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

N-acetyl-laevo-glutamine
2-acetamido-5-amino-5-oxopentanoic acid

Supplier Sponsors

CAS Number: 2490-97-3Picture of molecule3D/inchi
Other(deleted CASRN):30703-24-3
ECHA EINECS - REACH Pre-Reg:219-647-7
FDA UNII: 01J18G9G97
Nikkaji Web:J33.403K
Beilstein Number:1727471
MDL:MFCD00038159
XlogP3:-1.40 (est)
Molecular Weight:188.18344000
Formula:C7 H12 N2 O4
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic ingredient for skin conditioning
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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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
Melting Point: 197.00 °C. @ 760.00 mm Hg
Boiling Point: 604.91 °C. @ 760.00 mm Hg (est)
Flash Point: 90.00 °F. TCC ( 32.22 °C. )
logP (o/w): -2.635 (est)
Soluble in:
 water, 1.553e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
 
Suppliers:
BOC Sciences
For experimental / research use only.
Aceglutamide 95%
Odor: characteristic
Use: Aceglutamide, also called as Glumal or acetylglutamine, is able to improve memory and concentration as psychostimulant and nootropic.
Glentham Life Sciences
Na-Acetyl-L-glutamine
sds
Penta International
N-ACETYL-L-GLUTAMINE
Sigma-Aldrich: Sigma
For experimental / research use only.
N-Acetyl-L-glutamine
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:
cosmetic ingredient for skin conditioning
Recommendation for N-acetyl-laevo-glutamine usage levels up to:
 not for fragrance use.
 
Recommendation for N-acetyl-laevo-glutamine 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):2490-97-3
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :25561
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-acetamido-5-amino-5-oxopentanoic acid
Chemidplus:0002490973
 
References:
 2-acetamido-5-amino-5-oxopentanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):25561
Pubchem (sid):135059846
 
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
Metabolomics Database:Search
KEGG (GenomeNet):D07063
HMDB (The Human Metabolome Database):HMDB06029
FooDB:FDB023808
YMDB (Yeast Metabolome Database):YMDB01757
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 aceglutamide
2-acetamido-5-amino-5-oxopentanoic acid
a-N-acetyl-L-glutamine
N-acetyl-L-glutamine
N-a-acetyl-L-glutamine
N(sup2)-acetyl-L-glutamine
N2-acetyl-L-glutamine
N(sup2)-acetyl-laevo-glutamine
N2-acetyl-laevo-glutamine
(2S)-2-(acetylamino)-4-carbamoylbutanoic acid
(2S)-4-carbamoyl-2-acetamidobutanoic acid
L-glutamine, N2-acetyl-
 glutamine, N2-acetyl-, L-
 

Articles:

