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Titolo:
SYNTHESIS OF [N-15]GUANOSINES AND DEOXY[N-15]GUANOSINES FROM NO-1-(BETA-D-RIBOFURANOSYL)IMIDAZOLE-4-CARBOXAMIDE (AICA-RIBOSIDE)
Autore:
BLEASDALE C; ELLWOOD SB; GOLDING BT; SLAICH PK; TAYLOR OJ; WATSON WP;
Indirizzi:
UNIV NEWCASTLE UPON TYNE,DEPT CHEM,BEDSON BLDG NEWCASTLE TYNE NE1 7RUTYNE & WEAR ENGLAND SHELL RES LTD,SITTINGBOURNE RES CTR SITTINGBOURNE ME9 8AG KENT ENGLAND
Titolo Testata:
Journal of the Chemical Society. Perkin transactions. I
fascicolo: 19, , anno: 1994,
pagine: 2859 - 2865
SICI:
0300-922X(1994):19<2859:SO[ADF>2.0.ZU;2-G
Fonte:
ISI
Lingua:
ENG
Soggetto:
METHYL-N-NITROSOUREA; NITROGEN-15-LABELED DEOXYNUCLEOSIDES; N-15 NMR; LABELED OLIGONUCLEOTIDES; DNA; OLIGODEOXYNUCLEOTIDES; GUANOSINE; DEOXYADENOSINE; CONVERSION; MECHANISM;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
38
Recensione:
Indirizzi per estratti:
Citazione:
C. Bleasdale et al., "SYNTHESIS OF [N-15]GUANOSINES AND DEOXY[N-15]GUANOSINES FROM NO-1-(BETA-D-RIBOFURANOSYL)IMIDAZOLE-4-CARBOXAMIDE (AICA-RIBOSIDE)", Journal of the Chemical Society. Perkin transactions. I, (19), 1994, pp. 2859-2865

Abstract

Methods are described for the syntheses of N-15-labelled guanosines and deoxyguanosines suitable for incorporation into oligonucleotides. The N-15 is located either at N-1 (e.g. [N-15(1)]guanosine la and deoxy[N-15(1)]guanosine 1b) or at the NH2 (e.g. [(NH2)-N-15]guanosine 1c and deoxy[(NH2)-N-15]guanosine Id). One of the synthetic methods starts from 5-amino-1-(beta-D-ribofuranosyl) imidazole-4-carboxamide (AICA-riboside, 2a) and leads via a cyclonucleoside to mixtures of compounds 1a and 1c, in which either compound predominates depending on the source of N-15 (ammonia or benzoyl isothiocyanate). The other method utilises the same starting material, but a different mode of formation of the pyrimidine ring and yields either guanosine 1a or 1c (as its 2-N-benzoyl derivative 8b), exclusively.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 05/07/20 alle ore 07:04:23