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Tryptophan

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Definition: An essential amino acid that is necessary for normal growth in infants and for NITROGEN balance in adults. It is a precursor of INDOLE ALKALOIDS in plants. It is a precursor of SEROTONIN (hence its use as an antidepressant and sleep aid). It can be a precursor to NIACIN, albeit inefficiently, in mammals.     
Pharmacological Action Antidepressive Agents, Second-Generation
See Also Eosinophilia-Myalgia Syndrome
Examples 5-Hydroxytryptophan 		Other names ratio Tryptophan; PMS Tryptophan; L Tryptophan ratiopharm; L Tryptophan; ratio-Tryptophan; esparma Brand of Tryptophan; Upsher-Smith Brand of Tryptophan; Tryptophan Metabolism Alterations; Tryptan; Tryptacin; Trofan; Ratiopharm Brand of Tryptophan; Pharmascience Brand of Tryptophan; PMS-Tryptophan; Optimax; Niddapharm Brand of Tryptophan; Naturruhe; Merck Brand of Tryptophan; Lyphan; Levotryptophan
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
cyclo-acetoacetyl-L-tryptophan  0   Tryptophan/*analogs & derivatives. Biosci Biotechnol Biochem. 2011;75(11):2249-52
nicotinyl tryptophanate  0   *Nicotinic Acids *Schiff Bases Tryptophan/*analogs & derivatives. Radiats Biol Radioecol. 2010 Jul-Aug;50(4): 472-4
methyl 2-(7-chloroquinolin-4-ylamino)-3-(1H-indol-3-yl)propanoate  0   *Aminoquinolines Tryptophan/*analogs & derivatives. Chem Biol Drug Des 2010 Jun;75(6):628-31
N-(4-(1-pyrene)butyroyl)tryptophan  0   *Pyrenes Tryptophan/*analogs & derivatives. Chem Commun (Camb) 2010 Jun 7;46(21):3768-70
tryptophanyl-5'-adenosine monophosphate  0   Adenosine Monophosphate/*analogs & derivatives Tryptophan/*analogs & derivatives. Nucleic Acids Res 2010 Mar 1;38(4):1401-12
5-(2-fluoroethoxy)tryptophan  0   Tryptophan/*analogs & derivatives Fluorine Radioisotopes. Appl Radiat Isot 2010 Feb;68(2):303-8
dansyl-L-tryptophan methyl ester  0   Tryptophan/*analogs & derivatives. Chem Commun (Camb). 2009 Aug 7;(29):4453-5
2-(4-(but-2-ynyloxy)phenylsulfonamido)-3-(1-(4-methoxybenzyl)-1H-indol-3-yl)propanoic acid  0   *Sulfonamides Tryptophan/*analogs & derivatives Matrix Metalloproteinase 1/antagonists & inhibitors Matrix Metalloproteinase 13/antagonists & inhibitors Matrix Metalloproteinase 14/antagonists & inhibitors. Bioorg Med Chem 2009 Jun 1;17(11):3857-65
beta-methyltryptophan  0   Tryptophan/*analogs & derivatives. J Chromatogr B Analyt Technol Biomed Life Sci. 2008 Nov 1;875(1):273-9
Blue diaper syndrome  0   *Amino Acid Metabolism, Inborn Errors *Eye Abnormalities *Hypercalcemia *Kidney Diseases Tryptophan.
