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Tryptophan


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

L-Tryptophan anion + Hydrogen cation = Tryptophan

By formula: C11H11N2O2- + H+ = C11H12N2O2

Quantity Value Units Method Reference Comment
Deltar1421. ± 9.2kJ/molCIDCJones, Bernier, et al., 2007gas phase; B
Deltar1409. ± 13.kJ/molG+TSO'Hair, Bowie, et al., 1992gas phase; B
Quantity Value Units Method Reference Comment
Deltar1380. ± 13.kJ/molCIDCO'Hair, Bowie, et al., 1992gas phase; B

Sodium ion (1+) + Tryptophan = (Sodium ion (1+) bullet Tryptophan)

By formula: Na+ + C11H12N2O2 = (Na+ bullet C11H12N2O2)

Quantity Value Units Method Reference Comment
Deltar205. ± 13.kJ/molIMREGapeev and Dunbar, 2003Anchor glycine=38.5+-2.6; RCD
Deltar210.kJ/molCIDCKish, Ohanessian, et al., 2003Anchor alanine=39.89; RCD

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 compiled as indicated in comments:
B - John E. Bartmess
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

Ionization energy determinations

IE (eV) Method Reference Comment
8.43CTSSlifkin and Allison, 1967RDSH
<=7.5EIAkopyan and Loginov, 1967RDSH

De-protonation reactions

L-Tryptophan anion + Hydrogen cation = Tryptophan

By formula: C11H11N2O2- + H+ = C11H12N2O2

Quantity Value Units Method Reference Comment
Deltar1421. ± 9.2kJ/molCIDCJones, Bernier, et al., 2007gas phase; B
Deltar1409. ± 13.kJ/molG+TSO'Hair, Bowie, et al., 1992gas phase; B
Quantity Value Units Method Reference Comment
Deltar1380. ± 13.kJ/molCIDCO'Hair, Bowie, et al., 1992gas phase; B

Ion clustering 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: Robert C. Dunbar

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

Sodium ion (1+) + Tryptophan = (Sodium ion (1+) bullet Tryptophan)

By formula: Na+ + C11H12N2O2 = (Na+ bullet C11H12N2O2)

Quantity Value Units Method Reference Comment
Deltar205. ± 13.kJ/molIMREGapeev and Dunbar, 2003Anchor glycine=38.5+-2.6
Deltar210.kJ/molCIDCKish, Ohanessian, et al., 2003Anchor alanine=39.89

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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Mass 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 Chemical Concepts
NIST MS number 221180

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


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.

Data compiled by: Victor Talrose, Alexander N. Yermakov, Alexy A. Usov, Antonina A. Goncharova, Axlexander N. Leskin, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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UVVis spectrum
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Additional Data

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Source McLean and Glese, 1950
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. 9920
Instrument Beckman quartz spectrograph
Melting point 289 dec

References

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, 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.

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]

Gapeev and Dunbar, 2003
Gapeev, A.; Dunbar, R.C., Na+ Affinities of Gas-Phase Amino Acids by Ligand Exchange Equilibrium, Int. J. Mass Spectrom., 2003, 228, 2-3, 825, https://doi.org/10.1016/S1387-3806(03)00242-2 . [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]

Slifkin and Allison, 1967
Slifkin, M.A.; Allison, A.C., Measurement of ionization potentials from contact charge transfer spectra, Nature, 1967, 215, 949. [all data]

Akopyan and Loginov, 1967
Akopyan, M.E.; Loginov, Yy.V., Mass-spectrometric study of the phoionization of free «alpha»-aminoacids, High Energy Chem., 1967, 1, 83, In original 97. [all data]

McLean and Glese, 1950
McLean, D.G.; Glese, A.C., J. Biol. Chem., 1950, 187, 537. [all data]


Notes

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