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Anserine

CAS No.:
584-85-0
Catalog Number:
AG00396Y
Molecular Formula:
C10H16N4O3
Molecular Weight:
240.2590
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
100mg
95%
In Stock USA
United States
$73
- +
1g
95%
In Stock USA
United States
$94
- +
5g
95%
In Stock USA
United States
$288
- +
10g
95%
In Stock USA
United States
$523
- +
25g
95%
In Stock USA
United States
$653
- +
Product Description
Catalog Number:
AG00396Y
Chemical Name:
Anserine
CAS Number:
584-85-0
Molecular Formula:
C10H16N4O3
Molecular Weight:
240.2590
MDL Number:
MFCD11040910
IUPAC Name:
(2S)-2-(3-aminopropanoylamino)-3-(3-methylimidazol-4-yl)propanoic acid
InChI:
InChI=1S/C10H16N4O3/c1-14-6-12-5-7(14)4-8(10(16)17)13-9(15)2-3-11/h5-6,8H,2-4,11H2,1H3,(H,13,15)(H,16,17)/t8-/m0/s1
InChI Key:
MYYIAHXIVFADCU-QMMMGPOBSA-N
SMILES:
NCCC(=O)N[C@H](C(=O)O)Cc1cncn1C
EC Number:
209-545-0
UNII:
HDQ4N37UGV
Properties
Complexity:
285  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
240.122g/mol
Formal Charge:
0
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
240.263g/mol
Monoisotopic Mass:
240.122g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
110A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-4  
Literature
Title Journal
Carnosine treatment largely prevents alterations of renal carnosine metabolism in diabetic mice. Amino acids 20120601
Improved liquid-chromatography tandem mass spectrometry method for the determination of the bioactive dipeptides, carnosine and anserine: application to analysis in chicken broth. Talanta 20120515
Salsolinol, a tetrahydroisoquinoline-derived neurotoxin, induces oxidative modification of neurofilament-L protection by histidyl dipeptides. BMB reports 20120201
Analysis of therapeutic peptides in human urine by combination of capillary zone electrophoresis-electrospray mass spectrometry with preparative capillary isotachophoresis sample pretreatment. Journal of chromatography. A 20111202
Measurement of carnosine, homocarnosine and anserine by FASI capillary electrophoresis UV detection: applications on biological samples. Talanta 20110515
Hormonal responses to resistance exercise after ingestion of carnosine and anserine. Journal of strength and conditioning research 20110201
Anserine inhibits carnosine degradation but in human serum carnosinase (CN1) is not correlated with histidine dipeptide concentration. Clinica chimica acta; international journal of clinical chemistry 20110130
Quality characteristics and composition of the longissimus muscle in the short-loin from male and female farmed red deer in New Zealand. Meat science 20101001
Effect of anserine ingestion on hyperglycemia and the autonomic nerves in rats and humans. Nutritional neuroscience 20100801
Effect of anserine ingestion on the hyperglycemia and autonomic nerves in rats and humans. Nutritional neuroscience 20100601
Accurate analysis of taurine, anserine, carnosine and free amino acids in a cattle muscle biopsy sample. Animal science journal = Nihon chikusan Gakkaiho 20100601
Sensory-guided identification of N-(1-methyl-4-oxoimidazolidin-2-ylidene)-alpha-amino acids as contributors to the thick-sour and mouth-drying orosensation of stewed beef juice. Journal of agricultural and food chemistry 20100526
Profiling histidine dipeptides in plasma and urine after ingesting beef, chicken or chicken broth in humans. Amino acids 20100301
Reaction of ferritin with hydrogen peroxide induces lipid peroxidation. BMB reports 20100301
The bioactive dipeptide anserine is transported by human proton-coupled peptide transporters. The FEBS journal 20100201
Effects of anserine on the renal sympathetic nerve activity and blood pressure in urethane-anesthetized rats. Physiological research 20100101
Ferritin enhances salsolinol-mediated DNA strand breakage: protection by carnosine and related compounds. Toxicology letters 20090710
Distribution of carnosine-like peptides in the nervous system of developing and adult zebrafish (Danio rerio) and embryonic effects of chronic carnosine exposure. Cell and tissue research 20090701
Intestinal absorption and blood clearance of L-histidine-related compounds after ingestion of anserine in humans and comparison to anserine-containing diets. Journal of agricultural and food chemistry 20090311
Leptin influences histidine dipeptides and nitric oxide release from anterior pituitary cells of sheep in vitro. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20081201
Differential neuroprotective effects of carnosine, anserine, and N-acetyl carnosine against permanent focal ischemia. Journal of neuroscience research 20081001
Chicken breast attenuates high-intensity-exercise-induced decrease in rat sarcoplasmic reticulum Ca2+ handling. International journal of sport nutrition and exercise metabolism 20080801
Creatine supplementation augments skeletal muscle carnosine content in senescence-accelerated mice (SAMP8). Rejuvenation research 20080601
Anserine and carnosine determination in meat samples by pure micellar liquid chromatography. Journal of chromatography. A 20080502
New glycosidic derivatives of histidine-containing dipeptides with antioxidant properties and resistant to carnosinase activity. European journal of medicinal chemistry 20080201
Safety evaluation of chicken breast extract containing carnosine and anserine. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080201
