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acetyl-laevo-tryptophan
laevo-2-acetamido-3-(1H-indol-3-yl)propanoic acid

Supplier Sponsors

Name:2-acetamido-3-(1H-indol-3-yl)propanoic acid
CAS Number: 1218-34-4Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:214-935-9
FDA UNII: U9264T8OAE
Nikkaji Web:J61.737G
MDL:MFCD00065976
XlogP3:1.10 (est)
Molecular Weight:246.26618000
Formula:C13 H14 N2 O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:dietary supplements
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Perfumer and Flavorist:Search
Google Patents:Search
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EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 586.00 to 587.00 °C. @ 760.00 mm Hg (est)
Flash Point: 587.00 °F. TCC ( 308.60 °C. ) (est)
logP (o/w): 0.702 (est)
Shelf Life: 12.00 month(s) or longer if stored properly.
Storage:refrigerate in tightly sealed containers.
Soluble in:
 water, 2512 mg/L @ 25 °C (est)
Similar Items:note
dextro,laevo-acetyl tryptophan
acetyl tyrosine
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
N-Acetyl-Trp-OH 95%
Carbosynth
For experimental / research use only.
N-Acetyl-L-tryptophan
Glentham Life Sciences
Ac-Trp-OH
Santa Cruz Biotechnology
For experimental / research use only.
N-Acetyl-L-tryptophan
Sigma-Aldrich: Sigma
For experimental / research use only.
N-Acetyl-L-tryptophan
TCI AMERICA
For experimental / research use only.
N-Acetyl-L-tryptophan >98.0%(HPLC)
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 22 - Do not breath dust.
S 24/25 - Avoid contact with skin and eyes.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50 3580 mg/kg
LIVER: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 635, 1980.

oral-mouse LD50 10800 mg/kg
LUNGS, THORAX, OR RESPIRATION: CYANOSIS BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 635, 1980.

intraperitoneal-rat LD50 3900 mg/kg
LIVER: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 635, 1980.

oral-rat LD50 15000 mg/kg
LUNGS, THORAX, OR RESPIRATION: CYANOSIS BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 635, 1980.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
dietary supplements
Recommendation for acetyl-laevo-tryptophan usage levels up to:
 not for fragrance use.
 
Recommendation for acetyl-laevo-tryptophan flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):1218-34-4
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :700653
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
2-acetamido-3-(1H-indol-3-yl)propanoic acid
Chemidplus:0001218344
RTECS:YN6160000 for cas# 1218-34-4
 
References:
 2-acetamido-3-(1H-indol-3-yl)propanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):700653
Pubchem (sid):134979962
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
Golm Metabolome Database:Search
HMDB (The Human Metabolome Database):HMDB13713
Export Tariff Code:2933.99.8290
FDA Listing of Food Additive Status:View
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 AC-Try
(2S)-2-acetamido-3-(1H-indol-3-yl)propanoic acid
L-2-acetamido-3-(1H-indol-3-yl)propanoic acid
laevo-2-acetamido-3-(1H-indol-3-yl)propanoic acid
 acetyl-L-trp
 acetyl-L-tryptophan
N-acetyl-L-tryptophan
N-acetyl-laevo-tryptophan
(S)-N-acetyltryptophan
L-tryptophan, N-acetyl-
 tryptophan, N-acetyl-, L-
 

Articles:

