128596-03-2

Basic information

• Product Name: Benzeneundecanoic acid, 4-(4-methylbenzoyl)-
• CAS NO: 128596-03-2
• Molecular Formula: C25H32O3
• Molecular Weight: 380.527
• Mol File: 128596-03-2.mol

Chemical Properties

• CAS DataBase Reference: Benzeneundecanoic acid, 4-(4-methylbenzoyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneundecanoic acid, 4-(4-methylbenzoyl)-(128596-03-2)
• EPA Substance Registry System: Benzeneundecanoic acid, 4-(4-methylbenzoyl)-(128596-03-2)

Safety Data

• Hazardous Substances Data: 128596-03-2(Hazardous Substances Data)

Upstream product

• 685887-85-8 methyl 11-[4-(4-methylbenzoyl)-phenyl]-undecanoate 
• 821-41-0 5-Hexen-1-ol 
• 108-86-1 bromobenzene 
• 18922-04-8 6-iodohex-1-ene 
• 929-33-9 methyl 11-iodoundecanoate 
• 874-60-2 4-methyl-benzoyl chloride 
• 591-51-5 phenyllithium 
• 586-75-4 4-chlorobenzoyl chloride 
• 685888-14-6 11-[4-(4-methylbenzoyl)phenyl]-undec-5-enal 
• 685888-04-4 11-[4-(4-methylbenzoyl)phenyl]-5-undecenol 
• 108-88-3 toluene 
• 111-81-9 Methyl 10-undecenoate 
• 112-38-9 10-undecenoic acid 
• 685888-05-5 5,10-undecadienyl acetate 

Downstream Products

• 685887-87-0 11-[4-(4-methyl-benzoyl)-phenyl]-undecanoic acid anhydride 
• 1353054-47-3 (S)-2-(tert-butoxycarbonylamino)-3-(11-(4-(4-methylbenzoyl)phenyl)undecanamido)propanoic acid 
• 1353054-48-4 (S)-tert-butyl 1-(hexadecylamino)-3-(11-(4-(4-methylbenzoyl)phenyl)undecanamido)-1-oxopropan-2-ylcarbamate 
• 1353054-49-5 (S)-N-(2-amino-3-(hexadecylamino)-3-oxopropyl)-11-(4-(4-methylbenzoyl)phenyl)undecanamide 

Relevant articles and documents

Benzophenone-containing fatty acids and their related photosensitive fluorescent new probes: Design, physico-chemical properties and preliminary functional investigations

Hydrophobic photoaffinity labeling is a powerful strategy to identify hydrophobic segments within molecules, in particular membrane proteins. Here we report the design and synthesis of a novel family of fluorescent and photosensitive lipid tools, which have a common amino acid scaffold functionalized by three groups: (i) a first fatty acid chain grafted with a photoactivatable benzophenone moiety (Fatty Acid BenzoPhenone, FABP), (ii) a second fatty acid chain to ensure anchoring into a half-bilayer or hydrophobic environment, and (iii) a fluorescent carboxytetramethylrhodamine headgroup (CTMR) to detect the photolabeled compound. We present data of the synthesis and characterization of three lipid tools whose benzophenone ring is situated at various distances from the central scaffold. We could therefore establish structure/properties relationships dependent upon the depth of insertion of benzophenone into the membrane. Our lipid tools were extensively characterized both physico- and bio-chemically, and we assessed their functionality in vitro using bacterioRhodopsin (bR). We thus provide the scientific community with novel and reliable tools for the identification and study of hydrophobic regions in proteins.

Synthesis of Benzophenone-Containing Analogues of Phosphatidylcholine

As part of a collaborative study of cellular efflux of cholesterol and phospholipids, photoactivable analogues 4-8 of phosphatidylcholine (PC) having benzophenone groups in the choline moiety and at the end of the C2 and C1 alkyl chains have been synthesized. The efficient preparation via Suzuki coupling of the appropriate long-chain benzophenone-containing carboxylic acid and alcohol and their incorporation by adaptation of known approaches into the acyl- and ether-linked PC analogues 6-8 are described. Development of a method for radiolabeling these PC analogues, via hydrogenation of a double bond in modified side chains, is also described.