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L-Carnosine
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Name

L-Carnosine

 EINECS 206-169-9
CAS No. 305-84-0 Density 1.41 g/cm3
PSA 121.10000 LogP -0.03840
Solubility almost transparency Melting Point 253 °C (dec.)(lit.)
Formula C9H14N4O3 Boiling Point 511.7 °C at 760 mmHg
Molecular Weight 226.235 Flash Point 263.3 °C
Transport Information N/A Appearance crystalline
Safety 24/25-36-26 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 305-84-0 (L-Carnosine) Hazard Symbols HarmfulXn
Synonyms

beta-Alanyl-L-histidine;L-Carnosine 99% min.;N-2-M;L-Carnosinc;β-Alanyl-L-histidine;L-Carnosine Acetate;Karnozin;2-(3-aminopropanoylamino)-3-(3H-imidazol-4-yl)propanoic acid;L-Histidine, N-.beta.-alanyl-;Nalpha-(beta-alanyl)-L-histidine;(2S)-2-(3-aminopropanoylamino)-3-(3H-imidazol-4-yl)propanoic acid;.beta.-Alanyl-L-histidine;Ignotine;

Article Data 29

L-Carnosine Synthetic route

3303-84-2

3-(tert-butyloxycarbonylamino)propionic acid

N-9-fluorenylmethyloxycarbonyl-N-trityl-L-histidine

305-84-0

carnosine

Conditions
ConditionsYield
Stage #1: N-9-fluorenylmethyloxycarbonyl-N-trityl-L-histidine With trityl chloride polystyrene resin; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide for 0.5h; trityl chloride resin;
Stage #2: With piperazine In dichloromethane; N,N-dimethyl-formamide for 1h; trityl chloride resin; Inert atmosphere;
Stage #3: 3-(tert-butyloxycarbonylamino)propionic acid Further stages;		90%
64017-81-8

3-aminopropanamide hydrochloride

71-00-1

L-histidine

305-84-0

carnosine

Conditions
ConditionsYield
With recombinant β-aminopeptidase BapA from Sphingosinicella xenopeptidilytica 3-2W4 at 37℃; pH=10; Kinetics; Reagent/catalyst; pH-value; aq. buffer; Enzymatic reaction;53%
64017-81-8

3-aminopropanamide hydrochloride

7389-87-9

L-histidine methyl ester dihydrochloride

A

2140-53-6

3-(3-Amino-propionylamino)-propionic acid

B

1246364-63-5

H-(β-Ala)3-NH2

C

1246364-64-6

H-β-Ala-β-Ala-L-His-OH

D

H-β-Ala-β-Ala-NH2

E

305-84-0

carnosine

Conditions
ConditionsYield
With recombinant β-aminopeptidase DmpA from Ochrobactrum anthropi LMG7991 at 37℃; for 2h; pH=10; aq. buffer; Enzymatic reaction;
...Expand
111196-17-9

β-alanine p-nitroanilide hydrobromide

71-00-1

L-histidine

305-84-0

carnosine

Conditions
ConditionsYield
With recombinant β-aminopeptidase BapA from Sphingosinicella xenopeptidilytica 3-2W4 at 37℃; pH=10; Kinetics; Reagent/catalyst; pH-value; aq. buffer; Enzymatic reaction;

L-carnosine methyl ester

305-84-0

carnosine

Conditions
ConditionsYield
With water; sodium hydroxide at 95℃; for 0.116667h; pH=12; aq. buffer;

Smoc-β-alanine

71-00-1

L-histidine

305-84-0

carnosine

Conditions
ConditionsYield
With 1-hydroxy-pyrrolidine-2,5-dione; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In water; acetonitrile at 4℃; for 0.2h; pH=7.5; Reagent/catalyst; Solvent; pH-value;

