Abstract
The chemical shifts of the 170 resonances associated with the bridging and nonbridging oxygens of pyrophosphate have been unambiguously assigned; this information allows the assignment of the resonances of all of the phosphoryl oxygens of ADP and ATP. The chemical shifts of the phosphoryl oxygens in pyrophosphate and several nucleotide analogues with predictable proton ionization behavior, i.e., AMPS, ATPyS, methylphosphonate, methylenediphosphonate, and the ²,y-methylene analogue of ATP, have been measured as a function of pH; in each case an upfield change in chemical shift is observed upon protonation, with the magnitude of the shift change being approximately 50 ppm. These observations and those previously described (Gerlt, J. A.; Demou, P. C; Mehdi, S. J. Am. Chem. Soc. 1982, 104, 2848) demonstrate that 170 NMR spectroscopy can be used to quantitate the site and degree of charge neutralization in phosphate ester anions and related species.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 6469-6475 |
| Number of pages | 7 |
| Journal | Journal of the American Chemical Society |
| Volume | 105 |
| Issue number | 21 |
| DOIs | |
| State | Published - Oct 1983 |
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ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
- Biochemistry
- Colloid and Surface Chemistry
Cite this
17O NMR Spectral Properties of Pyrophosphate, Simple Phosphonates, and Thiophosphate and Phosphonate Analogues of ATP. / Gerlt, John A.; Reynolds, Mark A.; Demou, Peter C.; Kenyon, George L.
In: Journal of the American Chemical Society, Vol. 105, No. 21, 10.1983, p. 6469-6475.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - 17O NMR Spectral Properties of Pyrophosphate, Simple Phosphonates, and Thiophosphate and Phosphonate Analogues of ATP
AU - Gerlt, John A.
AU - Reynolds, Mark A.
AU - Demou, Peter C.
AU - Kenyon, George L.
PY - 1983/10
Y1 - 1983/10
N2 - The chemical shifts of the 170 resonances associated with the bridging and nonbridging oxygens of pyrophosphate have been unambiguously assigned; this information allows the assignment of the resonances of all of the phosphoryl oxygens of ADP and ATP. The chemical shifts of the phosphoryl oxygens in pyrophosphate and several nucleotide analogues with predictable proton ionization behavior, i.e., AMPS, ATPyS, methylphosphonate, methylenediphosphonate, and the ²,y-methylene analogue of ATP, have been measured as a function of pH; in each case an upfield change in chemical shift is observed upon protonation, with the magnitude of the shift change being approximately 50 ppm. These observations and those previously described (Gerlt, J. A.; Demou, P. C; Mehdi, S. J. Am. Chem. Soc. 1982, 104, 2848) demonstrate that 170 NMR spectroscopy can be used to quantitate the site and degree of charge neutralization in phosphate ester anions and related species.
AB - The chemical shifts of the 170 resonances associated with the bridging and nonbridging oxygens of pyrophosphate have been unambiguously assigned; this information allows the assignment of the resonances of all of the phosphoryl oxygens of ADP and ATP. The chemical shifts of the phosphoryl oxygens in pyrophosphate and several nucleotide analogues with predictable proton ionization behavior, i.e., AMPS, ATPyS, methylphosphonate, methylenediphosphonate, and the ²,y-methylene analogue of ATP, have been measured as a function of pH; in each case an upfield change in chemical shift is observed upon protonation, with the magnitude of the shift change being approximately 50 ppm. These observations and those previously described (Gerlt, J. A.; Demou, P. C; Mehdi, S. J. Am. Chem. Soc. 1982, 104, 2848) demonstrate that 170 NMR spectroscopy can be used to quantitate the site and degree of charge neutralization in phosphate ester anions and related species.
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UR - http://www.scopus.com/inward/citedby.url?scp=0020831027&partnerID=8YFLogxK
U2 - 10.1021/ja00359a017
DO - 10.1021/ja00359a017
M3 - Article
AN - SCOPUS:0020831027
VL - 105
SP - 6469
EP - 6475
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 21
ER -