laevo-alanyl-laevo-glutamine

L-alanyl-L-glutamine

CAS: 39537-23-0 C8 H15 N3 O4 MW: 217.22535000

Identification

Namelaevo-alanyl-laevo-glutamine
CAS Number39537-23-0
FDA UNIIU5JDO2770Z
Molecular FormulaC8 H15 N3 O4
Molecular Weight217.22535000
MDL NumberMFCD00133046
Nikkaji NumberJ475.207D

Regulatory

JECFA Food Flavoring2121 L-alanyl-L-glutamine
FEMA Number4712
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)39537-23-0 ; L-ALANYL-L-GLUTAMINE

Physical Properties

Appearance white crystalline powder (est)
Assay 98.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 230.00 to 232.00 °C. @ 760.00 mm Hg
Boiling Point 615.00 to 616.00 °C. @ 760.00 mm Hg (est)
Flash Point 619.00 °F. TCC ( 326.00 °C. ) (est)
logP (o/w) -2.581 (est)
Soluble in water, 3.983e+005 mg/L @ 25 °C (est)

Cosmetic Information

CosIngcosmetic data
Cosmetic Useshumectants

Organoleptic Properties

Odor Description mild savory

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryspecial dietary and nutritional additives
Recommendation for laevo-alanyl-laevo-glutamine usage levels up tonot for fragrance use.
baked goods1400.00000
beverages(nonalcoholic)60.00000
beverages(alcoholic)60.00000
breakfast cereal600.00000
cheese1400.00000
chewing gum100.00000
condiments / relishes2000.00000
confectionery froastings300.00000
egg products1000.00000
fats / oils200.00000
fish products1000.00000
frozen dairy1400.00000
fruit ices200.00000
gelatins / puddings200.00000
granulated sugar-
gravies1400.00000
hard candy200.00000
imitation dairy1400.00000
instant coffee / tea300.00000
jams / jellies300.00000
meat products1400.00000
milk products1400.00000
nut products300.00000
other grains300.00000
poultry1000.00000
processed fruits60.00000
processed vegetables300.00000
reconstituted vegetables200.00000
seasonings / flavors20000.00000
snack foods2000.00000
soft candy200.00000
soups1000.00000
sugar substitutes200.00000
sweet sauces200.00000