Hydrophilic chromatographic determination of carnosine, anserine, balenine, creatine, and creatinine. Journal of agricultural and food chemistry 20070613
Purification and characterization of a novel imidazole dipeptide synthase from the muscle of the Japanese eel Anguilla japonica. Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20070401
Protective effects of histidine dipeptides on the modification of neurofilament-L by the cytochrome c/hydrogen peroxide system. Journal of biochemistry and molecular biology 20070131
Decreased formation of advanced glycation end-products in peritoneal fluid by carnosine and related peptides. Peritoneal dialysis international : journal of the International Society for Peritoneal Dialysis 20070101
Oral administration of chicken breast extract increases brain carnosine and anserine concentrations in rats. Nutritional neuroscience 20070101
Homology modeling of human serum carnosinase, a potential medicinal target, and MD simulations of its allosteric activation by citrate. Journal of medicinal chemistry 20060601
Field-amplified on-line sample stacking for determination of carnosine-related peptides by capillary electrophoresis. Journal of separation science 20060501
Carnosine and anserine ingestion enhances contribution of nonbicarbonate buffering. Medicine and science in sports and exercise 20060201
Concentrations of carnosine, anserine, L-histidine and 3-methyl histidine in boar spermatozoa and sheep milk by a modified HPLC method. Polish journal of veterinary sciences 20060101
Carnosine and anserine act as effective transglycating agents in decomposition of aldose-derived Schiff bases. Biochemical and biophysical research communications 20051014
Bioactive compounds in cod (Gadus morhua) products and suitability of 1H NMR metabolite profiling for classification of the products using multivariate data analyses. Journal of agricultural and food chemistry 20050824
Histidine nutrition and genotype affect cataract development in Atlantic salmon, Salmo salar L. Journal of fish diseases 20050601
Interaction of soluble peptides and proteins from skeletal muscle with volatile compounds in model systems as affected by curing agents. Journal of agricultural and food chemistry 20050309
Separation and determination of carnosine-related peptides using capillary electrophoresis with laser-induced fluorescence detection. Electrophoresis 20050201
Intrinsic toxicity of glucose, due to non-enzymatic glycation, is controlled in-vivo by deglycation systems including: FN3K-mediated deglycation of fructosamines and transglycation of aldosamines. Medical hypotheses 20050101
Carnosine and related dipeptides as quenchers of reactive carbonyl species: from structural studies to therapeutic perspectives. BioFactors (Oxford, England) 20050101
Effects of chicken extract on antioxidative status and liver protection under oxidative stress. Journal of nutritional science and vitaminology 20041001
Oxidative modification of neurofilament-L by the Cu,Zn-superoxide dismutase and hydrogen peroxide system. Biochimie 20040801
Effect of central administration of carnosine and its constituents on behaviors in chicks. Brain research bulletin 20040301
Gender-related differences in carnosine, anserine and lysine content of murine skeletal muscle. Amino acids 20040201
Protection of neuronal cells against reactive oxygen species by carnosine and related compounds. Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20040101
Interactions of soluble peptides and proteins from skeletal muscle on the release of volatile compounds. Journal of agricultural and food chemistry 20031105
Enhanced oligomerization of the alpha-synuclein mutant by the Cu,Zn-superoxide dismutase and hydrogen peroxide system. Molecules and cells 20030227
Carnosine and related dipeptides protect human ceruloplasmin against peroxyl radical-mediated modification. Molecules and cells 20020630
Increase of gamma-glutamyl-beta-alanyl-histidine isopeptide in the macromolecular fraction of model chicken extract during heating and distribution in commercial chicken extracts. Poultry science 20020401
Analysis of products of animal origin in feeds by determination of carnosine and related dipeptides by high-performance liquid chromatography. Journal of agricultural and food chemistry 20020327
Protective effects of carnosine, homocarnosine and anserine against peroxyl radical-mediated Cu,Zn-superoxide dismutase modification. Biochimica et biophysica acta 20020315
Prevention of peroxynitrite-dependent damage by carnosine and related sulphonamido pseudodipeptides. Cellular and molecular life sciences : CMLS 20020301
Protection by carnosine-related dipeptides against hydrogen peroxide-mediated ceruloplasmin modification. Molecules and cells 20020227
Effect of carnosine and related compounds on the inactivation of human Cu,Zn-superoxide dismutase by modification of fructose and glycolaldehyde. Bioscience, biotechnology, and biochemistry 20020101
In vitro 1H-NMR spectroscopic analysis of metabolites in fast- and slow-twitch muscles of young rats. Magnetic resonance in medical sciences : MRMS : an official journal of Japan Society of Magnetic Resonance in Medicine 20020101
Peculiarities of carnosine metabolism in a patient with pronounced homocarnosinemia. Bulletin of experimental biology and medicine 20011001
Insulin-like growth factor-I affects amino compounds in the fluids of the chicken embryo. General and comparative endocrinology 20010901
Properties