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PhotoClick Cholesterol

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Category	Click Reagents
Catalog NO.	BPG-3020
Product Name	PhotoClick Cholesterol
CAS	1485490-47-8
Molecular Formula	C30H46N2O3
Molecular Weight	482.70

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Product Information

Description	PhotoClick Cholesterol is a clickable photoreactive sterol probe.
Synonyms	Hex-5'-ynyl 3beta-hydroxy-6-diazirinyl-5alpha-cholan-24-oate
IUPAC Name	hex-5-yn-1-yl (R)-4-((3S,5S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,10,11,12,13,14,15,16,17-hexadecahydrospiro[cyclopenta[a]phenanthrene-6,3'-diazirin]-17-yl)pentanoate
Canonical SMILES	CC(CCC(=O)OCCCCC#C)C1CCC2C1(CCC3C2CC4(C5C3(CCC(C5)O)C)N=N4)C
InChI	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
InChIKey	ZJMZIZZWLLQHJO-FNSUTPKXSA-N
Boiling Point	577.8±60.0 °C(Predicted)
Purity	>99%
Density	1.22±0.1 g/cm3
Appearance	Powder
Shelf Life	1 Year
Storage	Store at -20°C
Exact Mass	482.351
Hygroscopic	No
Light Sensitive	No
Percent Composition	C 74.65%, H 9.61%, N 5.80%, O 9.94%

References

1. Chauhan N, Sere YY, Sokol AM, Graumann J, Menon AK. A PhotoClick cholesterol-based quantitative proteomics screen for cytoplasmic sterol binding proteins in Saccharomyces cerevisiae. Yeast. 2019 Nov 22. doi: 10.1002/yea.3448. [Epub ahead of print]...PubMed ID: 31758572.
2. Hulce JJ, Cognetta AB, Niphakis MJ, Tully SE, Cravatt BF. Proteome-wide mapping of cholesterol-interacting proteins in mammalian cells. Nat Methods. 2013 Mar;10(3):259-64. doi: 10.1038/nmeth.2368. Epub 2013 Feb 10. PMID: 23396283; PMCID: PMC3601559. PubMed ID: 23396283.

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