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

ala-gln L- alanine-L-glutamine L- alanyl-L-glutamine N(2)-L- alanyl-L-glutamine alanylglutamine (S)-5- amino-2-[(S)-2-aminopropanamido]-5-oxopentanoic acid (2S)-5- amino-2-{[(2S)-2-aminopropanoyl]amino}-5-oxopentanoic acid (2S)-2-((2S)-2- aminopropanoylamino)-4-carbamoylbutanoic acid dipeptamin dipeptiven dipeptiven (l-alanyl-l-glutamine) dipeptiven(L-alanyl-L-glutamine) glutamax L- glutamine, L-alanyl- L- glutamine, N2-L-alanyl- gutamine-S PubMed: L-Glutamine or L-alanyl-L-glutamine prevents oxidant- or endotoxin-induced death of neonatal enterocytes Leffingwell & Associates: Flavor Properties of FEMA GRAS List 25 flavor chemicals PubMed: Evitar (l-Alanyl-l-Glutamine) Regulates Key Signaling Molecules in the Pathogenesis of Postoperative Tissue Fibrosis PubMed: Quantification of l-alanyl-l-glutamine in mammalian cell culture broth: Evaluation of different detectors PubMed: Effects of l-Alanyl-l-Glutamine Ingestion on One-Hour Run Performance PubMed: Oral supplementations with L-glutamine or L-alanyl-L-glutamine do not change metabolic alterations induced by long-term high-fat diet in the B6.129F2/J mouse model of insulin resistance PubMed: Production of L-alanyl-L-glutamine by immobilized Pichia pastoris GS115 expressing à-amino acid ester acyltransferase PubMed: Metabolic engineering of Escherichia coli for efficient production of L-alanyl-L-glutamine PubMed: Supplementation with L-Glutamine and L-Alanyl-L-Glutamine Changes Biochemical Parameters and Jejunum Morphophysiology in Type 1 Diabetic Wistar Rats PubMed: Production of l-alanyl-l-glutamine by recycling E. coli expressing à-amino acid ester acyltransferase PubMed: The role of L-alanyl-L-glutamine in the immune response in vitro PubMed: L-alanyl-L-glutamine ingestion maintains performance during a competitive basketball game PubMed: L-alanyl-L-glutamine-supplemented parenteral nutrition improves infectious morbidity in secondary peritonitis PubMed: Fermentative production of L-alanyl-L-glutamine by a metabolically engineered Escherichia coli strain expressing L-amino acid alpha-ligase PubMed: Safety studies of l-alanyl-l-glutamine (l-AG) PubMed: Production of L-alanyl-L-glutamine by immobilized Escherichia coli expressing amino acid ester acyltransferase PubMed: L-alanyl-L-glutamine-supplemented parenteral nutrition decreases infectious morbidity rate in patients with severe acute pancreatitis PubMed: Elimination kinetics of L-alanyl-L-glutamine in ICU patients PubMed: Parenteral L-alanyl-L-glutamine improves 6-month outcome in critically ill patients PubMed: Degradation kinetics of L-alanyl-L-glutamine and its derivatives in aqueous solution PubMed: Perioperative application of L-alanyl-L-glutamine in cardiac surgery: effect on the polarized T cell cytokine expression PubMed: Protective Effects Oncorneal Endothelium During Intracameral Irrigation Using N-(2)-l-alanyl-l-Glutamine PubMed: Supplementation of l-Alanyl-l-Glutamine and Fish Oil Improves Body Composition and Quality of Life in Patients With Chronic Heart Failure PubMed: Preconditioning with L-alanyl-L-glutamine in a Mongolian gerbil model of acute cerebral ischemia/reperfusion injury PubMed: Safety and efficacy of adding intravenous N-acetylcysteine to parenteral L-alanyl-L-glutamine in hospitalized patients undergoing surgery of the colon: a randomized controlled trial PubMed: Alterations in neutrophil (PMN) free intracellular alpha-keto acid profiles and immune functions induced by L-alanyl-L-glutamine, arginine or taurine PubMed: Determination of the anti-inflammatory and cytoprotective effects of l-glutamine and l-alanine, or dipeptide, supplementation in rats submitted to resistance exercise PubMed: L-alanyl-L-glutamine dipeptide-supplemented total parenteral nutrition reduces infectious complications and glucose intolerance in critically ill patients: the French controlled, randomize PubMed: Route of administration (enteral or parenteral) affects the contribution of L-glutamine to de novo L-arginine synthesis in mice: a stable-isotope study PubMed: Effect of the route of nutrition and L-alanyl-L-glutamine supplementation in amino acids' concentration in trauma patients PubMed: Enzymatic production of L-alanyl-L-glutamine by recombinant E. coli expressing à-amino acid ester acyltransferase from Sphingobacterium siyangensis PubMed: Effects of arginine, L-alanyl-L-glutamine or taurine on