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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:
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)

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Ryan T Cassell et al.
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Azide-incorporated clickable silk fibroin materials with the ability to photopattern.
Teramoto H, et al.
ACS biomaterials science & engineering, 2(2), 251-258 (2016)
Vinita Lukose et al.
Journal of the American Chemical Society, 137(39), 12446-12449 (2015-09-10)
The cell surfaces of bacteria are replete with diverse glycoconjugates that play pivotal roles in determining how bacteria interact with the environment and the hosts that they colonize. Studies to advance our understanding of these interactions rely on the availability
Torben Heise et al.
Bioconjugate chemistry, 28(7), 1811-1815 (2017-06-22)
Metabolic incorporation of azide- or alkyne-modified sialic acids into the cellular glycosylation pathway enables the study of sialoglycan expression, localization, and trafficking via bioorthogonal chemistry. Herein, we report that such modifications of the sialic acid sugar can have a profound
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

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