PubMed:Absorption of enterally administered N-acetyl-l-glutamine versus glutamine in pigs
PubMed:N-acetyl-L-glutamine, a liquid-stable source of glutamine, partially prevents changes in body weight and on intestinal immunity induced by protein energy malnutrition in pigs
PubMed:Utilization of intravenously administered N-acetyl-L-glutamine in humans
PubMed:[Biological availability of glutamine from N-acetyl-L-glutamine in intravenous administration. Studies in the rat]
PubMed:Pharmacokinetics of Active Components From Guhong Injection in Normal and Pathological Rat Models of Cerebral Ischemia: A Comparative Study
PubMed:Structural insights into the substrate binding mechanism of novel ArgA from Mycobacterium tuberculosis
PubMed:Neuroprotective effects of Aceglutamide on motor function in a rat model of cerebral ischemia and reperfusion
PubMed:Enantioseparation of N-acetyl-glutamine enantiomers by LC-MS/MS and its application to a plasma protein binding study
PubMed:NMR and MS analysis of decomposition compounds produced from N-acetyl-L-glutamine at low pH
PubMed:[Pharmacokinetics of main activ ingredients of Guhong injection in cerebral ischemia rats]
PubMed:Separation and determination of acetyl-glutamine enantiomers by HPLC-MS and its application in pharmacokinetic study
PubMed:Enhanced thioredoxin, glutathione and Nrf2 antioxidant systems by safflower extract and aceglutamide attenuate cerebral ischaemia/reperfusion injury
PubMed:Availability of glutamine from peptides and acetylglutamine for human tumor-cell cultures
PubMed:Guhong Injection promotes fracture healing by activating Wnt/beta-catenin signaling pathway in vivo and in vitro
PubMed:Effect of N-acetyl-L-glutamine aluminum complex (KW-110), an antiulcer agent, on the non-steroidal anti-inflammatory drug-induced exacerbation of gastric ulcer in rats
PubMed:Development and validation of a RP-HPLC method for the simultaneous determination of aceglutamide and oxiracetam in an injection formulation
PubMed:Absorption of aluminum from aceglutamide aluminum in healthy adult males
PubMed:Effects of sodium polyacrylate (PANa) on acute esophagitis by gastric juice in rats
PubMed:[Isolation of N-acetyl-l-glutamine in pharmaceutical preparations]
PubMed:Safflower Extract and Aceglutamide Injection Promoting Recovery of Peripheral Innervations via Vascular Endothelial Growth Factor-B Signaling in Diabetic Mice
PubMed:[Studies on defensive factors of experimental ulcers (2). Increasing action of aceglutamide aluminum on defensive factors in acetic acid ulcers of rats (author's transl)]
PubMed:Is alpha-ketoisocaproyl-glutamine a suitable glutamine precursor to sustain fibroblast growth?
PubMed:Metabolites and Lipids Associated with Fetal Swine Anatomy via Desorption Electrospray Ionization - Mass Spectrometry Imaging
PubMed:[Theoretical analysis of conformations of the methylamides of N-acetyl-L-glutamic acid and N-acetyl-L-glutamine]
PubMed:Uptake of doubly-labelled N-acetyl-L-glutamine in rat brain and intestinal mucosa in vivo
PubMed:Guhong injection protects against focal cerebral ischemia-reperfusion injury via anti-inflammatory effects in rats
PubMed:Effects of an antiulcer agent N-acetyl-L-glutamine aluminum complex (KW-110) on the duodenal and gastric ulcer models in the rat
PubMed:Gastric cytoprotection of aceglutamide aluminium in rats
PubMed:[Antiulcerogenic actions and other pharmacological properties of N-acetyl-L-glutamine aluminum complex (KW-110)]
PubMed:Influence of N-acetylglutamine or glutamine infusion on plasma amino acid concentrations during the early phase of small-bowel adaptation in the dog
PubMed:[Comparative study of 3 drugs (aceglutamide aluminum, zinc acexamate, and magaldrate) in the long-term maintenance treatment (1 year) of peptic ulcer]
PubMed:Bacterial Adaptation to the Host's Diet Is a Key Evolutionary Force Shaping Drosophila-Lactobacillus Symbiosis
PubMed:Properties and localization of N-acetylglutamate deacetylase from Pseudomonas aeruginosa
PubMed:The coupling of an enzymatic reaction to transmembrane flow of electric current in a synthetic "active transport" system
PubMed:[Studies on anti-ulcer effects of a new compound, zinc L-carnosine (Z-103)]
PubMed:Memory deficits of aged male rats can be improved by pyrimidine nucleosides and n-acetyl-glutamine
PubMed:Structural basis for catalytic racemization and substrate specificity of an N-acylamino acid racemase homologue from Deinococcus radiodurans
PubMed:Glutamine synthetase. IX. Purification and characterization of the enzyme from sheep spleen
PubMed:Clinical course of peptic ulcer and the effect of pharmacotherapy:--multi-institutional double-blind controlled study--
PubMed:[Studies on physico-chemical properties of N2-acetyl-L-glutamine aluminum complex. Interaction with chondroitin sulfate (author's transl)]
PubMed:Understanding carbamoyl-phosphate synthetase I (CPS1) deficiency by using expression studies and structure-based analysis
PubMed:N-acetyl functions and acetate detected by nuclear magnetic resonance spectroscopy of urine to detect renal dysfunction following aminoglycoside and/or glycopeptide antibiotic thera
PubMed:Liquid chromatographic-mass spectrometric analysis of N-acetylamino acids in human urine
PubMed:Clinical research on treating senile dementia by combining acupuncture with acupoint-injection
PubMed:New form of pseudohypoparathyroidism with abnormal catalytic adenylate cyclase
 
Notes:
N-Acetylglutamine (GIcNAc) is a modified amino acid (an acetylated analogue of glutamine), a metabolite present in normal human urine. The decomposition products of GIcNAc have been identified by NMR and HPLC-MS as N-acetyl-L-glutamic acid, N-(2,6-dioxo-3-piperidinyl) acetamide, pyroglutamic acid, glutamic acid, and glutamine. GIcNAc is used for parenteral nutrition as a source of glutamine, since glutamine is too unstable, but GIcNAc is very stable. In patients treated with aminoglycosides and/or glycopeptides, elevation GIcNAc in urine suggests renal tubular injury. High amounts of N-acetylated amino acids (i.e.: N-Acetylglutamine) were detected patient with aminoacylase I deficiency (EC 3.5.1.14, a homodimeric zinc-binding metalloenzyme located in the cytosol), a novel inborn error of metabolism. (PMID: 15331932, 11312773, 7952062, 2569664, 16274666) [HMDB]
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