200,000+ products from a single source!

sales@angenechem.com

Home > Other Building Blocks > 153-91-3

153-91-3

153-91-3 | Alpha-methyl-DL-tryptophan

CAS No: 153-91-3 Catalog No: AG00382A MDL No:MFCD00038416

Product Description

Catalog Number:
AG00382A
Chemical Name:
Alpha-methyl-DL-tryptophan
CAS Number:
153-91-3
Molecular Formula:
C12H14N2O2
Molecular Weight:
218.2518
MDL Number:
MFCD00038416
IUPAC Name:
2-amino-3-(1H-indol-3-yl)-2-methylpropanoic acid
InChI:
InChI=1S/C12H14N2O2/c1-12(13,11(15)16)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,14H,6,13H2,1H3,(H,15,16)
InChI Key:
ZTTWHZHBPDYSQB-UHFFFAOYSA-N
SMILES:
OC(=O)C(Cc1c[nH]c2c1cccc2)(N)C
NSC Number:
9948

Properties

Complexity:
282  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
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:
3  
Topological Polar Surface Area:
79.1A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.9  

Literature

Title Journal
Transporter targeted gatifloxacin prodrugs: synthesis, permeability, and topical ocular delivery. Molecular pharmaceutics 20121105
Tryptophan metabolism in breast cancers: molecular imaging and immunohistochemistry studies. Nuclear medicine and biology 20121001
Quantitative PET imaging of tryptophan accumulation in gliomas and remote cortex: correlation with tumor proliferative activity. Clinical nuclear medicine 20120901
Accurate differentiation of recurrent gliomas from radiation injury by kinetic analysis of α-11C-methyl-L-tryptophan PET. Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20120701
Perinatal effects on in vivo measures of human brain serotonin synthesis in adulthood: a 27-year longitudinal study. European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20120601
Increased tryptophan transport in epileptogenic dysembryoplastic neuroepithelial tumors. Journal of neuro-oncology 20120401
Serotonin modulates worker responsiveness to trail pheromone in the ant Pheidole dentata. Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology 20120301
α-methyl-L-tryptophan: mechanisms for tracer localization of epileptogenic brain regions. Biomarkers in medicine 20111001
α-[¹¹C]-methyl-L-tryptophan PET for tracer localization of epileptogenic brain regions: clinical studies. Biomarkers in medicine 20111001
SLC6A14 (ATB0,+) protein, a highly concentrative and broad specific amino acid transporter, is a novel and effective drug target for treatment of estrogen receptor-positive breast cancer. The Journal of biological chemistry 20110909
Clinical and histopathologic correlates of 11C-alpha-methyl-L-tryptophan (AMT) PET abnormalities in children with intractable epilepsy. Epilepsia 20110901
Brain regional α-[11C]methyl-L-tryptophan trapping in medication-free patients with obsessive-compulsive disorder. Archives of general psychiatry 20110701
Decreased cortical serotonin in neonatal rabbits exposed to endotoxin in utero. Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20110201
Amino acid derivatives are substrates or non-transported inhibitors of the amino acid transporter PAT2 (slc36a2). Biochimica et biophysica acta 20110101
Gender differences in alpha-[(11)C]MTrp brain trapping, an index of serotonin synthesis, in medication-free individuals with major depressive disorder: a positron emission tomography study. Psychiatry research 20100830
Multimodality neuroimaging in Tourette syndrome: alpha-[11C] methyl-L-tryptophan positron emission tomography and diffusion tensor imaging studies. Journal of child neurology 20100301
AGN-2979, an inhibitor of tryptophan hydroxylase activation, does not affect serotonin synthesis in Flinders Sensitive Line rats, a rat model of depression, but produces a significant effect in Flinders Resistant Line rats. Neurochemistry international 20091201
Quantification of tryptophan transport and metabolism in lung tumors using PET. Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20090301
