Synonym: (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
Empirical Formula (Hill Notation): C30H46N2O3
Molecular Weight: 482.70
Linear Formula: C30H46N2O3
Product Type: Chemical
| assay |
95% |
| form |
powder |
| 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-FNSUTPKXSA-N |
| Quality Level |
100  |
| 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. |
2-8°C |
| 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.
|
| 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. |
2-8°C |
| UNSPSC |
12352101 |
