194040-98-7

Basic information

• Product Name: Carbamic acid, [4-[[4-(1,3-dioxo-3-phenylpropyl)benzoyl]amino]butyl]-, 1,1-dimethylethyl ester
• CAS NO: 194040-98-7
• Molecular Formula: C25H30N2O5
• Molecular Weight: 438.524
• Mol File: 194040-98-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [4-[[4-(1,3-dioxo-3-phenylpropyl)benzoyl]amino]butyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [4-[[4-(1,3-dioxo-3-phenylpropyl)benzoyl]amino]butyl]-, 1,1-dimethylethyl ester(194040-98-7)
• EPA Substance Registry System: Carbamic acid, [4-[[4-(1,3-dioxo-3-phenylpropyl)benzoyl]amino]butyl]-, 1,1-dimethylethyl ester(194040-98-7)

Safety Data

• Hazardous Substances Data: 194040-98-7(Hazardous Substances Data)

Upstream product

• 68076-36-8 1-amino-4-[(tert-butyloxycarbonyl)amino]butane 
• 75794-55-7 4-(3'-phenyl-3'-oxopropionyl)benzoic acid 
• 86235-82-7 1-(4′-carbomethoxyphenyl)-3-phenyl-1,3-propanedione 
• 98-86-2 acetophenone 
• 120-61-6 1,4-benzenedicarboxylic acid dimethyl ester 

Relevant articles and documents

Guanine specific DNA cleavage by photoirradiation of dibenzoyldiazomethane - Oligonucleotide conjugates

Photoirradiation of dibenzoyldiazomethane (DBDM) produced highly electrophilic benzoylketene via Wolff rearrangement. DBDM derivative possessing an aminoalkyl side chain induced a DNA cleavage selectively at guanine (G) residues upon photoirradiation and subsequent piperidine treatment. In order to devise photochemical DNA cleavers that can specifically alkylate a guanine residue proximal to the target sequence of long DNA fragments, a sew reagent, DBDM-OSu, which facilitates the connection of DBDM unit to various DNA binders, was developed. DBDM-oligonucleotide (ODN) conjugates 5 and 6 were obtained by the coupling of 5'-aminohexyl 8-mer [H2N-CH2)6-d(ACGTCAGG)-3'] and 15-mer [H2N-(CH2)6-d(ACGTCAGGTGGCACT)-3'], respectively, with DBDM-OSu in aqueous acetonitrile in the presence of sodium bicarbonate. Photoirradiation of 5 and 6 in the presence of 25-mer 5'-d(AGTGCCACCTGACGTCTG18CTCTCTC)-3' having a complementary sequence induced cross-linking of both oligomers. A distinct cleavage band at guanine residue (G18) was observed upon heating the cross-linked oligomers with piperidine. A similar DNA cleavage reaction of 5'-d(AGTGCCACCTGACG14TG16CG18TG20CG22-TCT)-3' having multiple guanine sites in the presence of DBDM-ODN conjugate 6 indicated that the most effectively cleaved site is G16. These results demonstrated that DBDM-oligonucleotide conjugates can serve as a new class of photonucleases that can cleave single-stranded DNA at predetermined guanine sites. Furthermore, the reagent DBDM-OSu can be used as a convenient and effective photoinducible electrophile for the cross-linking or the modification of biopolymers.