6,7-dichlorotryptophan  0   Tryptophan/*analogs & derivatives. J Am Chem Soc. 2008 Oct 29;130(43):14024-5
2-(3-(2-thioxopyrrolidin-3-ylidene)methyl)-tryptophan  0   Tryptophan/*analogs & derivatives. Biosci Biotechnol Biochem. 2008 Sep;72(9):2262-8
4-azatryptophan  0   Tryptophan/*analogs & derivatives. J Org Chem. 2008 Sep 19;73(18):7390-3
N-(beta-elemene-13-yl)tryptophan methyl ester  0   *Sesquiterpenes Tryptophan/*analogs & derivatives. Cancer Lett 2008 Sep 28;269(1):165-73
2-hydroxymethyl-1-(N-phthaloyltryptophyl)aziridine  0   *Aziridines Tryptophan/*analogs & derivatives. Pathol Biol (Paris) 2008 May;56(3):137-42
N-undecanoyltryptophan  0   Tryptophan/*analogs & derivatives. J Fluoresc 2008 Mar;18(2):285-96
RXP 409  0   *Phosphinic Acids Tryptophan/*analogs & derivatives Matrix Metalloproteinases/antagonists & inhibitors. Hepatalogy 2008 Jan;47(1):177-85
6(I)-tryptophyl-6(I)-deoxy-2(I),3(I)-di-O-methylhexakis(2(II-VII),3(II-VII),6(II-VII)-tri-O-methyl)-beta-cyclodextrin  0   *beta-Cyclodextrins Tryptophan/*analogs & derivatives. Comb Chem High Throughput Screen 2007 Jul;10(6):451-8
1-methyltryptophan  0   Tryptophan/*analogs & derivatives. Transplantation 2007 Oct 27;84(8):1060-3
adenosine-5'-O-(N-(tryptophanylamide))phosphoramidothioate  0   *Organothiophosphorus Compounds Adenosine/*analogs & derivatives Tryptophan/*analogs & derivatives. Chem Commun (Camb). 2007 Jun 7;(21):2163-5
5-hydroxy-L-(beta-11C)tryptophan  0   Tryptophan/*analogs & derivatives. J Cereb Blood Flow Metab. 2007 Apr;27(4):821-30
3-(3-indolyl)-2-hydroxypropanoic acid cyanomethyl ester  0   Tryptophan/*analogs & derivatives. Biochemistry 2007 Jan 23;46(3):630-9
arestrictin B  0   *Piperazines Tryptophan/*analogs & derivatives. Chem Pharm Bull (Tokyo) 2006 Dec;54(12):1639-41
arestrictin A  0   *Piperazines Tryptophan/*analogs & derivatives. Chem Pharm Bull (Tokyo) 2006 Dec;54(12):1639-41
N-acetyl-N-nitrosotryptophan  0   *Nitrosamines Tryptophan/*analogs & derivatives. Org Biomol Chem. 2005 Jun 7;3(11):2085-90
N-BOC-Trp methyl ester  0   Tryptophan/*analogs & derivatives. Photochem Photobiol 2006 Jan-Feb;82(1):231-6
N(3),5'-cycloxanthosine  0   *Ribonucleosides Tryptophan/*analogs & derivatives. J Nat Prod 2005 Nov;68(11):1689-91
fumiquinazoline F  0   *Quinazolines Tryptophan/*analogs & derivatives. J Org Chem. 2005 Aug 5;70(16):6339-45
N-tosyl-(S)-tryptophan  0   Tryptophan/*analogs & derivatives. J Org Chem. 2005 Jul 8;70(14):5487-93
benzyloxycarbonyl-tryptophan 2-nitrophenoxy ester  0   *Nitrobenzenes Tryptophan/*analogs & derivatives. J Pept Res 2005 Jan;65(1):15-22
4-nitro-tryptophan  0   Tryptophan/*analogs & derivatives. Nat Struct Mol Biol. 2005 Mar;12(3):274-5
EDTA-bis(L-tryptophan methyl ester)  0   Edetic Acid/*analogs & derivatives Tryptophan/*analogs & derivatives. Chem Commun (Camb) 2003 Dec 7;(23):2884-5
2-(3-(2-thioxopyrrolidin-3-ylidene)methyl)tryptophan  0   *Thiones Tryptophan/*analogs & derivatives Pigments, Biological. Biosci Biotechnol Biochem 2002 Jul;66(7):1450-4
N-acetyltryptophan methyl ester peroxide  0   *Peroxides Tryptophan/*analogs & derivatives. FEBS Lett 2002 Sep 11;527(1-3):289-92
tryptophan peroxide  0   *Peroxides Tryptophan/*analogs & derivatives. FEBS Lett 2002 Sep 11;527(1-3):289-92
7-hydroxytryptophan  0   Tryptophan/*analogs & derivatives. Cancer 2002 Jun 15;94(12):3135-40
