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Safety Information

764213

Sigma-Aldrich

Biotin-PEG4-alkyne

for copper catalyzed click labeling

Synonym(s):

Polyethylene glycol, Acetylene-PEG4-biotin conjugate

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About This Item

Empirical Formula (Hill Notation):
C21H35N3O6S
CAS Number:
1262681-31-1
Molecular Weight:
457.58
UNSPSC Code:
12161502
PubChem Substance ID:
329767107
NACRES:
NA.22

Quality Level

100

Assay

95%

form

solid

reaction suitability

reaction type: click chemistry

mp

55-64 °C

storage temp.

−20°C

SMILES string

O=C(NCCOCCOCCOCCOCC#C)CCCC[C@@H](SC1)[C@@]2([H])[C@]1([H])NC(N2)=O

InChI

1S/C21H35N3O6S/c1-2-8-27-10-12-29-14-15-30-13-11-28-9-7-22-19(25)6-4-3-5-18-20-17(16-31-18)23-21(26)24-20/h1,17-18,20H,3-16H2,(H,22,25)(H2,23,24,26)/t17-,18-,20-/m1/s1

InChI key

SKMJWNZZFUDLKQ-QWFCFKBJSA-N

Related Categories

Application

Biotin-PEG4-alkyne may be used for the modification of 4-azidophenylalanine (AzPhe) silk fibroin via bioorthogonal azide–alkyne cycloaddition reaction for developing photopatternable protein material.
Biotinylation reagent for labeling azide containing molecules or biomolecules using copper-catalyzed 1,3 dipolar cycloaddition click chemistry. The alkyne group reacts with azides to form a stable triazole linkage, facilitating the introduction of biotin into your azide modified system of interest.

Automate your Biotin tagging with Synple Automated Synthesis Platform (SYNPLE-SC002)

Other Notes

Chemoproteomic Profiling of Gut Microbiota-Associated Bile Salt Hydrolase Activity

Fluorescent Heterotelechelic Single-Chain Polymer Nanoparticles: Synthesis, Spectroscopy, and Cellular Imaging

Arginine-Selective Chemical Labeling Approach for Identification and Enrichment of Reactive Arginine Residues in Proteins

Selective Imaging of Gram-Negative and Gram-Positive Microbiotas in the Mouse Gut

Metabolic Oligosaccharide Engineering with Alkyne Sialic Acids Confers Neuraminidase Resistance and Inhibits Influenza Reproduction

A Modular Probe Strategy for Drug Localization, Target Identification and Target Occupancy Measurement on Single Cell Level

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

764213-VAR:
764213-BULK:
764213-10MG:
764213-5MG:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ4869
MKCP8431
MKCN7955
MKCM2036
MKCK0530

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Anna Rutkowska et al.
ACS chemical biology, 11(9), 2541-2550 (2016-07-08)
Late stage failures of candidate drug molecules are frequently caused by off-target effects or inefficient target engagement in vivo. In order to address these fundamental challenges in drug discovery, we developed a modular probe strategy based on bioorthogonal chemistry that
Wei Wang et al.
Biochemistry, 56(30), 3889-3893 (2017-07-07)
The diverse gut microbial communities are crucial for host health. How the interactions between microbial communities and between host and microbes influence the host, however, is not well understood. To facilitate gut microbiota research, selective imaging of specific groups of
Bibudha Parasar et al.
ACS central science, 5(5), 867-873 (2019-05-30)
The metagenome of the gut microbiome encodes tremendous potential for biosynthesizing and transforming small-molecule metabolites through the activities of enzymes expressed by intestinal bacteria. Accordingly, elucidating this metabolic network is critical for understanding how the gut microbiota contributes to health
Anthony P Silvestri et al.
Angewandte Chemie (International ed. in English), 56(35), 10438-10442 (2017-07-08)
Copper-mediated coupling between alkynes to generate a structurally rigid, linear 1,3-diyne linkage has been known for over a century. However, the mechanistic requirement to simultaneously maintain CuI and an oxidant has limited its practical utility, especially for complex functional molecules
Detection of O-GlcNAc modifications on cardiac myofilament proteins.
Ramirez-Correa GA, et al.
Heart Proteomics, 1005, 157-168 (2013)
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