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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ryan T Cassell et al.
Chembiochem : a European journal of chemical biology, 16(7), 1060-1067 (2015-04-01)
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Javier Mazuela et al.
Organic letters, 19(20), 5541-5544 (2017-10-06)
The organocatalytic asymmetric transfer hydrogenation of N-alkyl aryl imino esters for the direct synthesis of N-alkylated arylglycinate esters is reported. High yields and enantiomeric ratios were obtained, and tolerance to a diverse set of functional groups facilitated the preparation of
Azide-incorporated clickable silk fibroin materials with the ability to photopattern.
Teramoto H, et al.
ACS biomaterials science & engineering, 2(2), 251-258 (2016)
Masanobu Nagano et al.
Bioorganic & medicinal chemistry, 25(21), 5952-5961 (2017-10-11)
Vaccination is a reliable method of prophylaxis and a crucial measure for public health. However, the majority of vaccines cannot be administered orally due to their degradation in the harsh gut environment or inability to cross the GI tract. In
Maheshika S K Wanigasekara et al.
ACS omega, 3(10), 14229-14235 (2019-08-29)
Modification of arginine residues using dicarbonyl compounds is a common method to identify functional or reactive arginine residues in proteins. Arginine undergoes several kinds of posttranslational modifications in these functional residues. Identifying these reactive residues confidently in a protein or
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