L-tryptophan

Ligand id: 717

Name: L-tryptophan

Abbreviated name: L-Trp

Structure and Physico-chemical Properties

2D Structure
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Calculated Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 3
Topological polar surface area 79.11
Molecular weight 204.09
XLogP -1.27
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

References
1. Conigrave AD, Mun HC, Delbridge L, Quinn SJ, Wilkinson M, Brown EM. (2004)
L-amino acids regulate parathyroid hormone secretion.
J. Biol. Chem., 279 (37): 38151-9. [PMID:15234970]
2. Conigrave AD, Quinn SJ, Brown EM. (2000)
L-amino acid sensing by the extracellular Ca2+-sensing receptor.
Proc. Natl. Acad. Sci. U.S.A., 97 (9): 4814-9. [PMID:10781086]
3. Isberg V, Andersen KB, Bisig C, Dietz GP, Bräuner-Osborne H, Gloriam DE. (2014)
Computer-aided discovery of aromatic l-α-amino acids as agonists of the orphan G protein-coupled receptor GPR139.
J Chem Inf Model, 54 (6): 1553-7. [PMID:24826842]
4. Liu C, Bonaventure P, Lee G, Nepomuceno D, Kuei C, Wu J, Li Q, Joseph V, Sutton SW, Eckert W et al.. (2015)
GPR139, an Orphan Receptor Highly Enriched in the Habenula and Septum, Is Activated by the Essential Amino Acids L-Tryptophan and L-Phenylalanine.
Mol. Pharmacol., 88 (5): 911-25. [PMID:26349500]
5. Metzner L, Kottra G, Neubert K, Daniel H, Brandsch M. (2005)
Serotonin, L-tryptophan, and tryptamine are effective inhibitors of the amino acid transport system PAT1.
FASEB J., 19 (11): 1468-73. [PMID:16126914]
6. Pillai SM, Meredith D. (2011)
SLC36A4 (hPAT4) is a high affinity amino acid transporter when expressed in Xenopus laevis oocytes.
J. Biol. Chem., 286 (4): 2455-60. [PMID:21097500]
7. Sloan JL, Mager S. (1999)
Cloning and functional expression of a human Na(+) and Cl(-)-dependent neutral and cationic amino acid transporter B(0+).
J. Biol. Chem., 274 (34): 23740-5. [PMID:10446133]