Tyrosine

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Reaction thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: John E. Bartmess

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

L-Tyrosine anion + Hydrogen cation = Tyrosine

By formula: C9H10NO3- + H+ = C9H11NO3

Quantity Value Units Method Reference Comment
Δr340.6 ± 1.8kcal/molG+TSTian, Wang, et al., 2009gas phase; Probes indicate 70% phenoxide, 30% carboxylate (0.5 kcal/mol). dSacid calc at B3LYP, mixture of anions
Δr337.7 ± 2.6kcal/molCIDCJones, Bernier, et al., 2007gas phase
Δr337.6 ± 3.1kcal/molG+TSO'Hair, Bowie, et al., 1992gas phase
Quantity Value Units Method Reference Comment
Δr332.5 ± 1.5kcal/molN/ATian, Wang, et al., 2009gas phase; Probes indicate 70% phenoxide, 30% carboxylate (0.5 kcal/mol). dSacid calc at B3LYP, mixture of anions
Δr329.5 ± 3.0kcal/molCIDCO'Hair, Bowie, et al., 1992gas phase

References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Tian, Wang, et al., 2009
Tian, Z.X.; Wang, X.B.; Wang, L.S.; Kass, S.R., Are Carboxyl Groups the Most Acidic Sites in Amino Acids? Gas-Phase Acidities, Photoelectron Spectra, and Computations on Tyrosine, p-Hydroxybenzoic Acid, and Their Conjugate Bases, J. Am. Chem. Soc., 2009, 131, 3, 1174-1181, https://doi.org/10.1021/ja807982k . [all data]

Jones, Bernier, et al., 2007
Jones, C.M.; Bernier, M.; Carson, E.; Colyer, K.E.; Metz, R.; Pawlow, A.; Wischow, E.D.; Webb, I.; Andriole, E.J.; Poutsma, J.C., Gas-phase Acities of the 20 Protein Amino Acids, Int. J. Mass Spectrom., 2007, 267, 1-3, 54-62, https://doi.org/10.1016/j.ijms.2007.02.018 . [all data]

O'Hair, Bowie, et al., 1992
O'Hair, R.J.; Bowie, J.H.; Gronert, S., Gas Phase Acidity of the alpha-Amino Acids, Int. J. Mass Spectrom. Ion Proc., 1992, 117, 23, https://doi.org/10.1016/0168-1176(92)80083-D . [all data]


Notes

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