neutrophil (PMN) free amino acid profiles and immune functions in vitro PubMed: Prophylactic inhalation of L-alanyl-L-glutamine enhances heat shock protein 72 and attenuates endotoxin-induced lung injury in rats PubMed: [Effect of L-alanyl-L-glutamine on expression of insulin-like growth factor-1 in intestinal tissues of low-birth-weight newborn rats with hypoxia/reoxygenation-induced intestinal injury] PubMed: Effect of parenteral l-alanyl-l-glutamine administration on phagocytic responses of polymorphonuclear neutrophilic leukocytes in dogs undergoing high-dose methylprednisolone sodium succina PubMed: Protective effects of N(2)?L?alanyl?L?glutamine mediated by the JAK2/STAT3 signaling pathway on myocardial ischemia reperfusion PubMed: Double-blinded, placebo-controlled trial on intravenous L-alanyl-L-glutamine in the incidence of oral mucositis following chemoradiotherapy in patients with head-and-neck cancer PubMed: Effect of acute L-Alanyl-L-Glutamine and electrolyte ingestion on cognitive function and reaction time following endurance exercise PubMed: Cost containment through L-alanyl-L-glutamine supplemented total parenteral nutrition after major abdominal surgery: a prospective randomized double-blind controlled study PubMed: The effect of L-alanyl-L-glutamine dipeptide supplemented total parenteral nutrition on infectious morbidity and insulin sensitivity in critically ill patients PubMed: Availability of amino acids supplied intravenously in healthy man as synthetic dipeptides: kinetic evaluation of L-alanyl-L-glutamine and glycyl-L-tyrosine PubMed: Kinetically controlled enzymatic synthesis of dipeptide precursor of L-alanyl-L-glutamine PubMed: l-glutamine and l-alanine supplementation increase glutamine-glutathione axis and muscle HSP-27 in rats trained using a progressive high-intensity resistance exercise PubMed: In vivo utilization of intravenously supplied L-alanyl-L-glutamine in various tissues of the rat PubMed: Formulation and characterization of ethylcellulose microparticles containing .L-alanyl- L-glutamine peptide PubMed: L-glutamine supplementations enhance liver glutamine-glutathione axis and heat shock factor-1 expression in endurance-exercise trained rats PubMed: Examination of the efficacy of acute L-alanyl-L-glutamine ingestion during hydration stress in endurance exercise PubMed: Alanyl-glutamine and glutamine plus alanine supplements improve skeletal redox status in trained rats: involvement of heat shock protein pathways PubMed: Design of composite microparticle systems based on pectin and waste material of propolis for modified l-alanyl-l-glutamine release and with immunostimulant activity PubMed: EFFECTS OF INTRAPERITONEAL GLUTAMINE IN THE TREATMENT OF EXPERIMENTAL SEPSIS PubMed: Effect of the route of nutrition and L-alanyl-L-glutamine supplementation in amino acids' concentration in trauma patients PubMed: [Efficacy of the dipeptide N(2)-L-Alanyl-L-glutamine in traumatic patients admitted to the ICU: a prospective, randomized, double-blind, multicentre study] PubMed: Glutamine and alanyl-glutamine promote crypt expansion and mTOR signaling in murine enteroids PubMed: Alanyl-glutamine improves pancreatic ?-cell function following ex vivo inflammatory challenge PubMed: Effects of oral supplementation with glutamine and alanyl-glutamine on glutamine, glutamate, and glutathione status in trained rats and subjected to long-duration exercise PubMed: Improvements of immune status, intestinal integrity and gain performance in the early-weaned calves parenterally supplemented with L-alanyl-L-glutamine dipeptide PubMed: Effect of alanyl-glutamine supplementation on plasma and tissue glutamine concentrations in rats submitted to exhaustive exercise PubMed: [The dipeptide L-alanyl-L-glutamine--its preparation and therapeutic use] PubMed: Effects of diazepam on neutrophil (PMN) free amino acid profiles and immune functions in vitro. Metabolical and immunological consequences of L-alanyl-L-glutamine supplementation PubMed: [Expression, purification, characterization and application of à-amino acid ester acyltransferase from recombinant Escherichia coli] PubMed: Effects of supplementation with free glutamine and the dipeptide alanyl-glutamine on parameters of muscle damage and inflammation in rats submitted to prolonged exercise PubMed: Metabolic engineering for L-glutamine overproduction by using DNA gyrase mutations in Escherichia coli PubMed: