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Merck

764213

Sigma-Aldrich

Biotin-PEG4-alkyne

for copper catalyzed click labeling

Sinónimos:

Polyethylene glycol, Acetylene-PEG4-biotin conjugate

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About This Item

Fórmula empírica (notación de Hill):
C21H35N3O6S
Número de CAS:
Peso molecular:
457.58
UNSPSC Code:
12161502
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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)

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Referencia del producto
Descripción
Precios

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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
Quantitation of Protein Translation Rate In Vivo with Bioorthogonal Click-Chemistry.
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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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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

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