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762024

Sigma-Aldrich

Azide-PEG3-biotin conjugate

Synonym(s):
N-[2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]ethyl]hexahydro-2-oxo-(3aS,4S,6aR)- 1H-thieno[3,4-d ]imidazole-4-pentanamide, Biotin-PEG3-azide
Empirical Formula (Hill Notation):
C18H32N6O5S
CAS Number:
Molecular Weight:
444.55
MDL number:
PubChem Substance ID:

form

solid

Quality Level

reaction suitability

reaction type: click chemistry

storage temp.

−20°C

SMILES string

O=C1N[C@](CS[C@H]2CCCCC(NCCOCCOCCOCCN=[N+]=[N-])=O)([H])[C@]2([H])N1

InChI

1S/C18H32N6O5S/c19-24-21-6-8-28-10-12-29-11-9-27-7-5-20-16(25)4-2-1-3-15-17-14(13-30-15)22-18(26)23-17/h14-15,17H,1-13H2,(H,20,25)(H2,22,23,26)/t14-,15-,17-/m1/s1

InChI key

ZWFOOMQCYIGZBE-BFYDXBDKSA-N

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This Item
760749901991909815
form

solid

form

solid

form

solid

form

powder

reaction suitability

reaction type: click chemistry

reaction suitability

reaction type: click chemistry

reaction suitability

reaction type: click chemistry

reaction suitability

reaction type: solution phase peptide synthesis

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

-

Application

Azide-PEG3-biotin conjugate has been used for the detection of a cellular alkyne cholesterol analog via click chemistry using fluorescence microscopy after incubation with a fluorescent streptavidin-conjugate. It has also been used to prepare a novel multifunctional benzophenone linker that can be used for pull-down assays, photoaffinity labeling and double-click stapling techniques.
Biotinylation reagent for labeling alkyne containing molecules or biomolecules using either copper-catalyzed 1,3 dipolar cycloaddition click chemistry or copper-free click chemistry with cyclooctyne derivatives. The azide group reacts with alkynes to form a stable triazole linkage facilitating the introduction of biotin into your alkyne modified system of interest. This reaction is bioorthogonal or in other words compatible with biological systems in that it′s components do not react with the biological environment.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

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Certificate of Origin

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