L-Anserine
- Product Name
- L-Anserine
- CAS No.
- 584-85-0
- Chemical Name
- L-Anserine
- Synonyms
- Anserin;L-Anserine;Anserine (8CI);TUNA OLIGOPEPTIDE;H-β-Ala-His(3-Me)-OH;Anserine, 10 mM in DMSO;L-Histidine, β-alanyl-3-methyl-;N-?-alanyl-3-methyl-L-histidine;beta-Alanyl-3-methyl-L-histidine;L-N-beta-Alanyl-3-methylhistidine
- CBNumber
- CB1875454
- Molecular Formula
- C10H16N4O3
- Formula Weight
- 240.26
- MOL File
- 584-85-0.mol
L-Anserine Property
- Melting point:
- 268℃ (decomposition)
- Boiling point:
- 611.3±55.0 °C(Predicted)
- Density
- 1.38±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C(protect from light)
- solubility
- Methanol (Slightly, Heated), Water (Slightly)
- form
- Solid
- pka
- 3.02±0.10(Predicted)
- color
- White to Off-White
- InChI
- InChI=1/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-/s3
- InChIKey
- MYYIAHXIVFADCU-SBYBRXNCNA-N
- SMILES
- C(C1=CN=CN1C)[C@@H](C(=O)O)NC(=O)CCN |&1:7,r|
- LogP
- -2.220 (est)
Safety
- HS Code
- 2933299090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- A1788
- Product name
- Anserine
- Packaging
- 1G
- Price
- $60
- Updated
- 2025/07/31
- Product number
- A678253
- Product name
- L-Anserine
- Packaging
- 1g
- Price
- $50
- Updated
- 2021/12/16
- Product number
- X6637
- Product name
- L-Anserine
- Packaging
- 100mg
- Price
- $52
- Updated
- 2021/12/16
- Product number
- FA34800
- Product name
- L-Anserine
- Packaging
- 10mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- CS-0062279
- Product name
- Anserine
- Purity
- ≥97.0%
- Packaging
- 1g
- Price
- $60
- Updated
- 2021/12/16
L-Anserine Chemical Properties,Usage,Production
Uses
Anserine, a methylated form of Carnosine, is an orally active, natural Histidine-containing dipeptide found in skeletal muscle of vertebrates. Anserine is not cleaved by serum carnosinase and act as biochemical buffers, chelators, antioxidants, and anti-glycation agents. Anserine improves memory functions in Alzheimer's disease (AD)-model mice[1][2].
Definition
ChEBI: Anserine is a dipeptide comprising of beta-alanine and 3-methyl-L-histidine units. It has a role as an animal metabolite and a mouse metabolite. It is a beta-alanine derivative and a dipeptide. It is a tautomer of an anserine zwitterion.
Synthesis
952739-81-0
584-85-0
The general procedure for the synthesis of (S)-2-(3-aminopropionamido)-3-(1-methyl-1H-imidazol-5-yl)propionic acid, using the compound (CAS: 952739-81-0) as a starting material, was as follows: to a solution of methanol (1 mL) containing the ester 14 (18.8 mg, 53.0 μmol), 1 M aqueous sodium hydroxide was added to adjust the pH to >11. The reaction was carried out by stirring the reaction mixture for 16 h at room temperature. reaction mixture was stirred for 16 h at room temperature. Upon completion of the reaction, the solvent was removed by evaporation to give a colloidal residue. This residue was dissolved in distilled water (1 mL) and the reaction mixture was subsequently acidified with 1 M aqueous hydrochloric acid.
in vivo
Anserine (drinking water at a concentration of 2.0 g/L (equivalent to 10 mg/mouse); for 8 weeks) completely recoveres the memory deficits, improves pericyte coverage on endothelial cells in the brain, and diminishes chronic glial neuroinflammatory reactions in AβPPswe/PSEN1dE9 Alzheimer's disease (AD) model mice over 18-months old[2].
IC 50
Human Endogenous Metabolite
Purification Methods
Crystallise anserine from aqueous EtOH. It is hygroscopic and is best stored as the nitrate salt (see below). Purify it by shaking the nitrate salt with Dowex 3 (x4 free base) and washing with H2O, evaporating the filtrate and removing H2O by 3 distillations with 10mL of propan-2-ol. Dissolve the crystals in MeOH and add H2O dropwise until one phase is obtained and cool. Dry the crystals at 60o over P2O5 in a vacuum. The picrate has m 145o (from H2O). [Rinderknecht et al. J Org Chem 29 1968 1964, Beilstein 25 II 408, 25 IV 4383.]
References
[1] Boldyrev AA, et al. The histidine-containing dipeptides, carnosine and anserine: distribution, properties and biological significance. Adv Enzyme Regul. 1990;30:175-94. DOI:10.1016/0065-2571(90)90017-v
[2] Jun Kaneko, et al. Anserine (beta-alanyl-3-methyl-L-histidine) improves neurovascular-unit dysfunction and spatial memory in aged AβPPswe/PSEN1dE9 Alzheimer's-model mice. Sci Rep. 2017 Oct 3;7(1):12571. DOI:10.1038/s41598-017-12785-7
L-Anserine Preparation Products And Raw materials
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View Lastest Price from L-Anserine manufacturers
- Product
- L-Anserine 584-85-0
- Price
- US $1.10-9.90/KG
- Min. Order
- 1KG
- Purity
- 99%min
- Supply Ability
- 100KG
- Release date
- 2025-08-20
- Product
- L-Anserine 584-85-0
- Price
- US $10.00/ASSAYS
- Min. Order
- 1ASSAYS
- Purity
- 99%
- Supply Ability
- 1 ton
- Release date
- 2025-08-16
- Product
- L-Anserine 584-85-0
- Price
- US $0.00-0.00/kg
- Min. Order
- 0.001kg
- Purity
- 99.99%
- Supply Ability
- 200000T
- Release date
- 2025-06-06