Glutamine-containing dipeptides in parenteral nutrition PubMed: Early Administration of Glutamine Protects Cardiomyocytes from Post-Cardiac Arrest Acidosis PubMed: Synthesis and application of dipeptides; current status and perspectives PubMed: Enteral Glutamine Administration in Critically Ill Nonseptic Patients Does Not Trigger Arginine Synthesis PubMed: [Administration of glutamine and its dipeptides in parenteral nutrition. Which patients are candidates?] PubMed: Endogenous glutamine production in critically ill patients: the effect of exogenous glutamine supplementation PubMed: Oral supplementations with free and dipeptide forms of L-glutamine in endotoxemic mice: effects on muscle glutamine-glutathione axis and heat shock proteins PubMed: Oral glutamine supplementation attenuates inflammation and oxidative stress-mediated skeletal muscle protein content degradation in immobilized rats: Role of 70?kDa heat shock protein PubMed: Effects of glutamine and alanine supplementation on muscle fatigue parameters of rats submitted to resistance training PubMed: Effects of Glutamine and Alanine Supplementation on Adiposity, Plasma Lipid Profile, and Adipokines of Rats Submitted to Resistance Training PubMed: Effect of alanyl-glutamine on leucine and protein metabolism in endotoxemic rats PubMed: Availability of glutamine supplied intravenously as alanylglutamine PubMed: Glutamine and alanine-induced differential expression of intracellular IL-6, IL-8, and TNF-à in LPS-stimulated monocytes in human whole-blood PubMed: Quantitative high-performance liquid chromatography-tandem mass spectrometry impurity profiling methods for the analysis of parenteral infusion solutions for amino acid supplementation con PubMed: Highly active nanobiocatalysis in deep eutectic solvents via metal-driven enzyme-surfactant nanocomposite PubMed: A novel and efficient enzymatic method for the production of peptides from unprotected starting materials PubMed: Effect of free glutamine and alanyl-glutamine dipeptide on mucosal proliferation of the human ileum and colon PubMed: Oral free and dipeptide forms of glutamine supplementation attenuate oxidative stress and inflammation induced by endotoxemia PubMed: Availability of glutamine from peptides and acetylglutamine for human tumor-cell cultures PubMed: Current topics in the biotechnological production of essential amino acids, functional amino acids, and dipeptides PubMed: Effects of parenteral nutrition supplemented with alanyl-glutamine on nutrition status in rats PubMed: Effect of stable glutamine compounds on porcine islet culture PubMed: Improving culture conditions for temporomandibular joint disc tissue engineering PubMed: A randomized trial of intravenous glutamine supplementation in trauma ICU patients PubMed: Targeted Metabolomic Profiling of Peritoneal Dialysis Effluents Shows Anti-oxidative Capacity of Alanyl-Glutamine PubMed: Total parenteral nutrition supplemented with L-alanyl-L-glutamine and gut structure and protein metabolism in septic rats PubMed: Is alpha-ketoisocaproyl-glutamine a suitable glutamine precursor to sustain fibroblast growth? PubMed: Peritoneal Dialysis Fluid Supplementation with Alanyl-Glutamine Attenuates Conventional Dialysis Fluid-Mediated Endothelial Cell Injury by Restoring Perturbed Cytoprotective Responses PubMed: Glycemia recovery with oral amino acid administration during experimental short-term insulin-induced hypoglycemia PubMed: The Reaction between Furfuryl Alcohol and Model Compound of Protein PubMed: A controlled trial of glutamine effects on bone healing PubMed: [Efficacy of parenteral glutamine in patients undergoing bone marrow transplantation] PubMed: Intravenous glutamine supplementation to head trauma patients leaves cerebral glutamate concentration unaffected PubMed: [Effects of glutamine on antioxidants systems and hepatic detoxification in rats: influence of formulation] PubMed: Scandinavian glutamine trial: a pragmatic multi-centre randomised clinical trial of intensive care unit patients PubMed: Does glutamine promote benefits for patients with diabetes mellitus scheduled for cardiac surgery? PubMed: Intravenous glutamine administration reduces lung and distal organ injury in malnourished rats with sepsis PubMed: Intravenous free and dipeptide-bound glutamine maintains intestinal microcirculation in experimental endotoxemia PubMed: Evidence for a nutritional need for glutamine in