L-Tyrosine anion
- Formula: C9H10NO3-
- Molecular weight: 180.1811
- IUPAC Standard InChI: InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p-1/t8-/m1/s1
- IUPAC Standard InChIKey: OUYCCCASQSFEME-MRVPVSSYSA-M
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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Reaction thermochemistry data
Go To: Top, Gas phase ion energetics data, References, Notes
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
+
=
By formula: C9H10NO3- + H+ = C9H11NO3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 340.6 ± 1.8 | kcal/mol | G+TS | Tian, Wang, et al., 2009 | gas phase; Probes indicate 70% phenoxide, 30% carboxylate (0.5 kcal/mol). dSacid calc at B3LYP, mixture of anions |
| ΔrH° | 337.7 ± 2.6 | kcal/mol | CIDC | Jones, Bernier, et al., 2007 | gas phase |
| ΔrH° | 337.6 ± 3.1 | kcal/mol | G+TS | O'Hair, Bowie, et al., 1992 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 332.5 ± 1.5 | kcal/mol | N/A | Tian, Wang, et al., 2009 | gas phase; Probes indicate 70% phenoxide, 30% carboxylate (0.5 kcal/mol). dSacid calc at B3LYP, mixture of anions |
| ΔrG° | 329.5 ± 3.0 | kcal/mol | CIDC | O'Hair, Bowie, et al., 1992 | gas phase |
Gas phase ion energetics data
Go To: Top, Reaction thermochemistry data, References, Notes
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
Electron affinity of neutral species
| EAneutral (eV) | Method | Reference | Comment |
|---|---|---|---|
| 3.55 ± 0.10 | LPES | Tian, Wang, et al., 2009 | Vertical Detachment Energy: 3.90±0.10 eV. Actually EA of pOMe-C6H4CH2CH(NH2)CO2- |
Protonation reactions
+
=
By formula: C9H10NO3- + H+ = C9H11NO3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 340.6 ± 1.8 | kcal/mol | G+TS | Tian, Wang, et al., 2009 | gas phase; Probes indicate 70% phenoxide, 30% carboxylate (0.5 kcal/mol). dSacid calc at B3LYP, mixture of anions |
| ΔrH° | 337.7 ± 2.6 | kcal/mol | CIDC | Jones, Bernier, et al., 2007 | gas phase |
| ΔrH° | 337.6 ± 3.1 | kcal/mol | G+TS | O'Hair, Bowie, et al., 1992 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 332.5 ± 1.5 | kcal/mol | N/A | Tian, Wang, et al., 2009 | gas phase; Probes indicate 70% phenoxide, 30% carboxylate (0.5 kcal/mol). dSacid calc at B3LYP, mixture of anions |
| ΔrG° | 329.5 ± 3.0 | kcal/mol | CIDC | O'Hair, Bowie, et al., 1992 | gas phase |
References
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Notes
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
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
EAneutral Electron affinity of neutral species ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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