Biomaterial Database

Novel enamine derivatives of 5,6-dihydro-2'-deoxyuridine formed in reductive amination of 5-formyl-2'-deoxyuridine. 2008

Elzbieta Sochacka, and Damian Smuga

Institute of Organic Chemistry, Technical University of Lodz, Lodz, Poland. ejsochac@p.lodz.pl

Reductive amination of 5-formyl-3',5'-di-O-acetyl-2'-deoxyuridine with primary amines and sodium triacetoxyborohydride (NaBH(OAc)(3)) afforded novel enamine derivatives of 5,6-dihydro-2'-deoxyuridine as a result of unexpected 1,4-conjugate reduction of intermediate Schiff bases in addition to the secondary amine derivatives of 2'-deoxyuridine, typical 1,2-reduction products.

UI	MeSH Term	Description	Entries
D008744	Methylamines	Derivatives of methylamine (the structural formula CH3NH2).
D002082	Butylamines	Isomeric amines of butane, where an amino group replaces a hydrogen on one of the four carbons. They include isobutylamine, n-Butylamine, sec-Butylamine, and tert-Butylamine.
D003857	Deoxyuridine	2'-Deoxyuridine. An antimetabolite that is converted to deoxyuridine triphosphate during DNA synthesis. Laboratory suppression of deoxyuridine is used to diagnose megaloblastic anemias due to vitamin B12 and folate deficiencies.	(beta 1-(2-Deoxyribopyranosyl))thymidine
D000586	Amination	The creation of an amine. It can be produced by the addition of an amino group to an organic compound or reduction of a nitro group.	Aminations
D012545	Schiff Bases	Condensation products of aromatic amines and aldehydes forming azomethines substituted on the N atom, containing the general formula R-N:CHR. (From Grant & Hackh's Chemical Dictionary, 5th ed)	Schiff Base,Base, Schiff,Bases, Schiff
D013056	Spectrophotometry, Ultraviolet	Determination of the spectra of ultraviolet absorption by specific molecules in gases or liquids, for example Cl2, SO2, NO2, CS2, ozone, mercury vapor, and various unsaturated compounds. (McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed)	Ultraviolet Spectrophotometry
D015394	Molecular Structure	The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds.	Structure, Molecular,Molecular Structures,Structures, Molecular