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- W2091206112 abstract "Serine is known to undergo a chiroselective self-directed oligomerization to form a singly-protonated octamer whose structure is made up of four dimer units. This has led to interest in the protonated dimer. An electrospray ionization-fast flow technique has been employed to study the hydrogen/deuterium (H/D) exchange reactions of the protonated dimer of serine and of the protonated dipeptide of serine with ND 3 and CH 3 OD, respectively. Ammonia-d 3 reacts with the dimer with an overall rate constant of (6.7±0.4)×10 −10 cm 3 molecule −1 s −1 . On a time scale of ∼12 ms, the protonated dimer was observed to undergo very efficient consecutive exchange with ND 3 of all of its nine labile hydrogens at ND 3 concentrations of ≤1.2×10 12 molecules mL −1 . Reaction with CH 3 OD is less efficient in view of the lower proton affinity of the latter. In addition, the dipeptide was observed to exchange its seven labile hydrogens with ND 3 somewhat less efficiently than the dimer. The results are interpreted as indicating a rather open structure for the protonated dimer allowing easy complexation by ND 3 and involving very labile protons. This conclusion is discussed in the light of the known computed structures of the protonated dimer [Anal. Chem. 73 (2001) 3646]. H/D exchange of the dimer demonstrates a single structure—the ion–molecule form. Serine is not basic enough to stabilize a zwitterionic salt-bridge structure for the dimer." @default.
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- W2091206112 date "2003-05-01" @default.
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- W2091206112 title "An electrospray ionization-flow tube study of H/D exchange in the protonated serine dimer and protonated serine dipeptide" @default.
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- W2091206112 doi "https://doi.org/10.1016/s1387-3806(03)00041-1" @default.
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