cristatin A  0   Tryptophan/*analogs & derivatives. Phytochemistry 2001 Dec;58(8):1263-6
tetratryptophan ter-cyclopentane  0   *Cyclopentanes Tryptophan/*analogs & derivatives. J Am Chem Soc 2001 Nov 28;123(47):11797-8
methyl N-(benzyloxycarbonyl)-didehydrovalyl-tryptophanate  0   Tryptophan/*analogs & derivatives Dipeptides. Acta Crystallogr C 2001 Oct;57(Pt 10):1220-1
2-benzyl-5-(N-(tert-butoxycarbonyl)tryptophyl)amino-3-oxo-1-thioxoperhydropyrido(1,2-c)pyrimidine  0   *Pyrimidinones Tryptophan/*analogs & derivatives Receptors, Cholecystokinin/antagonists & inhibitors. J Med Chem 2001 Nov 22;44(24):4196-206
6-methoxytryptophan  0   Tryptophan/*analogs & derivatives. J Org Chem 2001 Jun 29;66(13):4525-42
2-(mannopyranosyl)-tryptophan  0   *Ketoses Tryptophan/*analogs & derivatives. Am J Med 2001 Feb 15;110(3):192-7
tryptophan N-glucoside  0   *Glucosides Tryptophan/*analogs & derivatives. J Agric Food Chem 2000 Oct;48(10):4913-7
2-benzofuranylmethoxycarboyl-alpha-methyl-1'-((4-(phosphoryloxymethyl)benzoyl)methoxycarbonyl)tryptophan-N-(1-phenylethyl)amide  0   *Phosphoric Acid Esters Tryptophan/*analogs & derivatives. Bioorg Med Chem Lett 2000 May 15;10(10):1121-4
2-(2-hydroxyindoline)tryptophan  0   Tryptophan/*analogs & derivatives. Adv Exp Med Biol 1999 ;467:453-60
1-methyl-tryptophan  0   Tryptophan/*analogs & derivatives Tryptophan Oxygenase/antagonists & inhibitors. Biochim Biophys Acta 2000 Jan 3;1500(1):119-24
tardioxopiperazine A  0   *Piperazines Tryptophan/*analogs & derivatives. Chem Pharm Bull (Tokyo) 1999 Oct;47(10):1426-32
N(epsilon)-carbobenzyloxy-gamma-delta(1)-dihydrotryptophan  0   Tryptophan/*analogs & derivatives. J Pept Res 1999 Apr;53(4):465-74
tryptophyl-prolyl-arginyl-4-nitroaniline  0   *Oligopeptides Tryptophan/*analogs & derivatives. Bioorg Khim 1998 Mar;24(3):179-85
caffeoyltryptophan  0   *Caffeic Acids Tryptophan/*analogs & derivatives. Phytochemistry 1998 Apr;47(7):1215-18
CI 1015  0   Adamantane/*analogs & derivatives Tryptophan/*analogs & derivatives. J Med Chem 1998 Jan 1;41(1):38-45
6-bromotryptophan  0   Tryptophan/*analogs & derivatives Urochordata. Arch Biochem Biophys 1997 Dec 15;348(2):278-88
sufan  141444-38-4   *Succinates Tryptophan/*analogs & derivatives. Biull Eksp Biol Med 1996 Jul;122(7):57-9
viridiofungin C  0   *Citrates Tryptophan/*analogs & derivatives Farnesyl-Diphosphate Farnesyltransferase/antagonists & inhibitors. J Antibiot (Tokyo) 1997 Apr;50(4):339-43
GM 1489  170905-75-6   Tryptophan/*analogs & derivatives Metalloendopeptidases/antagonists & inhibitors. Arch Dermatol Res 1997 Feb;289(3):138-44
C(2)-mannosyltryptophan  0   Tryptophan/*analogs & derivatives. Biochemistry 1996 Sep 17;35(37):12005-14
Cam 2445  0   Tryptophan/*analogs & derivatives. J Pharm Sci 1996 Mar;85(3):253-7
benzyloxycarbonyltryptophanylchloromethane  0   *Amino Acid Chloromethyl Ketones Tryptophan/*analogs & derivatives. Biochem Trans Soc 1996 Feb;24(1):131S
polytryptophan  0   *Peptides Tryptophan. J Biol Chem 1996 Feb 9;271(6):3172-8
N-((1-((2-acetylmercapto-3-methyl-1-oxobutyl)amino)-1-cyclopentyl)carbonyl)tryptophan ethyl ester  0   Tryptophan/*analogs & derivatives. J Med Chem 1995 Dec 22;38(26):5023-30
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012
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