EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

N-acetyl-laevo-phenyl alanine
L-phenylalanine, N-acetyl-

Supplier Sponsors

CAS Number: 2018-61-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:217-959-8
FDA UNII: NP5BT39467
Nikkaji Web:J27.562J
MDL:MFCD00063158
XlogP3:0.60 (est)
Molecular Weight:207.22921000
Formula:C11 H13 N O3
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 6450 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Ac-Phe-OH 95%
Glentham Life Sciences
N-Acetyl-L-phenylalanine
sds
Sigma-Aldrich: Aldrich
For experimental / research use only.
N-Acetyl-L-phenylalanine ReagentPlus®, 99%
sds
TCI AMERICA
For experimental / research use only.
N-Acetyl-L-phenylalanine >99.0%(T)
sds
 
Safety Information:
Preferred SDS: View
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
information only not used for fragrances or flavors
Recommendation for N-acetyl-laevo-phenyl alanine usage levels up to:
 not for fragrance use.
 
Recommendation for N-acetyl-laevo-phenyl alanine 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):2018-61-3
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :74839
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2S)-2-acetamido-3-phenylpropanoic acid
Chemidplus:0002018613
 
References:
 (2S)-2-acetamido-3-phenylpropanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):74839
Pubchem (cas):2018-61-3
 
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
KEGG (GenomeNet):C03519
HMDB (The Human Metabolome Database):HMDB00512
FooDB:FDB022084
Export Tariff Code:2922.49.8000
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
(2S)-2-acetamido-3-phenylpropanoic acid
N-acetyl-L-phenylalanine
L-N-acetylphenylalanine
 alanine, N-acetyl-3-phenyl-, L- (8CI)
L-phenylalanine, N-acetyl-
 

Articles:

