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526-31-8 | N-Methyl-L-tryptophan
CAS No: 526-31-8 Catalog No: AG003R70 MDL No:MFCD00005645
Product Description
Catalog Number:
AG003R70
Chemical Name:
N-Methyl-L-tryptophan
CAS Number:
526-31-8
Molecular Formula:
C12H14N2O2
Molecular Weight:
218.2518
MDL Number:
MFCD00005645
IUPAC Name:
(2S)-3-(1H-indol-3-yl)-2-(methylamino)propanoic acid
InChI:
InChI=1S/C12H14N2O2/c1-13-11(12(15)16)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,11,13-14H,6H2,1H3,(H,15,16)/t11-/m0/s1
InChI Key:
CZCIKBSVHDNIDH-NSHDSACASA-N
SMILES:
CN[C@H](C(=O)O)Cc1c[nH]c2c1cccc2
EC Number:
208-388-5
UNII:
P57TWL22IX
Properties
Complexity:
257
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
218.106g/mol
Formal Charge:
0
Heavy Atom Count:
16
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
218.256g/mol
Monoisotopic Mass:
218.106g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
65.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.5
Literature
| Title | Journal |
|---|---|
| The Fas/Fas ligand apoptotic pathway is involved in abrin-induced apoptosis. | Toxicological sciences : an official journal of the Society of Toxicology 20130901 |
| Transcriptomic profile of host response in mouse brain after exposure to plant toxin abrin. | Toxicology 20120904 |
| Oxygen activation in flavoprotein oxidases: the importance of being positive. | Biochemistry 20120403 |
| Pleiotropic impact of a single lysine mutation on biosynthesis of and catalysis by N-methyltryptophan oxidase. | Biochemistry 20110607 |
| Uremic toxins inhibit transport by breast cancer resistance protein and multidrug resistance protein 4 at clinically relevant concentrations. | PloS one 20110101 |
| Horizontal gene transfer in silkworm, Bombyx mori. | BMC genomics 20110101 |
| Catalytic mechanism investigation of lysine-specific demethylase 1 (LSD1): a computational study. | PloS one 20110101 |
| Pathogen-origin horizontally transferred genes contribute to the evolution of Lepidopteran insects. | BMC evolutionary biology 20110101 |
| From tumor immunosuppression to eradication: targeting homing and activity of immune effector cells to tumors. | Clinical & developmental immunology 20110101 |
| Engineering galanin analogues that discriminate between GalR1 and GalR2 receptor subtypes and exhibit anticonvulsant activity following systemic delivery. | Journal of medicinal chemistry 20100225 |
| Quantification of L-abrine in human and rat urine: a biomarker for the toxin abrin. | Journal of analytical toxicology 20090301 |
| Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign). | Journal of natural products 20090101 |
| Kynurenine pathway metabolites in humans: disease and healthy States. | International journal of tryptophan research : IJTR 20090101 |
| Quantitation of abrine, an indole alkaloid marker of the toxic glycoproteins abrin, by liquid chromatography/tandem mass spectrometry when spiked into various beverages. | Journal of agricultural and food chemistry 20081210 |
| The X-ray structure of N-methyltryptophan oxidase reveals the structural determinants of substrate specificity. | Proteins 20080601 |
| Insights into the mechanism of flavoprotein-catalyzed amine oxidation from nitrogen isotope effects on the reaction of N-methyltryptophan oxidase. | Biochemistry 20070626 |
| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | Journal of molecular graphics & modelling 20061101 |
| Prediction of genotoxicity of chemical compounds by statistical learning methods. | Chemical research in toxicology 20050601 |
| pH and kinetic isotope effects on sarcosine oxidation by N-methyltryptophan oxidase. | Biochemistry 20050301 |
| Chiral ligands derived from Abrine 8. An experimental and theoretical study of free ligand conformational preferences and the addition of diethylzinc to benzaldehyde. | The Journal of organic chemistry 20050107 |
| Tautomeric rearrangement of a dihydroflavin bound to monomeric sarcosine oxidase or N-methyltryptophan oxidase. | Biochemistry 20030204 |
| Glycine oxidase from Bacillus subtilis. Characterization of a new flavoprotein. | The Journal of biological chemistry 20020301 |
| The human T-type amino acid transporter-1: characterization, gene organization, and chromosomal location. | Genomics 20020101 |
| Expression cloning of a Na+-independent aromatic amino acid transporter with structural similarity to H+/monocarboxylate transporters. | The Journal of biological chemistry 20010518 |
| Characterization of the FAD-containing N-methyltryptophan oxidase from Escherichia coli. | Biochemistry 20010206 |
| N-methyltryptophan oxidase from Escherichia coli: reaction kinetics with N-methyl amino acid and carbinolamine substrates. | Biochemistry 20010206 |
| Steroid hormone activity of flavonoids and related compounds. | Breast cancer research and treatment 20000701 |
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