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Merck

804657

Sigma-Aldrich

Photo-reactive Clickable trans-Sterol Probe

95%

Sinónimos:

(4R)-Hex-5-yn-1-yl 4-((3S,5S,10R,13R,17R)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,10,11,12,13,14,15,16,17-hexadecahydrospiro[cyclopenta[α]phenanthrene-6,3′-diazirin]-17-yl)pentanoate

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About This Item

Fórmula empírica (notación de Hill):
C30H46N2O3
Peso molecular:
482.70
UNSPSC Code:
12352101
NACRES:
NA.22

Quality Level

assay

95%

form

powder

storage temp.

2-8°C

SMILES string

C[C@H](CCC(=O)OCCCCC#C)[C@H]1CCC2C3CC4(N=N4)[C@H]5C[C@@H](O)CC[C@]5(C)C3CC[C@]12C

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Application

This is a photo-activatable sterol probe for the bioorthogonal tagging and enrichment of sterol-binding biomolecules. This sterol probe contains an intact steroid core structure bearing a diazirine UV-activatable cross-linking group as well as an alkyne group for click-chemistry mediated attachment of reporter and affinity tags. The probes are cell-permeable allowing for in situ labeling of biomolecules in live cells as well as in cell extracts in vitro.

Other Notes

Handle the probes in amber vessels under dim ambient light whenever possible. Aqueous solutions of probes complexed to methyl-β-cyclodextrin (20:1 m-β-CD:probe molar ratio, 5-20 μM probe) permeate cultured cells in complete serum-containing medium within 30 minutes at 37°C, and are cross-linked using near-UV (365 nm) light for 3-10 minutes. Cells can then be harvested and lysed, fractionated, or otherwise processed. Click chemistry (Cu(I)-catalyzed 1, 3-dipolar cycloaddition of the alkyne with an azide reporter tag such as a fluorophore or biotin, products #760765 or #762024) can be performed in protein samples in PBS for gel-visualization of probe-labeling, MS-based proteomics analysis of probe-mediated affinity enrichments or western blot analysis.

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Descripción
Precios

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

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Jonathan J Hulce et al.
Nature methods, 10(3), 259-264 (2013-02-12)
Cholesterol is an essential structural component of cellular membranes and serves as a precursor for several classes of signaling molecules. Cholesterol exerts its effects and is, itself, regulated in large part by engagement in specific interactions with proteins. The full

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