-8 biotin pentafluorophenyl ester 
• 173341-32-7 biotin 2,3,5,6-tetrafluorophenyl ester 
• 142685-25-4 2,3,5,6-tetrafluorophenyl 2,2,2-trifluoroacetate 

Downstream Products

• 1338951-00-0 C₃₅H₄₉N₉O₈S 
• 1431957-52-6 N-(15-oxo-19-((4S)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)-4-(6-(pyrimidin-2-yl)-1,2,4,5-tetrazin-3-yl)benzamide 
• 1620484-40-3 C₃₈H₅₄N₄O₁₂S 

Relevant articles and documents

Fabrication of chemical microarrays by efficient immobilization of hydrazide-linked substances on epoxide-coated glass surfaces

(Chemical Equation Presented) Fixed to the spot: A new, efficient, and simple immobilization technique for the construction of chemical microarrays has been developed. This technique is applicable to the site-selective attachment of diverse substances, in

A quartz crystal microbalance method to study the terminal functionalization of glycosaminoglycans

We demonstrate the quartz crystal microbalance as a novel method to quantify the reaction yields and stability of the terminal conjugation of chemically complex molecules. Oxime ligation is identified as a facile, broadly applicable method for the reducing-end conjugation of glycosaminoglycans that overcomes the limited stability and yield of popular hydrazone ligation.

Optimizing the selectivity of DIFO-based reagents for intracellular bioorthogonal applications

One of the most commonly employed bioorthogonal reactions with azides is copper-catalyzed azide-alkyne [3+2] cycloaddition (CuAAC, a 'click' reaction). More recently, the strain-promoted azide-alkyne [3+2] cycloaddition (SPAAC, a copper-free 'click' reaction) was developed, in which an alkyne is sufficiently strained to promote rapid cycloaddition with an azide to form a stable triazole conjugate. In this report, we show that an internal alkyne in a strained ring system with two electron-withdrawing fluorine atoms adjacent to the carbon-carbon triple bond reacts to yield covalent adducts not only with azide moieties but also reacts with free sulfhydryl groups abundant in the cytosol. We have identified conditions that allow the enhanced reactivity to be tolerated when using such conformationally strained reagents to enhance reaction rates and selectivity for bioorthogonal applications such as O-GlcNAc detection. Published by Elsevier Ltd.

Synthesis of Na2S2O4 mediated cleavable affinity tag for labeling of O-GlcNAc modified proteins via azide-alkyne cycloaddition

A facile and convergent procedure for the synthesis of azobenzene-based probe was reported, which could selectively release interested proteins conducted with sodium dithionite. Besides, the cleavage efficiency is closely associated with the structural features, in which an ortho-hydroxyl substituent is necessary for reactivity. In addition, the azobenzene tag applied in the Ac4GlcNAz-labled proteins demonstrated high efficiency and selectivity in comparison with Biotin-PEG4-Alkyne, which provides a useful platform for enrichment of any desired bioorthogonal proteomics.

From Inhibition to Degradation: Targeting the Antiapoptotic Protein Myeloid Cell Leukemia 1 (MCL1)

Protein-protein interactions (PPIs) have emerged as significant targets for therapeutic development, owing to their critical nature in diverse biological processes. An ideal PPI-based target is the protein myeloid cell leukemia 1 (MCL1), a critical prosurvival factor in cancers such as multiple myeloma where MCL1 levels directly correlate to disease progression. Current strategies for halting the antiapoptotic properties of MCL1 revolve around inhibiting its sequestration of proapoptotic factors. Existing inhibitors disrupt endogenous regulatory proteins; however, this strategy actually leads to an increase of MCL1 protein levels. Here, we show the development of hetero-bifunctional small molecules capable of selectively targeting MCL1 using a proteolysis targeting chimera (PROTAC) methodology leading to successful degradation. We have confirmed the involvement of the E3 ligase CUL4A-DDB1 cereblon ubiquitination pathway, making these PROTACs a first step toward a new class of antiapoptotic B-cell lymphoma 2 family protein degraders.