PubMed:N-acetyl-L-tryptophan, a substance-P receptor antagonist attenuates aluminum-induced spatial memory deficit in rats
PubMed:Protective role of N-acetyl-l-tryptophan against hepatic ischemia-reperfusion injury via the RIP2/caspase-1/IL-1? signaling pathway
PubMed:N-acetyl-l-tryptophan, but not N-acetyl-d-tryptophan, rescues neuronal cell death in models of amyotrophic lateral sclerosis
PubMed:Inhibition of excessive mitophagy by N-acetyl-L-tryptophan confers hepatoprotection against Ischemia-Reperfusion injury in rats
PubMed:Nitration and nitrosation of N-acetyl-L-tryptophan and tryptophan residues in proteins by various reactive nitrogen species
PubMed:Amelioration of ochratoxin-A induced cytotoxicity by prophylactic treatment of N-Acetyl-L-Tryptophan in human embryonic kidney cells
PubMed:N-acetyl-L-tryptophan delays disease onset and extends survival in an amyotrophic lateral sclerosis transgenic mouse model
PubMed:The NK1 receptor antagonist N-acetyl-L-tryptophan reduces dyskinesia in a hemi-parkinsonian rodent model
PubMed:Nutritive value of N-acetyl-L-tryptophan in man
PubMed:N-acetyl-L-methionine is a superior protectant of human serum albumin against post-translational oxidation as compared to N-acetyl-L-tryptophan
PubMed:[Evaluation of N-acetyl-L-tryptophan in long-term intravenous administration in growing rats]
PubMed:15N-CIDNP investigations during tryptophan, N-acetyl-L-tryptophan, and melatonin nitration with reactive nitrogen species
PubMed:N-acetyl-l-methionine is a superior protectant of human serum albumin against photo-oxidation and reactive oxygen species compared to N-acetyl-L-tryptophan
PubMed:N-acetyl tryptophan glucopyranoside (NATG) provides radioprotection to murine macrophage J774A.1 cells
PubMed:Quantitative studies on the urinary excretion of indoxyl sulfate (indican) in man following administration of L-tryptophan and acetyl-L-tryptophan
PubMed:A comparative study of the effect of L-tryptophan and its acetylated derivative N-acetyl-L-tryptophan on rat muricidal behavior
PubMed:Nitrosation of N-terminally blocked tryptophan and tryptophan-containing peptides by peroxynitrite
PubMed:Utilization of N-acetyl-L-tryptophan given intravenously to unrestrained adult rats
PubMed:Evaluation of equilibrium constants for the binding of N-acetyl-L-tryptophan to monomeric and dimeric forms of alpha-chymotrypsin
PubMed:Electron distributions in peptides and related molecules. 1. An experimental and theoretical study of N-acetyl-L-tryptophan methylamide
PubMed:Identification of L-tryptophan derivatives with potent and selective antagonist activity at the NK1 receptor
PubMed:Characterization of the interaction of N-acyl-L-tryptophan benzyl ester neurokinin antagonists with the human neurokinin-1 receptor
PubMed:Structure-function studies of N-acyl derivatives of tryptophan that function as specific cholecystokinin receptor antagonists
PubMed:Fluorescence kinetics of Trp-Trp dipeptide and its derivatives in water via ultrafast fluorescence spectroscopy
PubMed:The reaction of dimethyl(2-hydroxy-5-nitrobenzyl)sulfonium bromide with N-acetyl-L-tryptophan amide
PubMed:New tryptophanase inhibitors: towards prevention of bacterial biofilm formation
PubMed:Two L-amino acid oxidase isoenzymes from Russell's viper (Daboia russelli russelli) venom with different mechanisms of inhibition by substrate analogs
PubMed:Synthesis and biological evaluation of NK1 antagonists derived from L-tryptophan
PubMed:The -chymotrypsin-catalyzed hydrolysis of N-acetyl-L-tryptophan p-nitrophenyl ester in dimethyl sulfoxide at subzero temperatures
PubMed:Analysis of proteases involved in phagocytic activity of macrophages through the use of various amino acid esters
PubMed:Quantum mechanical calculations of tryptophan and comparison with conformations in native proteins
PubMed:Electrophoretic demonstration of specific enzyme-substrate complex between pepsin and serum albumin. II. Inhibition of complex formation by acetyl-L-tryptophan and fatty acids
PubMed:Second derivative fluorescence spectroscopy of tryptophan in proteins
PubMed:Dimerization and oxidation of tryptophan in UV-A photolysis sensitized by kynurenic acid
