L-Glutamic acid
- Formula: C5H9NO4
- Molecular weight: 147.1293
- IUPAC Standard InChIKey: WHUUTDBJXJRKMK-GSVOUGTGSA-N
- CAS Registry Number: 56-86-0
- Chemical structure:
This structure is also available as a 2d Mol file - Species with the same structure:
- Stereoisomers:
- Other names: Glutamic acid, L-; α-Aminoglutaric acid; α-Glutamic acid; (S)-(+)-Glutamic acid; Aciglut; Glusate; Glutacid; Glutamic acid; Glutamicol; Glutamidex; Glutaminic acid; Glutaton; L-(+)-Glutamic acid; L-Glutaminic acid; Pentanedioic acid, 2-amino-, (S)-; 1-Aminopropane-1,3-dicarboxylic acid; 2-Aminopentanedioic acid; L-2-aminoglutaric acid; (S)-Glutamic acid; D-Glutamiensuur; (S)-2-Aminopentanedioic acid; 2-Aminoglutaric acid; (2S)-2-Aminopentanedioic acid; Glutaminol; L (+)-glutamic acid, alpha-form; NSC 143503
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Condensed phase thermochemistry data
Go To: Top, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, 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 | -239.80 ± 0.28 | kcal/mol | Ccr | Sakiyama and Seki, 1975 | ALS |
ΔfH°solid | -240.26 ± 0.29 | kcal/mol | Ccb | Huffman, Ellis, et al., 1936 | Reanalyzed by Cox and Pilcher, 1970, Original value = -241.30 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -537.88 ± 0.22 | kcal/mol | Ccr | Sakiyama and Seki, 1975 | ALS |
ΔcH°solid | -536.35 ± 0.18 | kcal/mol | Ccb | Tsuzuki and Hunt, 1957 | Reanalyzed by Cox and Pilcher, 1970, Original value = -537.01 ± 0.18 kcal/mol; ALS |
ΔcH°solid | -537.41 ± 0.28 | kcal/mol | Ccb | Huffman, Ellis, et al., 1936 | Reanalyzed by Cox and Pilcher, 1970, Original value = -537.31 ± 0.28 kcal/mol; ALS |
ΔcH°solid | -538.58 | kcal/mol | Ccb | Emery and Benedict, 1911 | ALS |
ΔcH°solid | -543.91 | kcal/mol | Ccb | Lemoult, 1904 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 44.981 | cal/mol*K | N/A | Hutchens, Cole, et al., 1963 | DH |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
41.845 | 298. | Sakiyama and Seki, 1975 | Cp given as 1.19 J/g*K.; DH |
41.840 | 298.15 | Hutchens, Cole, et al., 1963 | T = 10 to 310 K.; DH |
Gas phase ion energetics 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
Data compiled as indicated in comments:
MM - Michael M. Meot-Ner (Mautner)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 218.2 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 210.1 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Proton affinity at 298K
Proton affinity (kcal/mol) | Reference | Comment |
---|---|---|
234.7 ± 2.4 | Bouchoux, Buisson, et al., 2004 | MM |
Gas basicity at 298K
Gas basicity (review) (kcal/mol) | Reference | Comment |
---|---|---|
220.0 ± 2.6 | Bouchoux, Buisson, et al., 2004 | MM |
Protonation entropy at 298K
Protonation entropy (cal/mol*K) | Reference | Comment |
---|---|---|
-23. ± 3.8 | Bouchoux, Buisson, et al., 2004 | MM |
IR Spectrum
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, 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: Coblentz Society, Inc.
Condensed Phase Spectrum
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Notice: Except where noted, spectra from this collection were measured on dispersive instruments, often in carefully selected solvents, and hence may differ in detail from measurements on FTIR instruments or in other chemical environments. More information on the manner in which spectra in this collection were collected can be found here.
Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Owner | COBLENTZ SOCIETY Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | STANDARD OIL OF OHIO |
Source reference | COBLENTZ NO. 4642 |
Date | Not specified, most likely prior to 1970 |
Name(s) | glutamic acid 2-AMINOPROPANE-1,3-DICARBOXYLIC ACID |
State | SOLID (SPLIT MULL) |
Instrument | Not specified, most likely a grating spectrometer. |
Path length | (KBr PLATES) |
Resolution | 4 |
Sampling procedure | TRANSMISSION |
Data processing | DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS) |
Mass spectrum (electron ionization)
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Japan AIST/NIMC Database- Spectrum MS-NW-2511 |
NIST MS number | 228122 |
UV/Visible spectrum
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Spectrum
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Additional Data
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Source | Saidel and Waldman, 1952 |
---|---|
Owner | INEP CP RAS, NIST OSRD Collection (C) 2007 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
Origin | INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS |
Source reference | RAS UV No. 11203 |
Instrument | Beckman DU |
Melting point | 224 dec |
Boiling point | sub 175 |
References
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Sakiyama and Seki, 1975
Sakiyama, M.; Seki, S.,
Enthalpies of combustion of organic compounds. II. L- and D-glutamic acid,
Bull. Chem. Soc. Jpn., 1975, 48, 2203-2204. [all data]
Huffman, Ellis, et al., 1936
Huffman, H.M.; Ellis, E.L.; Fox, S.W.,
Thermal data. VI. The heats of combustion and free energies of seven organic compounds containing nitrogen,
J. Am. Chem. Soc., 1936, 58, 1728-1733. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Tsuzuki and Hunt, 1957
Tsuzuki, T.; Hunt, H.,
Heats of combustion. VI. The heats of combustion of some amino acids,
J. Phys. Chem., 1957, 61, 1668. [all data]
Emery and Benedict, 1911
Emery, A.G.; Benedict, F.G.,
The heat of combustion of compounds of physiological importance,
Am. J. Physiol., 1911, 28, 301-307. [all data]
Lemoult, 1904
Lemoult, M.P.,
Remarques sur une serie recenie de determinations calorimetriques,
Compt. Rend., 1904, 663-635. [all data]
Hutchens, Cole, et al., 1963
Hutchens, J.O.; Cole, A.G.; Robie, R.A.; Stout, J.W.,
Heat capacities from 11 to 305 K, entropies, and free energies of formation of L-aspartic acid, L-glutamic acid, and L-glutamine,
J. Biol. Chem., 1963, 238, 2407-2412. [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, Buisson, et al., 2004
Bouchoux, G.; Buisson, D.A.; Colas, C.; Sablier, M.,
Protonation thermochemistry of alpha-amino acids bearing a basic residue,
European J. Mass Spectrom., 2004, 10, 977. [all data]
Saidel and Waldman, 1952
Saidel, L.J.; Waldman, S.,
J. Biol. Chem., 1952, 197, 285. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, 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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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