4-(((L-histidyl)oxy)methyl)-N,N,N-trimethylbenzenaminium

Smoc-β-alanine

305-84-0

carnosine

Conditions
ConditionsYield
Stage #1: 4-(((L-histidyl)oxy)methyl)-N,N,N-trimethylbenzenaminium; Smoc-β-alanine With 1-hydroxy-pyrrolidine-2,5-dione; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In water; isopropyl alcohol for 0.25h; pH=7.5;
Stage #2: With piperazine In water; isopropyl alcohol
67-56-1

methanol

305-84-0

carnosine

methyl (2S)-2-[(3-aminopropanoyl)amino]-3-(4H-imidazol-4-yl)propanoate hydrochloride

Conditions
ConditionsYield
With thionyl chloride for 1h; Reflux;100%
5970-45-6

zinc(II) acetate dihydrate

305-84-0

carnosine

polaprezinc

Conditions
ConditionsYield
With water; sodium hydroxide In methanol at 25 - 60℃; for 3h; Solvent;99.7%
With sodium hydroxide In water at 23 - 83℃; for 3h; Solvent; Temperature;96.8%
24424-99-5

di-tert-butyl dicarbonate

305-84-0

carnosine

405520-71-0

(S)-3-(1-(tert-butoxycarbonyl)-1H-imidazol-5-yl)-2-(3-((tert-butoxycarbonyl)amino)propanamido)propanoic acid

Conditions
ConditionsYield
Stage #1: di-tert-butyl dicarbonate; carnosine With sodium hydroxide In 1,3-dioxane; water at 0 - 20℃; Inert atmosphere;
Stage #2: With potassium dihydrogenphosphate In 1,3-dioxane; water		76%

L-Carnosine Chemical Properties

Product Name: L-Carnosine
Synonyms: l-Ignotine ; l-Beta-alanine histidine ; Beta-alanyl-l-histidine ; Beta-ala-l-his ; L-Carnosine ; b-Alanyl-l-histidine ; Beta-a-h ; h-Beta-ala-his-oh 
IUPAC Name:  2-(3-aminopropanoylamino)-3-(1H-imidazol-5-yl)propanoic acid
The Molecular formula of  Carnosine (136572-09-3): C9H14N4O3
The Molecular Weight of  Carnosine (136572-09-3): 226.23 g/mol
Molecular Structure : 
EINECS: 206-169-9
Melting point: 253 °C (dec.)(lit.)
alpha: 20.9 o (c=1.5, H2O)
storage temp.:  2-8°C
Appearance: Crystalline
Density: 1.41 g/cm3
Flash Point: 263.3 °C
Index of Refraction: 1.607
Surface Tension: 76.9 dyne/cm
Enthalpy of Vaporization: 82.42 kJ/mol
Boiling Point: 511.7 °C at 760 mmHg
Vapour Pressure: 2.69E-11 mmHg at 25 °C
 

L-Carnosine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 9087mg/kg (9087mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 United States Patent Document. Vol. #4446149,
mouse LD50 oral > 14930mg/kg (14930mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 United States Patent Document. Vol. #4446149,
LD50/LC50: RTECS:
CAS# 305-84-0: Oral, mouse: LD50 = >14930 mg/kg;
Carcinogenicity: L-Carnosine - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
Other: The toxicological properties have not been fully investigated. See actual entry in RTECS for complete information.
 

L-Carnosine Consensus Reports

Reported in EPA TSCA Inventory.

L-Carnosine Safety Profile

Mildly toxic by intraperitoneal route. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
The Hazard Codes of CARNOSINE(305-84-0):   Xn
The Risk Statements information of Carnosine (305-84-0): 20/21/22-36/37/38
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of Carnosine (305-84-0): 24/25-36-26
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
24/25:  Avoid contact with skin and eyes 
WGK Germany: 2
RTECS: MS3080000
F: 3-10

L-Carnosine Specification

Chemical Stability: Stable under normal temperatures and pressures.
Conditions to Avoid: Incompatible materials.
Incompatibilities with Other Materials Strong oxidizing agents.
Hazardous Decomposition Products Carbon monoxide, carbon dioxide, nitrogen oxides (NOx) and ammonia (NH3).
Hazardous Polymerization Will not occur.
 

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