Histidine
- Formula: C6H9N3O2
- Molecular weight: 155.1546
- IUPAC Standard InChI: InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m1/s1
- IUPAC Standard InChIKey: HNDVDQJCIGZPNO-RXMQYKEDSA-N
- CAS Registry Number: 71-00-1
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: L-Histidine; Histidine, L-; Glyoxaline-5-alanine; L-(-)-Histidine; 1H-Imidazole-4-propanoic acid, α-amino-, (S)-; 4-(2-Amino-2-carboxyethyl)imidazole; Anti-rheuma
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Condensed phase thermochemistry data
Go To: Top, Phase change 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 compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | -105.6 ± 0.62 | kcal/mol | Ccb | Vasilev, Borodin, et al., 1989 | Author was aware that data differs from previously reported values |
| ΔfH°solid | -111.5 ± 0.67 | kcal/mol | Ccb | Wilson, Watson, et al., 1979 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -766.13 ± 0.60 | kcal/mol | Ccb | Vasilev, Borodin, et al., 1989 | Author was aware that data differs from previously reported values |
| ΔcH°solid | -760.18 ± 0.55 | kcal/mol | Ccb | Wilson, Watson, et al., 1979 |
Phase change 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: William E. Acree, Jr., James S. Chickos
Enthalpy of sublimation
| ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 34. ± 2. | 442. | LE | Gaffney, Pierce, et al., 1977 | Based on data from 392. to 492. K. |
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 as indicated in comments:
B - John E. Bartmess
RCD - Robert C. Dunbar
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
C6H8N3O2- + =
By formula: C6H8N3O2- + H+ = C6H9N3O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 328.6 ± 1.9 | kcal/mol | CIDC | Jones, Bernier, et al., 2007 | gas phase; B |
| ΔrH° | 331.0 ± 3.1 | kcal/mol | G+TS | O'Hair, Bowie, et al., 1992 | gas phase; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 324.1 ± 3.0 | kcal/mol | CIDC | O'Hair, Bowie, et al., 1992 | gas phase; B |
+
= (
•
)
By formula: Na+ + C6H9N3O2 = (Na+ • C6H9N3O2)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 52.3 | kcal/mol | CIDC | Kish, Ohanessian, et al., 2003 | Anchor alanine=39.89; RCD |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Vasilev, Borodin, et al., 1989
Vasilev, V.P.; Borodin, V.A.; Kopnyshev, S.B.,
Standard enthalpies of formation of L-histidine and L-proline,
Russ. J. Phys. Chem. (Engl. Transl.), 1989, 63, 891-892. [all data]
Wilson, Watson, et al., 1979
Wilson, S.R.; Watson, I.D.; Malcolm, G.N.,
Enthalpies of formation of solid cytosine, L-histidine, and uracil,
J. Chem. Thermodyn., 1979, 11, 911-912. [all data]
Gaffney, Pierce, et al., 1977
Gaffney, Jeffrey S.; Pierce, Robert C.; Friedman, Lewis,
Mass spectrometer study of evaporation of .alpha.-amino acids,
J. Am. Chem. Soc., 1977, 99, 13, 4293-4298, https://doi.org/10.1021/ja00455a015
. [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]
Kish, Ohanessian, et al., 2003
Kish, M.M.; Ohanessian, G.; Wesdemiotis, C.,
The Na+ affinities of a-amino acids: side-chain substituent effects,
Int. J. Mass Spectrom., 2003, 227, 3, 509, https://doi.org/10.1016/S1387-3806(03)00082-4
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, References
- Symbols used in this document:
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 ΔsubH Enthalpy of sublimation - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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