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
IUPAC Standard InChIKey: QIVBCDIJIAJPQS-SECBINFHSA-N
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
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Information on this page:
Other data available:
- Gas phase ion energetics data
- Mass spectrum (electron ionization)
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Condensed phase thermochemistry data

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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
Δ_cH°_solid	-5628.32 ± 0.84	kJ/mol	Ccb	Tsuzuki, Harper, et al., 1958	Reanalyzed by Cox and Pilcher, 1970, Original value = -5629.6 ± 0.8 kJ/mol; ALS
Quantity	Value	Units	Method	Reference	Comment
S°_{solid,1 bar}	251.04	J/mol*K	N/A	Cole, Hutchens, et al., 1963	DH

Constant pressure heat capacity of solid

C_p,solid (J/mol*K)	Temperature (K)	Reference	Comment
238.15	298.15	Cole, Hutchens, et al., 1963	T = 11 to 305 K.; DH

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

References

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Tsuzuki, Harper, et al., 1958
Tsuzuki, T.; Harper, D.O.; Hunt, H., Heats of combustion. VII. The heats of combustion of some amino acids, J. Phys. Chem., 1958, 62, 1594-1595. [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]

Cole, Hutchens, et al., 1963
Cole, A.G.; Hutchens, J.O.; Stout, J.W., Heat capacities from 11 to 305°K. and entropies of L-phenylalanine, L-proline, L-tryptophane, and L-tyrosine. Some free energies of formation, J. Phys. Chem., 1963, 67, 1852-1855. [all data]

Notes

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Symbols used in this document:

C_p,solid Constant pressure heat capacity of solid

S°_{solid,1 bar} Entropy of solid at standard conditions (1 bar)

Δ_cH°_solid Enthalpy of combustion of solid at standard conditions
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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C_p,solid	Constant pressure heat capacity of solid
S°_{solid,1 bar}	Entropy of solid at standard conditions (1 bar)
Δ_cH°_solid	Enthalpy of combustion of solid at standard conditions