catabolic patients PubMed: Effect of amino acids and dipeptides on the acrosome reaction and accumulation of ammonia in porcine spermatozoa PubMed: Retinoic acid receptor gamma is targeted by microRNA-124 and inhibits neurite outgrowth PubMed: Reduction of liver ischemia-reperfusion injury via glutamine pretreatment PubMed: Separation and determination of peptide metabolite of Bacillus licheniformis in a microbial fuel cell by high-speed capillary micellar electrokinetic chromatography PubMed: ywfE in Bacillus subtilis codes for a novel enzyme, L-amino acid ligase PubMed: Application of protein N-terminal amidase in enzymatic synthesis of dipeptides containing acidic amino acids specifically at the N-terminus PubMed: Stress-induced intracellular glutamine depletion. The potential use of glutamine-containing peptides in parenteral nutrition PubMed: Glutamine is cardioprotective in patients with ischemic heart disease following cardiopulmonary bypass PubMed: Perioperative GLY-GLN infusion diminishes the surgery-induced period of immunosuppression: accelerated restoration of the lipopolysaccharide-stimulated tumor necrosis factor-alpha response PubMed: Effect of parenteral glutamine peptide supplements on muscle glutamine loss and nitrogen balance after major surgery PubMed: Study on the Soy Protein-Based Wood Adhesive Modified by Hydroxymethyl Phenol PubMed: Effect of glutamine dipeptide on hepatic regeneration in partially hepatectomized malnourished rats PubMed: Effect of multidrug-efflux transporter genes on dipeptide resistance and overproduction in Escherichia coli PubMed: Glutamine dipeptide-supplemented parenteral nutrition maintains intestinal function in the critically ill PubMed: Availability of amino acids supplied by constant intravenous infusion of synthetic dipeptides in healthy man PubMed: Effects of Ala-Gln feeding strategies on growth, metabolism, and crowding stress resistance of juvenile Cyprinus carpio var. Jian PubMed: Glutamine peptide does not improve gut barrier function and mucosal immunity in total parenteral nutrition PubMed: EFFECT OF STORAGE TEMPERATURE ON THE STABILITY OF TOTAL PARENTERAL NUTRITION ADMIXTURES PREPARED FOR INFANTS PubMed: [Need-related availability of short-chain peptides--a prerequisite for their use in artificial feeding] PubMed: Parenteral glutamine dipeptide supplementation does not ameliorate chemotherapy-induced toxicity PubMed: Gene cloning and characterization of à-amino acid ester acyl transferase in Empedobacter brevis ATCC14234 and Sphingobacterium siyangensis AJ2458 PubMed: Effect of Dipeptides on In vitro Maturation, Fertilization and Subsequent Embryonic Development of Porcine Oocytes PubMed: Brief Glutamine Pretreatment Increases Alveolar Macrophage CD163/Heme Oxygenase-1/p38-MAPK Dephosphorylation Pathway and Decreases Capillary Damage but Not Neutrophil Recruitment in IL-1/L PubMed: Influence of molecular structure and plasma hydrolysis on the metabolism of glutamine-containing dipeptides in humans PubMed: [Effect of glutamine on apoptosis of the small intestine in young rats with endotoxemia and its mechanism] PubMed: Effects of in ovo injecting disaccharides and alanyl-glutamine dipeptide on the energy status in duck embryos and neonates PubMed: Total parenteral nutrition with glutamine dipeptide after major abdominal surgery: a randomized, double-blind, controlled study PubMed: The effect of glutamine-supplemented total parenteral nutrition on nitrogen economy depends on severity of diseases in surgical patients PubMed: Advantages of AlaGln as an additive to cell culture medium: use with anti-CD20 chimeric antibody-producing POTELLIGENT? CHO cell lines PubMed: Effect of amino acids and dipeptides on accumulation of ammonia in the medium during in vitro maturation and fertilization of porcine oocytes PubMed: Glutamine-supplemented total parenteral nutrition attenuates plasma interleukin-6 in surgical patients with lower disease severity PubMed: Importance of liver and kidney for the utilization of glutamine-containing dipeptides in man PubMed: Discrimination of Enantiomers of Dipeptide Derivatives with Two Chiral Centers by Tetraaza Macrocyclic Chiral Solvating Agents Using (1)H NMR Spectroscopy PubMed: [Immunomodulation after parenteral glutamine administration in colorectal surgery] PubMed: Capillary electrophoresis with a diamine EOF modifier as an approach for glutamine dipeptide containing formulations