PubMed:Nuclease-aided target recycling signal amplification strategy for ochratoxin A monitoring.
PubMed:Plasma metabonomics study on toxicity biomarker in rats treated with Euphorbia fischeriana based on LC-MS.
PubMed:An HPLC evaluation of cytochalasin D biosynthesis by Xylaria arbuscula cultivated in different media.
PubMed:Structural study, NCA, FT-IR, FT-Raman spectral investigations, NBO analysis, thermodynamic functions of N-acetyl-l-phenylalanine.
PubMed:The early diagnosis and monitoring of squamous cell carcinoma via saliva metabolomics.
PubMed:A simple and sensitive approach for ochratoxin A detection using a label-free fluorescent aptasensor.
PubMed:Metabolite profiling and pathway analysis of acute hepatitis rats by UPLC-ESI MS combined with pattern recognition methods.
PubMed:Pentynyl dextran as a support matrix for immobilization of serine protease subtilisin Carlsberg and its use for transesterification of N-acetyl-L-phenylalanine ethyl ester in organic media.
PubMed:Single-walled carbon nanotubes based quenching of free FAM-aptamer for selective determination of ochratoxin A.
PubMed:Protease activation in glycerol-based deep eutectic solvents.
PubMed:Immobilization of enzymes on fumed silica nanoparticles for applications in nonaqueous media.
PubMed:Exploring carbohydrate-peptide interactions in the gas phase: structure and selectivity in complexes of pyranosides with N-acetylphenylalanine methylamide.
PubMed:PVP-coated graphene oxide for selective determination of ochratoxin A via quenching fluorescence of free aptamer.
PubMed:High transesterification activities of immobilized proteases in new ether-functionalized ionic liquids.
PubMed:Soluble, folded and active subtilisin in a protic ionic liquid.
PubMed:Purification and characterization of organic solvent stable protease from Bacillus licheniformis RSP-09-37.
PubMed:Pseudopolymorphism of N-acetyl-L-phenylalanine methyl ester.
PubMed:Interaction of pepsin with aromatic amino acids and their derivatives immobilized to Sepharose.
PubMed:Microwave-assisted esterification of N-acetyl-L-phenylalanine using modified Mukaiyama's reagents: A new approach involving ionic liquids.
PubMed:Methanolysis of ethyl esters of N-acetyl amino acids catalyzed by cyclosophoraoses isolated from Rhizobium meliloti.
PubMed:Protease-catalyzed esterification of amino acid in water-miscible ionic liquid.
PubMed:Molecular recognition in cyclodextrin complexes of amino acid derivatives: the effects of kinetic energy on the molecular recognition of a pseudopeptide in a nonconstraining host environment as revealed by a temperature-dependent crystallographic study.
PubMed:N-Acetyl-L-phenylalanine.
PubMed:Affinity chromatography of porcine pepsin and pepsinogen using immobilized ligands derived from the specific substrate for this enzyme.
PubMed:Comparison of theoretical and experimental data to evaluate substrate diffusional limitations for crown ether- and methyl-beta-cyclodextrin-activated serine protease subtilisin Carlsberg in tetrahydrofuran.
PubMed:Temperature dependence of the kinetics of the acylase hydrolysis reaction by differential stopped flow microcalorimetry.
PubMed:Importance of product inhibition in the kinetics of the acylase hydrolysis reaction by differential stopped flow microcalorimetry.
PubMed:Aromatic amino acids and their derivatives as ligands for the isolation of aspartic proteinases.
PubMed:Chiral discrimination in cyclodextrin complexes of amino acid derivatives: beta-cyclodextrin/N-acetyl-L-phenylalanine and N-acetyl-D-phenylalanine complexes.
PubMed:Molecular recognition in cyclodextrin complexes of amino acid derivatives. 2. A new perturbation: the room-temperature crystallographic structure determination for the N-acetyl-p-methoxy-L-phenylalanine methyl ester/beta-cyclodextrin complex.
PubMed:Molecular recognition in cyclodextrin complexes of amino acid derivatives. 1. Crystallographic studies of beta-cyclodextrin complexes with N-acetyl-L-phenylalanine methyl ester and N-acetyl-L-phenylalanine amide pseudopeptides.
PubMed:Alpha-chymotrypsin catalysis in imidazolium-based ionic liquids.
PubMed:Sol-gel immobilization of serine proteases for application in organic solvents.
PubMed:Effect of crown ethers on structure, stability, activity, and enantioselectivity of subtilisin Carlsberg in organic solvents.
PubMed:Screening, overexpression and characterization of an N-acylamino acid racemase from Amycolatopsis orientalis subsp. lurida.
PubMed:Blood-brain barrier transport of L-tyrosine Conjugates: a model study for the brain targeting using large neutral amino acid transport system.
PubMed:Surfactant-protease complex as a novel biocatalyst for peptide synthesis in hydrophilic organic solvents*
PubMed:Catalytic activity and conformation of chemically modified subtilisin Carlsberg in organic media.
PubMed:Large acceleration of alpha-chymotrypsin-catalyzed dipeptide formation by 18-crown-6 in organic solvents
PubMed:Transesterification catalyzed by polystyrene-supported chymotrypsin in toluene: the effect of neutralization of basic or acidic groups attaching to polystyrene resins.
PubMed:Effects of subzero temperatures on the kinetics of protease catalyzed dipeptide synthesis in organic media.
PubMed:Effects of sorbitol addition on the action of free and immobilized hydrolytic enzymes in organic media.
PubMed:Photoregulation of alpha-chymotrypsin activity in organic media: effects of bioimprinting.
PubMed:Detection of proteins and phenol in DNA samples with second-derivative absorption spectroscopy.
PubMed:On the importance of the support material for enzymatic synthesis in organic media. Support effects at controlled water activity.
PubMed:Production of "internal surface reversed-phase" supports: the hydrolysis of selected substrates from silica using chymotrypsin.
PubMed:13C NMR study of the stereospecificity of the thiohemiacetals formed on inhibition of papain by specific enantiomeric aldehydes.
PubMed:Selective inhibition of the insulin-stimulated phosphorylation of the 95,000 dalton subunit of the insulin receptor by TAME or BAEE.
PubMed:Analysis of proteases involved in phagocytic activity of macrophages through the use of various amino acid esters.
PubMed:Bacterial conversion of phenylalanine and aromatic carboxylic acids into dihydrodiols.
PubMed:Stereochemical control of ribosomal peptidyltransferase reaction. Role of amino acid side-chain orientation of acceptor substrate.
PubMed:[Degradation and biosynthesis of L-phenylalanine by chloridazon-degrading bacteria].
PubMed:Purification, characterization and localization of serine protease of Morris hepatoma 8999.
PubMed:[Kinetics of alpha-chymotrypsin catalyzed hydrolysis in equilibrium. II. Comparison of ester and amide substrates].
PubMed:Protease I from Escherichia coli. Some physicochemical properties and substrate specificity.
PubMed:Cryoenzymology of chymotrypsin: the detection of intermediates in the catalysis of a specific anilide substrate.
PubMed:Acylation of subtilisin Carlsberg by phenyl esters.
PubMed:[pH-dependence of the mechanism of pepsin action].
PubMed:Identification of neutral proteases in human neutrophil granules that degrade articular cartilage proteoglycan.
PubMed:Conformational change associated with the acylation of alpha-chymotrypsin by N-acetyl-L-phenylalanine methyl ester.
PubMed:Specificity-determining site of alpha-chymotrypsin. 3. Inactivation of alpha-chymotrypsin by p-diazo-N-acetyl-L-phenylalanine methyl ester.
PubMed:Comparative studies of the specificities of -chymotrypsin and subtilisin BPN'. Studies with flexible substrates.
PubMed:Enzymic synthesis of N-acetyl-L-phenylalanine in Escherichia coli K12.
PubMed:The pathway of pepsin-catalysed transpeptidation. Evidence for the reactive species being the anion of the acceptor molecule.
PubMed:The inhibition of pepsin-catalysed reactions by structural and stereochemical product analogues.
PubMed:The rate-determining step in pepsin-catalysed reactions, and evidence against an acyl-enzyme intermediate.
PubMed:The inhibition of pepsin-catalysed reactions by products and product analogues. Kinetic evidence for ordered release of products.
PubMed:Studies on phenylketonuria. II. The excretion of N-acetyl-L-phenylalanine in phenylketonuria.
PubMed:Phthalate exposure and childhood overweight and obesity: Urinary metabolomic evidence
PubMed:Improved Protease-Targeting and Biopharmaceutical Properties of Novel Prodrugs of Ganciclovir
PubMed:Metabolite dynamics and phytochemistry of a soy whey-based beverage bio-transformed by water kefir consortium
PubMed:Response of Soybean Root to Phosphorus Deficiency under Sucrose Feeding: Insight from Morphological and Metabolome Characterizations
PubMed:Preparation of zinc phthalocyanine-loaded amphiphilic phosphonium chitosan nanomicelles for enhancement of photodynamic therapy efficacy
 
Notes:
Acetylphenylalanine is a hazardous amphipathic metabolite of phenylalanine. It appears in large amount in urine of patients with phenylketonuria which is a human genetic disorder due to the lack of phenylalanine hydroxylase, the enzyme necessary to metabolize phenylalanine to tyrosine. Acetylphenylalanine is a product of enzyme phenylalanine N-acetyltransferase [EC 2.3.1.53] in the pathway phenylalanine metabolism. (KEGG; Wikipedia) [HMDB]
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