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Key Documents

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:
Molecular Weight:
457.58
UNSPSC Code:
12161502
PubChem Substance ID:
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

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)

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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Detection of O-GlcNAc modifications on cardiac myofilament proteins.
Ramirez-Correa GA, et al.
Heart Proteomics, 1005, 157-168 (2013)
Quantitation of Protein Translation Rate In Vivo with Bioorthogonal Click-Chemistry.
Belda-Palazon B, et al.
Proteostasis, 1449, 369-382 (2016)
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
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
Lili Lu et al.
Angewandte Chemie (International ed. in English), 54(33), 9679-9682 (2015-06-24)
Glycosylphosphatidylinositol (GPI) anchoring of proteins to the cell surface is important for various biological processes, but GPI-anchored proteins are difficult to study. An effective strategy was developed for the metabolic engineering of cell-surface GPIs and GPI-anchored proteins by using inositol

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