title: Synthesis of oligonucleotides containing 3'-alkylcarboxylic acids using a palladium labile oligonucleotide solid phase synthesis support.
abstract: Oligonucleotides containing a 3'-alkylcarboxylic acid are isolated using a Pd(0)-catalyzed cleavage reaction, in yields that are in most cases within experimental error of those isolated using standard oligonucleotide cleavage conditions (concentrated NH4OH). In contrast to results obtained with photolabile solid phase synthesis supports, no reduction in isolated yields of the oligonucleotides is observed when their length is increased from 20 to 40 nucleotides. The oligonucleotides are characterized by anion exchange HPLC, electrospray mass spectrometry, and enzymatic digestion. When methyl phosphoramidites are employed in the synthesis of the biopolymers, 3 serves as an orthogonal solid phase oligonucleotide synthesis support.
authors.affiliation: Department of Chemistry, Colorado State University, Fort Collins 80523, USA.
authors.forename: T J
authors.initials: TJ
authors.lastname: Matray
authors.forename: D J
authors.initials: DJ
authors.lastname: Yoo
authors.forename: D L
authors.initials: DL
authors.lastname: McMinn
authors.forename: M M
authors.initials: MM
authors.lastname: Greenberg
mesh_terms: D064753:Ammonium Hydroxide; D001483:Base Sequence; D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D006878:Hydroxides; D013058:Mass Spectrometry; D015394:Molecular Structure; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D010165:Palladium
chemical_list: D006878:Hydroxides; D009841:Oligonucleotides; D064753:Ammonium Hydroxide; D010165:Palladium