114916-04-0

Basic information

• Product Name: N¹,N⁵-di-(E)-coumaroyl-spermidine
• Synonyms: N¹,N⁵-di-(E)-coumaroyl-spermidine
• CAS NO: 114916-04-0
• Molecular Weight: 437.539
• Mol File: 114916-04-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N¹,N⁵-di-(E)-coumaroyl-spermidine(CAS DataBase Reference)
• NIST Chemistry Reference: N¹,N⁵-di-(E)-coumaroyl-spermidine(114916-04-0)
• EPA Substance Registry System: N¹,N⁵-di-(E)-coumaroyl-spermidine(114916-04-0)

Safety Data

• Hazardous Substances Data: 114916-04-0(Hazardous Substances Data)

Upstream product

• 103493-34-1 [4-(3-aminopropylamino)butyl]carbamic acid tert-butyl ester 
• 34446-64-5 (E)-3-(4-methoxyphenyl)propenoyl chloride 
• 943-89-5 (E)-3-(4-methoxyphenyl)acrylic acid 
• 68076-40-4 N¹-tert-butoxycarbonyl-N⁴-(2-cyanoethyl)-1,4-butanediamine 

Downstream Products

• 124-20-9 N-(3-aminopropyl)-1,4-diaminobutane 
• 7400-08-0 para-coumaric acid 

Relevant articles and documents

Synthesis of 13C-dilabeled 4-coumaroylspermidines

Five 13C-dilabeled constitution isomers of 4-coumaroylspermidines were prepared in nine to eleven steps: N1,4-di[(E)-4-coumaroyl]-(5,8- 13C2)spermidine (13b), N1-[(E)-4-coumaroyl]-(5,8-13C2)spermidine (17b), N1,8-di[(E)-4-coumaroyl]-(1,4-13C2)spermidine (20b), N4-[(E)-4- coumaroyl]-(1,4-13C2)spermidine (24b) and N1,4,8-tri[(E)-4-coumaroyl]- (5,8-13C2)spermidine (26). The two 13C-atoms were subsequently introduced using labeled potassium cyanide. The synthesis proceeds through stepwise construction of the polyamine backbone including protection and deprotection steps of the amino functions. Based on 1H-1H NOE interactions, the preliminary study of their binding reveals that 20b binds to tRNA in the same way as spermidine does, whereas 24b and 26 do not show any NOE effects with the tRNA protons.