Serine
- Formula: C3H7NO3
- Molecular weight: 105.0926
- IUPAC Standard InChIKey: MTCFGRXMJLQNBG-UWTATZPHSA-N
- CAS Registry Number: 56-45-1
- Chemical structure:
This structure is also available as a 2d Mol file - Stereoisomers:
- Other names: L-Serine; Serine, L-; α-Amino-β-hydroxypropionic acid-, (S)-; β-Hydroxyalanine; L-(-)-Serine; Propanoic acid, 2-amino-3-hydroxy-, (S)-; 2-Amino-3-hydroxypropanoic acid-, (S)-; l-2-Amino-3-hydroxy-propanoic acid; (S)-(-)-Serine; 2-Amino-3-hydroxypropionic acid; 3-Hydroxyalanine; l-2-Amino-3-hydroxypropionic acid; (S)-2-Amino-3-hydroxypropanoic acid; (S)-Serine; L-Ser
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Condensed phase thermochemistry data
Go To: Top, Reaction thermochemistry data, 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -732.73 ± 0.28 | kJ/mol | Ccb | Sabbah and Laffitte, 1978 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1448.21 ± 0.18 | kJ/mol | Ccb | Sabbah and Laffitte, 1978 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 149.16 | J/mol*K | N/A | Hutchens, Cole, et al., 1964 | DH |
Constant pressure heat capacity of solid
Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
138.9 | 298.15 | Sabbah and Laffitte, 1978 | DH |
135.56 | 298.15 | Hutchens, Cole, et al., 1964 | T = 10 to 310 K.; DH |
Reaction thermochemistry data
Go To: Top, Condensed phase thermochemistry data, 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: C3H6NO3- + H+ = C3H7NO3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1391. ± 22. | kJ/mol | CIDC | Jones, Bernier, et al., 2007 | gas phase |
ΔrH° | 1392. ± 13. | kJ/mol | G+TS | O'Hair, Bowie, et al., 1992 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1363. ± 13. | kJ/mol | CIDC | O'Hair, Bowie, et al., 1992 | gas phase |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
Data compiled as indicated in comments:
B - John E. Bartmess
MM - Michael M. Meot-Ner (Mautner)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 914.6 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 880.7 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Proton affinity at 298K
Proton affinity (kJ/mol) | Reference | Comment |
---|---|---|
904.5 ± 4.3 | Bouchoux and Salpin, 2003 | T = 298K; MM |
912.5 | Bojesen and Breindahl, 1994 | PA increased by 0.9 kcal/mol for referencing values to Hunter and Lias, 1998; MM |
Gas basicity at 298K
Gas basicity (review) (kJ/mol) | Reference | Comment |
---|---|---|
870.6 ± 4.3 | Bouchoux and Salpin, 2003 | T = 298K; MM |
De-protonation reactions
By formula: C3H6NO3- + H+ = C3H7NO3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1391. ± 22. | kJ/mol | CIDC | Jones, Bernier, et al., 2007 | gas phase; B |
ΔrH° | 1392. ± 13. | kJ/mol | G+TS | O'Hair, Bowie, et al., 1992 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1363. ± 13. | kJ/mol | CIDC | O'Hair, Bowie, et al., 1992 | gas phase; B |
References
Go To: Top, Condensed phase thermochemistry data, 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.
Sabbah and Laffitte, 1978
Sabbah, R.; Laffitte, M.,
Enthalpy of formation of L-serine in the solid state,
Thermochim. Acta, 1978, 23, 192-195. [all data]
Hutchens, Cole, et al., 1964
Hutchens, J.O.; Cole, A.G.; Stout, J.W.,
Heat capacities from 11 to 305 K, entropies, enthalpy, and free energy of formation of L-serine,
J. Biol. Chem., 1964, 239, 4194-4195. [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]
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018
. [all data]
Bouchoux and Salpin, 2003
Bouchoux, G.; Salpin, J.Y.,
Gas-phase basicity of glycine, alanine, proline, serine, lysine, histidine and some of their peptides by the thermokinetic method,
European J. Mass Spectrometry, 2003, 9, 391-402. [all data]
Bojesen and Breindahl, 1994
Bojesen, G.; Breindahl, T.,
On the Proton Affinity od Some Alpha-Amino Acids and the Theory of the Kinetic Method.,
J. Chem. Soc. Perkin 2, 1994, 1029. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions 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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