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Photo-reactive Clickable cis-Sterol Probe

ALDRICH/807737

Empirical Formula (Hill Notation): C30H46N2O3
Molecular Weight: 482.70
Linear Formula: C30H46N2O3
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-807737-5MG 5 mg
$487.00
1/EA
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assay 95%
form semisolid
InChI 1S/C30H46N2O3/c1-5-6-7-8-17-35-27(34)12-9-20(2)23-10-11-24-22-19-30(31-32-30)26-18-21(33)13-15-29(26,4)25(22)14-16-28(23,24)3/h1,20-26,33H,6-19H2,2-4H3/t20-,21-,22?,23-,24?,25?,26-,28-,29-/m1/s1
InChI key ZJMZIZZWLLQHJO-HFMSFSOYSA-N
Quality Level 100 
reaction suitability reaction type: click chemistry
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
storage temp. −20°C
Application: 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 adduction 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.
Packaging: 5 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity 95%
Storage Temp. −20°C
UNSPSC 12352200

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