PubMed:Enzymic properties of nitrated alpha-chymotrypsin and delta-chymotrypsin
PubMed:Platelet-activating factor stimulation of rabbit platelets is blocked by serine protease inhibitor (chymotryptic protease inhibitor)
PubMed:Magnesium enhances the beneficial effects of NK1 antagonist administration on blood-brain barrier permeability and motor outcome after traumatic brain injury
PubMed:Preparation and identification of anti-melatonin monoclonal antibodies
PubMed:Content in cell cultures of complement esterase and two further esterases mainly hydrolysing ethyl esters of acetyl-L-phenylalanine and acetyl-L-tryptophan, respectively
PubMed:Methanolysis of ethyl esters of N-acetyl amino acids catalyzed by cyclosophoraoses isolated from Rhizobium meliloti
PubMed:Absence of evidence for an intermediate in the deacetylation of acetylchymotrypsin
PubMed:Treatment with a substance P receptor antagonist is neuroprotective in the intrastriatal 6-hydroxydopamine model of early Parkinson's disease
PubMed:Solvent effects on the fluorescence quenching of tryptophan by amides via electron transfer. Experimental and computational studies
PubMed:Photochemical coupling of 5-bromo-1,3-dimethyluracil and its 6-alkyl derivatives to 3-methylindole and N alpha-acetyl-L-tryptophan methyl ester
PubMed:13c NMR studies of the conformation of N-acetyl-L-tryptophan in its complex with chymotrypsin
PubMed:Tachykinin NK? receptor antagonist co-administration attenuates opioid withdrawal-mediated spinal microglia and astrocyte activation
PubMed:NK1 receptor antagonists and dexamethasone as anticancer agents in vitro and in a model of brain tumours secondary to breast cancer
PubMed:Crystalline hemoprotein from Pseudomonas that catalyzes oxidation of side chain of tryptophan and other indole derivatives
PubMed:An enzyme in mast cells with properties like chymotrypsin
PubMed:Studies of the chymotrypsinogen family of proteins. XV. pH and temperature dependence of the alpha-chymotryptic hydrolysis of N-acetyl-L-tryptophan ethyl ester
PubMed:Studies of the chymotrypsinogen family of proteins. XV. pH and temperature dependence of the -chymotryptic hydrolysis of N-acetyl-L-tryptophan ethyl ester
PubMed:The binding of inhibitors to alpha-chymotrypsin
PubMed:Studies of the chymotrypsinogen family of proteins. IX. Steady-state kinetics of the chymotryptic hydrolysis of N-acetyl-L-tryptophan ethyl ester at pH 8.0
PubMed:THE ROLE OF METHIONINE IN ALPHA-CHYMOTRYPSIN-CATALYSED REACTIONS
PubMed:One-step preparation of S-nitrosated human serum albumin with high biological activities
PubMed:Fourth-derivative spectrophotometry analysis of tryptophan environment in proteins. Application to melittin, cytochrome c and bacteriorhodopsin
PubMed:Synthesis and in vitro activities of NK-1 antagonists derived from L-tryptophan
PubMed:KINETIC EVIDENCE FOR AN ACYL-ENZYME INTERMEDIATE IN THE ALPHA-CHYMOTRYPSIN-CATALYZED HYDROLYSIS OF N-ACETYL-L-TRYPTOPHAN ETHYL ESTER
PubMed:N-Nitroso products from the reaction of indoles with Angeli's salt
PubMed:Tryptophan-derived NK1 antagonists: conformationally constrained heterocyclic bioisosteres of the ester linkage
PubMed:Characterizing the role of the neuropeptide substance P in experimental subarachnoid hemorrhage
PubMed:The difference between alpha-and delta-chymotrypsins. Preparation and alkaline pH dependence of alpha1-chymotrypsin-catalyzed hydrolysis of N-acetyl-L-tryptophan methyl ester (ATME). The involem
PubMed:Alkaline pH dependence of delta-chymotrypsin-catalyzed hydrolysis of specific substrates
PubMed:Changes of protein solutions during storage: a study of albumin pharmaceutical preparations
PubMed:A substance P antagonist improves outcome when administered 4 h after onset of ischaemic stroke
PubMed:A new approach to preparative enzymatic synthesis. Reprinted from Biotechnology and Bioengineering, Vol. XIX, No. 9, Pages 1351-1361
PubMed:Contractile responses induced by physalaemin, an analogue of substance P, in the rat esophagus
PubMed:The prokinetic-like activity of ghrelin in rat isolated stomach is mediated via cholinergic and tachykininergic motor neurones
