L-Glutamic acid

• Formula: C₅H₉NO₄
• Molecular weight: 147.1293
• IUPAC Standard InChI: InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1 Copy

  
• IUPAC Standard InChIKey: WHUUTDBJXJRKMK-GSVOUGTGSA-N Copy
• CAS Registry Number: 56-86-0
• Chemical structure:
  This structure is also available as a 2d Mol file
• Species with the same structure:
  • L-(+)-glutamic acid
• Stereoisomers:
  • DL-Glutamic acid
  • D-glutamic acid
• 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
• Information on this page:
  • Condensed phase thermochemistry data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
• Options:
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Condensed phase 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of solid

Gas phase ion energetics data

Go To: Top, Condensed phase 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:
MM - Michael M. Meot-Ner (Mautner)

Proton affinity at 298K

Gas basicity at 298K

Protonation entropy at 298K

References

Go To: Top, Condensed phase 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.

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]

Notes

Go To: Top, Condensed phase 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

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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