title: High-yield immobilization of a puromycin analogue for the solid support synthesis of aminoacyl-tRNA fragments.
abstract: [reaction: see text] An efficient procedure for the immobilization of 3'-deoxy-3'-(O-methyltyrosyl)aminoadenosine was developed. A poly(ethylene glycol)-derived diacid linker/spacer was attached to aminomethyl polystyrene. Coupling of the 2'-hydroxy instead of the 2'-O-succinylated ribonucleoside resulted in high immobilization yields (over 80%) and allowed for the recovery of valuable unreacted material. This specific procedure should be applicable to other ribonucleosides containing a bulky modification at the 3'-position and can be used for the stepwise construction of 3'-aminoacyl- or 3'-peptidyl-RNA conjugates.
authors.affiliation: Institute of Organic Chemistry, University of Basel, St. Johanns-Ring 19, CH-4056 Basel, Switzerland.
authors.forename: Nhat Quang
authors.initials: NQ
authors.lastname: Nguyen-Trung
authors.forename: Silvia
authors.initials: S
authors.lastname: Terenzi
authors.forename: Gerd
authors.initials: G
authors.lastname: Scherer
authors.forename: Peter
authors.initials: P
authors.lastname: Strazewski
mesh_terms: D000241:Adenosine / Q000031:analogs & derivatives; D006900:Hydroxylation; D011691:Puromycin / Q000031:analogs & derivatives*; D012346:RNA, Transfer, Amino Acyl / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D012346:RNA, Transfer, Amino Acyl; D011691:Puromycin; D000241:Adenosine