PubMed:Involvement of substance P in peripheral neuropathy induced by paclitaxel but not oxaliplatin
PubMed:PAR-2 modulates pepsinogen secretion from gastric-isolated chief cells
PubMed:Substance P is associated with the development of brain edema and functional deficits after traumatic brain injury
PubMed:The effect of an NK1 receptor antagonist on blood spinal cord barrier permeability following balloon compression-induced spinal cord injury
PubMed:Substance P promotes sleep in the ventrolateral preoptic area of rats
PubMed:Contributions of tryptophan side chains to the far-ultraviolet circular dichroism of proteins
PubMed:Role of neurokinin 3 receptors in supraoptic vasopressin and oxytocin neurons
PubMed:A substance P antagonist reduces axonal injury and improves neurologic outcome when administered up to 12 hours after traumatic brain injury
PubMed:Multiresponse optimization of a UPLC method for the simultaneous determination of tryptophan and 15 tryptophan-derived compounds using a Box-Behnken design with a desirability function
PubMed:Combined tissue plasminogen activator and an NK1 tachykinin receptor antagonist: an effective treatment for reperfusion injury following acute ischemic stroke in rats
PubMed:Interaction of mycobacterial polymethylpolysaccharides with paranaric acid and palmitoyl-coenzyme A: structural specificity and monomeric dissociation constants
PubMed:Effects of antidepressants in rats trained to discriminate centrally administered isoproterenol
PubMed:Purification of indolyl-3-alkane alpha-hydroxylase by affinity chromatography on indolyl-agarose columns
PubMed:5-(dimethylamino)naphthalene-1-sulfonic acid, a fluorescent probe of the medium chain fatty acid binding site of serum albumin
PubMed:Physical and binding properties of large fragments of human serum albumin
PubMed:Orientation of tryptophan-26 in coat protein subunits of the filamentous virus Ff by polarized Raman microspectroscopy
PubMed:Location of the medium chain fatty acid site on human serum albumin. Residues involved and relationship to the indole site
PubMed:Investigation of diffusion-limited rates of chymotrypsin reactions by viscosity variation
PubMed:The location of tryptophan, N-acetyltryptophan and alpha-chymotrypsin in reverse micelles of AOT: a fluorescence study
PubMed:In vitro and in vivo properties of recombinant human serum albumin from Pichia pastoris purified by a method of short processing time
PubMed:Involvement of spinal neurokinin-1 receptors in the maintenance but not induction of carrageenan-induced thermal hyperalgesia in the rat
PubMed:Kinetics of enzyme attack on substrates covalently attached to solid surfaces: influence of spacer chain length, immobilized substrate surface concentration and surface charge
PubMed:Self-sustained pH oscillations in immobilized proteolytic enzyme systems
PubMed:Indole-3-acetic acid (IAA) production by Arthrobacter species isolated from Azolla
PubMed:Refined models for the preferential interactions of tryptophan with phosphocholines
PubMed:Internal vibrations of a molecule consisting of rigid segments. I. Non-interacting internal vibrations
PubMed:Purification, characterization and localization of serine protease of Morris hepatoma 8999
PubMed:Stimulation of airway sensory nerves by cyclosporin A and FK506 in guinea-pig isolated bronchus
PubMed:Comparative studies of the specificities of -chymotrypsin and subtilisin BPN'. Studies with flexible substrates
PubMed:[Stereochemistry of proton catalyzed dimerization of 3-alkyl-indoles]
PubMed:Imprinting of lyophilized alpha-chymotrypsin affects the reactivity of the active-site imidazole
PubMed:Stopped-flow chemical modification with N-bromosuccinimide: a good probe for changes in the microenvironment of the Trp 62 residue of chicken egg white lysozyme
PubMed:Direct determination of the stoichiometry of charge transfer complexes
PubMed:Interaction of specific amino acid derivatives with dimeric alpha-chymotrypsin
PubMed:Kinetic behaviour of alpha-chymotrypsin in reverse micelles. A stopped-flow study
 
Notes:
None found
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