Alterations in brain serotonin synthesis in male alcoholics measured using positron emission tomography. Alcoholism, clinical and experimental research 20090201
Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign). Journal of natural products 20090101
Acute citalopram has different effects on regional 5-HT synthesis in FSL, FRL, and SDP rats: an autoradiographic evaluation. Brain research bulletin 20081022
Interaction of tryptophan derivatives with SLC6A14 (ATB0,+) reveals the potential of the transporter as a drug target for cancer chemotherapy. The Biochemical journal 20080915
Alpha-methyl-l-tryptophan positron emission tomography in epilepsy with cortical developmental malformations. Pediatric neurology 20080901
Correlation between serotonin synthesis and 5-HT1A receptor binding in the living human brain: a combined alpha-[11C]MT and [18F]MPPF positron emission tomography study. NeuroImage 20080815
Alpha-[11C]methyl-L-tryptophan uptake in patients with periventricular nodular heterotopia and epilepsy. Epilepsia 20080501
An index of 5-HT synthesis changes during early antidepressant treatment: alpha-[11C]methyl-L-tryptophan PET study. Neurochemistry international 20080101
Acute flesinoxan treatment produces a different effect on rat brain serotonin synthesis than chronic treatment: an alpha-methyl-l-tryptophan autoradiographic study. Neurochemistry international 20071201
In vivo measurements of brain trapping of C-labelled alpha-methyl-L-tryptophan during acute changes in mood states. Journal of psychiatry & neuroscience : JPN 20071101
5-Hydroxy-L-[beta-11C]tryptophan versus alpha-[11C]methyl-L-tryptophan for positron emission tomography imaging of serotonin synthesis capacity in the rhesus monkey brain. Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20070401
Assessment of progression and treatment response of optic pathway glioma with positron emission tomography using alpha-[(11)C]methyl-L-tryptophan. Molecular imaging and biology : MIB : the official publication of the Academy of Molecular Imaging 20070101
Cortical trapping of alpha-[(11)C]methyl-l-tryptophan, an index of serotonin synthesis, is lower in females than males. NeuroImage 20061115
alpha-[11C]Methyl-L-tryptophan trapping in the orbital and ventral medial prefrontal cortex of suicide attempters. European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20060401
Chronic buspirone treatment normalizes regional serotonin synthesis in the olfactory bulbectomized rat brain: an autoradiographic study. Brain research bulletin 20060331
In vivo uptake and metabolism of alpha-[11C]methyl-L-tryptophan in human brain tumors. Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20060301
BeWo trophoblasts are unable to control replication of Toxoplasma gondii, even in the presence of exogenous IFN-gamma. Placenta 20060101
Brain regional alpha-[11C]methyl-L-tryptophan trapping correlates with post-mortem tissue serotonin content and [11C]5-hydroxytryptophan accumulation. The international journal of neuropsychopharmacology 20051201
Increasing blood oxygen increases an index of 5-HT synthesis in human brain as measured using alpha-[(11)C]methyl-L-tryptophan and positron emission tomography. Neurochemistry international 20051201
The tryptophan hydroxylase activation inhibitor, AGN-2979, decreases regional 5-HT synthesis in the rat brain measured with alpha-[14C]methyl-L-tryptophan: an autoradiographic study. Brain research bulletin 20051015
Stability of alpha-[11C]methyl-L-tryptophan brain trapping in healthy male volunteers. European journal of nuclear medicine and molecular imaging 20051001
Chronic administration of citalopram in olfactory bulbectomy rats restores brain 5-HT synthesis rates: an autoradiographic study. Psychopharmacology 20050601
Serotonin synthesis by two distinct enzymes in Drosophila melanogaster. Archives of insect biochemistry and physiology 20050501
Epilepsy surgery outcome in children with tuberous sclerosis complex evaluated with alpha-[11C]methyl-L-tryptophan positron emission tomography (PET). Journal of child neurology 20050501
