L-Tryptophan

• Formula: C₁₁H₁₂N₂O₂
• Molecular weight: 204.2252
• IUPAC Standard InChI: InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1 Copy

  
• IUPAC Standard InChIKey: QIVBCDIJIAJPQS-SECBINFHSA-N Copy
• CAS Registry Number: 73-22-3
• Chemical structure:
  This structure is also available as a 2d Mol file
• Stereoisomers:
  • Tryptophan
• Other names: Tryptophan, L-; L-α-amino-3-indolepropionic acid; Tryptophan; L-Tryptophane; α-Aminoindole-3-propionic acid; L-α-aminoindole-3-propionic acid; L-β-3-indolylalanine; EH 121; L-(-)-Tryptophan; L-Trp; Trp; Tryptophane; 1H-Indole-3-alanine; 1H-Indole-3-propanoic acid, α-amino-, (S)-; 2-Amino-3-indolylpropanoic acid; α'-Amino-3-indolepropionic acid; Alanine, 3-indol-3-yl-; Indole-3-alanine; Indole-3-propionic acid, α-amino-; NCI-C01729; Pacitron; Propionic acid, 2-amino-3-indol-3-yl-; L-Tryptofan; (S)-Tryptophan; (S)-α-Amino-1H-indole-3-propanoic acid; (-)-Tryptophan; 1H-Indole-3-alanine, (S)-; 3-Indol-3-ylalanine; L-Alanine, 3-(1H-indol-3-yl)-; NSC 13119
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Condensed phase thermochemistry data
  • IR Spectrum
  • Mass spectrum (electron ionization)
• Options:
  • Switch to SI units

Data at NIST subscription sites:

• NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.

Gas phase ion energetics data

Go To: Top, 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

References

Go To: Top, 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.

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]

Mirza, Prabhakar, et al., 2001
Mirza, S.P.; Prabhakar, S.; Vairamani, M., Estimation of proton affinity of proline and tryptophan under electrospray ionization conditions using the extended kinetic method, Rapid Comm. Mass Spectrometry, 2001, 15, 957. [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, Gas phase ion energetics data, References

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
• The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
• Customer support for NIST Standard Reference Data products.