Measurement of Long Range 1H-19F Scalar Coupling Constants and
their Glycosidic Torsion Dependence in 5-Fluoropyrimidine
Substituted RNA.

J 2006

Measurement of Long Range 1H-19F Scalar Coupling Constants and their Glycosidic Torsion Dependence in 5-Fluoropyrimidine Substituted RNA.

HENNIG, Mirko, Marketa MUNZAROVA, Wolfgang BERMEL, Lincol G. SCOTT, Vladimir SKLENAR et. al.

Základní údaje

Originální název

Measurement of Long Range 1H-19F Scalar Coupling Constants and their Glycosidic Torsion Dependence in 5-Fluoropyrimidine Substituted RNA.

Název česky

Mereni skalarnich interakcnich konstant 1H - 19F dalekeho dosahu a jejich zavislosti na glykosidickem uhlu v 5-fluoropyrimidin substituovane RNA

Autoři

HENNIG, Mirko (276 Německo), Marketa MUNZAROVA (203 Česká republika), Wolfgang BERMEL (276 Německo), Lincol G. SCOTT (840 Spojené státy), Vladimir SKLENAR (203 Česká republika, garant) a James R. WILLIAMSON (840 Spojené státy)

Vydání

Journal of the American Chemical Society, Washington, D.C. American Chemical Society, 2006, 0002-7863

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10403 Physical chemistry

Stát vydavatele

Česká republika

Utajení

není předmětem státního či obchodního tajemství

Impakt faktor

Impact factor: 7.696

Kód RIV

RIV/00216224:14310/06:00016826

Organizační jednotka

Přírodovědecká fakulta

UT WoS

000237389900057

Klíčová slova anglicky

Scalar Coupling Constants; Fluorine; 5-Fluorouridine; 5-Fluorocytidine; HIV-TAR RNA

Štítky

5-Fluorocytidine, 5-Fluorouridine, fluorine, HIV-TAR RNA, Scalar Coupling Constants

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 20. 6. 2008 12:55, prof. RNDr. Vladimír Sklenář, DrSc.

Anotace

ORIG CZ

V originále

Long range scalar 5J(H1',F) couplings were observed in 5-fluoropyrimidine substituted RNA. We developed a novel S3E-19F-alfa/beta-edited NOESY experiment for quantitation of these long range scalar 5J(H1',F), where the J-couplings can be extracted from inspection of intraresidual (H1',H6) NOE crosspeaks. The 5J(H1',F) couplings can be used to restrict the glycosidic torsion angle which defines the orientation of the base with respect to the ribose sugar moiety. Quantum chemical calculations were exploited to investigate the relation between scalar couplings and conformations around the glycosidic bond in oligonucleotides. The theoretical dependence of the observed 5J(H1',F) couplings on the torsion angle Ó can be described by a generalized Karplus relationship. The corresponding density functional theory (DFT) analysis is outlined. Additional NMR experiments facilitating the resonance assignments of 5-fluoropyrimidine substituted RNAs are described and chemical shift changes due to altered shielding in the presence of fluorine-19 (19F) are presented.

Česky

Interakcni skalarni interakce dalekeho dosahu byly pozorovany v 5-fluor substituovane RNA.Vyvinuly jsme novy NMR experiment pro kvantifikaci techto konstant. DFT vypocty byly pouzity pro studium zavislosti interakci pres 5 vazeb na glykosidickem uhlu.

Návaznosti

MSM0021622413, záměr

Název: Proteiny v metabolismu a při interakci organismů s prostředím

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, Proteiny v metabolismu a při interakci organismů s prostředím

Citovat

HENNIG, Mirko, Marketa MUNZAROVA, Wolfgang BERMEL, Lincol G. SCOTT, Vladimir SKLENAR a James R. WILLIAMSON. Measurement of Long Range 1H-19F Scalar Coupling Constants and their Glycosidic Torsion Dependence in 5-Fluoropyrimidine Substituted RNA. Journal of the American Chemical Society. Washington, D.C.: American Chemical Society, 2006, roč. 128, č. 17, s. 5851-5858. ISSN 0002-7863.

@article{634894,
   author = {Hennig, Mirko and Munzarova, Marketa and Bermel, Wolfgang and Scott, Lincol G. and Sklenar, Vladimir and Williamson, James R.},
   article_location = {Washington, D.C.},
   article_number = {17},
   keywords = {Scalar Coupling Constants; Fluorine; 5-Fluorouridine; 5-Fluorocytidine; HIV-TAR RNA},
   language = {eng},
   issn = {0002-7863},
   journal = {Journal of the American Chemical Society},
   title = {Measurement of Long Range 1H-19F Scalar Coupling Constants and their Glycosidic Torsion Dependence in 5-Fluoropyrimidine Substituted RNA.},
   volume = {128},
   year = {2006}
}

TY  - JOUR
ID  - 634894
AU  - Hennig, Mirko - Munzarova, Marketa - Bermel, Wolfgang - Scott, Lincol G. - Sklenar, Vladimir - Williamson, James R.
PY  - 2006
TI  - Measurement of Long Range 1H-19F Scalar Coupling Constants and their Glycosidic Torsion Dependence in 5-Fluoropyrimidine Substituted RNA.
JF  - Journal of the American Chemical Society
VL  - 128
IS  - 17
SP  - 5851-5858
EP  - 5851-5858
PB  - American Chemical Society
SN  - 00027863
KW  - Scalar Coupling Constants
KW  - Fluorine
KW  - 5-Fluorouridine
KW  - 5-Fluorocytidine
KW  - HIV-TAR RNA
N2  - Long range scalar 5J(H1',F) couplings were observed in 5-fluoropyrimidine substituted RNA. We developed a novel S3E-19F-alfa/beta-edited NOESY experiment for quantitation of these long range scalar 5J(H1',F), where the J-couplings can be extracted from inspection of intraresidual (H1',H6) NOE crosspeaks. The 5J(H1',F) couplings can be used to restrict the glycosidic torsion angle which defines the orientation of the base with respect to the ribose sugar moiety. Quantum chemical calculations were exploited to investigate the relation between scalar couplings and conformations around the glycosidic bond in oligonucleotides. The theoretical dependence of the observed 5J(H1',F) couplings on the torsion angle Ó can be described by a generalized Karplus relationship. The corresponding density functional theory (DFT) analysis is outlined. Additional NMR experiments facilitating the resonance assignments of 5-fluoropyrimidine substituted RNAs are described and chemical shift changes due to altered shielding in the presence of fluorine-19 (19F) are presented.
ER  -

HENNIG, Mirko, Marketa MUNZAROVA, Wolfgang BERMEL, Lincol G. SCOTT, Vladimir SKLENAR a James R. WILLIAMSON. Measurement of Long Range 1H-19F Scalar Coupling Constants and their Glycosidic Torsion Dependence in 5-Fluoropyrimidine Substituted RNA. \textit{Journal of the American Chemical Society}. Washington, D.C.: American Chemical Society, 2006, roč.~128, č.~17, s.~5851-5858. ISSN~0002-7863.

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