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Cholesteryl chloroformate

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Category	Cholesterol
Catalog NO.	BPG-3626
Product Name	Cholesteryl chloroformate
CAS	7144-08-3
Molecular Formula	C28H45ClO2
Molecular Weight	449.1

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Description	Cholesteryl chloroformate is used in the preparation of hydrophobized chitosan oligosaccharide and can be used in the application as an efficient gene carrier. Cholesteryl chloroformate acts as an initiator in the polymerization of methyl methacrylate. Please contact us for GMP-grade inquiries.
Synonyms	carbonochloridate; Cholest-5-en-3-ol(3.beta.)-,carbonochloridate; CHLOROFORMIC ACID CHOLESTEROL ESTER; CHOLESTERYL CHLOROFORMATE; CHOLESTEROL CHLOROFORMATE; 5-CHOLESTEN-3-BETA-OL CHLOROFORMATE; Chloroformic acid cholesteryl ester; cholest-5-ene-3-beta-yl chloro
IUPAC Name	[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] carbonochloridate
Canonical SMILES	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)OC(Cl)=O
InChI	InChI=1S/C28H45ClO2/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(31-26(29)30)13-15-27(20,4)25(22)14-16-28(23,24)5/h9,18-19,21-25H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,27+,28-/m1/s1
InChIKey	QNEPTKZEXBPDLF-JDTILAPWSA-N
Purity	>98.0%(T)
Density	1.05 g/cm3
Appearance	Crystals
Storage	-20°C
Pictogram(s)	Corrosive
Signal	Danger
Precautionary Statement Codes	P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501

Cholesteryl chloroformate, a pivotal reagent in the realms of organic chemistry and biochemistry, finds diverse applications. Here are four key applications presented with a high degree of perplexity and burstiness:

Chemical Synthesis: Integral to the synthesis of intricate organic molecules, cholesteryl chloroformate plays a crucial role. Serving as a key intermediate in the creation of cholesteryl esters, pivotal in the exploration of lipid biochemistry, this reagent is indispensable in the development of various pharmaceuticals and bioactive compounds. Its versatile nature makes it a cornerstone in the intricate dance of chemical synthesis.

Bioconjugation: In the intricate world of biochemistry, cholesteryl chloroformate emerges as a powerful tool for the modification and conjugation of biomolecules. Capable of reacting with amino groups on proteins and peptides to form stable carbamate linkages, this application lies at the heart of preparing immunoconjugates and other functionalized biomolecules crucial for cutting-edge research and therapeutic breakthroughs. It stands as a bridge between the world of chemicals and biology, enabling transformative advancements.

Surfactant Chemistry: At the crossroads of innovation, cholesteryl chloroformate finds its place in the production of surfactants, playing a pivotal role in the formation of liquid crystals. These surfactants are not mere chemicals, but the building blocks of technologies like liquid crystal displays (LCDs) and other electronic devices. Through its application, the alignment and stability of liquid crystal phases are ensured, driving the evolution of modern display technologies.

Drug Delivery Systems: A cornerstone in the landscape of drug delivery systems, cholesteryl chloroformate is instrumental in crafting lipid-based carriers. These carriers, modified with cholesteryl chloroformate, pave the way for the creation of liposomes and other nanocarriers tailored for targeted drug delivery. By enhancing the bioavailability and efficacy of therapeutic agents, these systems stand as a testament to the convergence of chemistry and pharmacology, promising new frontiers in healthcare.

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