title: Vitamin B12 derivatives for orthogonal functionalization.
abstract: The synthesis of vitamin B12 derivatives for selective orthogonal conjugation at both the Co center and 5'-OH is reported. Newly developed, reduction-free, direct alkynylation of vitamin B12 at the central cobalt ion proved to be versatile, with the formed acetylides, unlike other metalloorganic derivatives, showing remarkable heat and light stability, thus making them promising candidates as a drug carrier. Subsequently, high-yielding functionalization can be achieved via a sequence of selective [1,3] dipolar azide-alkyne cycloadditions (AACs) or carbamate formation followed by AAC.
authors.affiliation: Institute of Organic Chemistry, Polish Academy of Sciences , Kasprzaka 44/52, 01-224 Warsaw, Poland.
authors.forename: Mikołaj
authors.initials: M
authors.lastname: Chromiński
authors.forename: Agnieszka
authors.initials: A
authors.lastname: Lewalska
authors.forename: Maksymilian
authors.initials: M
authors.lastname: Karczewski
authors.forename: Dorota
authors.initials: D
authors.lastname: Gryko
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D003035:Cobalt / Q000737:chemistry*; D061565:Cycloaddition Reaction; D004337:Drug Carriers / Q000737:chemistry*; D015394:Molecular Structure; D014805:Vitamin B 12 / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000480:Alkynes; D004337:Drug Carriers; D003035:Cobalt; D014805:Vitamin B 12