Octopamine and experience-dependent modulation of aggression in crickets. The Journal of neuroscience : the official journal of the Society for Neuroscience 20050209
Selective 5-HT1B receptor agonist reduces serotonin synthesis following acute, and not chronic, drug administration: results of an autoradiographic study. Neurochemistry international 20050201
Significance of abnormalities in developmental trajectory and asymmetry of cortical serotonin synthesis in autism. International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience 20050101
Effects of pentadecapeptide BPC157 on regional serotonin synthesis in the rat brain: alpha-methyl-L-tryptophan autoradiographic measurements. Life sciences 20041203
A simplified autoradiographic method with alpha-[14C]methyl-tryptophan to measure serotonin synthesis rate in the rat brain. Nuclear medicine and biology 20041101
Measurement of brain regional alpha-[11C]methyl-L-tryptophan trapping as a measure of serotonin synthesis in medication-free patients with major depression. Archives of general psychiatry 20040601
Effects of desipramine on regional serotonin synthesis in the rat brain: acute and chronic autoradiographic studies. Neurochemistry international 20031201
Evidence for a tumoral immune resistance mechanism based on tryptophan degradation by indoleamine 2,3-dioxygenase. Nature medicine 20031001
Tumors hijack fetal enzyme, escape killer T cells. Nature medicine 20031001
Alpha-methyl-L-tryptophan PET detects epileptogenic cortex in children with intractable epilepsy. Neurology 20030325
Alpha-[11C] methyl-L-tryptophan and glucose metabolism in patients with temporal lobe epilepsy. Neurology 20030311
Sex differences of brain serotonin synthesis in patients with irritable bowel syndrome using alpha-[11C]methyl-L-tryptophan, positron emission tomography and statistical parametric mapping. Canadian journal of gastroenterology = Journal canadien de gastroenterologie 20030301
alpha-[11C]-Methyl-L-tryptophan PET identifies the epileptogenic tuber and correlates with interictal spike frequency. Epilepsy research 20030101
Serotonin synthesis and its light-dark variation in the rat retina. Journal of neurochemistry 20021101
The inhibition of tryptophan hydroxylase, not protein synthesis, reduces the brain trapping of alpha-methyl-L-tryptophan: an autoradiographic study. Neurochemistry international 20020601
Alpha[11C] methyl-L-typtophan positron emission tomography in patients with alternating hemiplegia of childhood. Journal of child neurology 20020401
Effects of serotine receptors agonists, TFMPP and CGS12066B, on regional serotonin synthesis in the rat brain: an autoradiographic study. Journal of neurochemistry 20020301
Localizing value of alpha-methyl-L-tryptophan PET in intractable epilepsy of neocortical origin. Neurology 20011113
Evaluation and application of liquid chromatographic columns coated with 'intelligent' ligands: (I) acylcarnitine column. Journal of chromatography. A 20010921
Study of the brain serotonergic system with labeled alpha-methyl-L-tryptophan. Journal of neurochemistry 20010901
Labelled alpha-methyl-L-tryptophan as a tracer for the study of the brain serotonergic system. Journal of psychiatry & neuroscience : JPN 20010901
Effects of selective 5-HT1A receptor antagonists on regional serotonin synthesis in the rat brain: an autoradiographic study with alpha-[14C]methyl-L-tryptophan. European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20010601
Brain Regional alpha-[11C]methyl-L-tryptophan trapping in impulsive subjects with borderline personality disorder. The American journal of psychiatry 20010501
1-Methyl-DL-tryptophan, beta-(3-benzofuranyl)-DL-alanine (the oxygen analog of tryptophan), and beta-[3-benzo(b)thienyl]-DL-alanine (the sulfur analog of tryptophan) are competitive inhibitors for indoleamine 2,3-dioxygenase. Archives of biochemistry and biophysics 19911201

© 2019 Angene International Limited. All rights Reserved.