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762024

Sigma-Aldrich

Azide-PEG3-biotin conjugate

Synonym(s):

Polyethylene glycol, 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

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250 MG
CN¥566.72

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250 MG
CN¥566.72

About This Item

Empirical Formula (Hill Notation):
C18H32N6O5S
CAS Number:
875770-34-6
Molecular Weight:
444.55
MDL number:
MFCD20134145
UNSPSC Code:
12352125
PubChem Substance ID:
329766598
NACRES:
NA.22

CN¥566.72

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form

solid

Quality Level

200

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

Related Categories

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.[1] 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.[2]
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.

Automate your Biotin tagging with Synple Automated Synthesis Platform (SYNPLE-SC002)

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Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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    Certificates of Analysis (COA)

    Lot/Batch Number
    MKCX3805
    MKCV7845
    MKCW7634
    MKCW2338
    MKCS5531

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    Development of a Multifunctional Benzophenone Linker for Peptide Stapling and Photoaffinity Labelling
    Wu Y, et al.
    Chembiochem, 17(8), 689-692 (2016)
    Isotope-targeted glycoproteomics (IsoTaG) analysis of sialylated N-and O-glycopeptides on an Orbitrap Fusion Tribrid using azido and alkynyl sugars.
    Woo CM, et al.
    Analytical and Bioanalytical Chemistry, 409(2), 579-588 (2017)
    Chapter Five-Mapping Lysine Acetyltransferase?Ligand Interactions by Activity-Based Capture
    Montgomery DC & Meier JL
    Methods in Enzymology, 574, 105-123 (2016)
    A novel alkyne cholesterol to trace cellular cholesterol metabolism and localization.
    Hofmann K, et al.
    Journal of Lipid Research, 55(3), 583-591 (2014)
    Qingfei Zheng et al.
    The Journal of organic chemistry, 85(3), 1691-1697 (2019-12-26)
    Methylglyoxal (MGO) is a reactive dicarbonyl metabolite that modifies histones in vivo and induces changes in chromatin structure and function. Here we report the synthesis and application of a chemical probe for investigating MGO-glycation. A two-step synthesis of a Cu-click
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