L-Carnosine supplier | CasNO.305-84-0

Name
L-Carnosine
EINECS 206-169-9
CAS No. 305-84-0
Article Data29
CAS DataBase
Density 1.41 g/cm³
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
Appearance crystalline
Safety 24/25-36-26
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn
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;
PSA 121.10000
LogP -0.03840

Synthetic route

: 3303-84-2
3-(tert-butyloxycarbonylamino)propionic acid

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

: 305-84-0
carnosine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With thionyl chloride for 1h; Reflux;	100%

: 5970-45-6
zinc(II) acetate dihydrate

: 305-84-0
carnosine

: polaprezinc

Conditions

Conditions	Yield
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

Conditions	Yield
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%

: 305-84-0
carnosine

A: 68808-73-1
monoiodocarnosine

B: 39740-49-3
diiodocarnosine

Conditions

Conditions	Yield
With sodium hydroxide; iodine In ethanol for 1.5h;	A 72% B n/a

: C59H90N4O7

: 305-84-0
carnosine

: C64H99N7O7

Conditions

Conditions	Yield
Stage #1: carnosine With sodium hydrogencarbonate In water; N,N-dimethyl-formamide for 0.5h; Stage #2: C59H90N4O7 In water; N,N-dimethyl-formamide	68%

: 305-84-0
carnosine

2A,3A-mannoepoxide-β-cyclodextrin: 2A,3A-mannoepoxide-β-cyclodextrin

(2AS,3AR)-3A-[(3-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}-3-oxopropyl)amino]-3A-deoxy-β-cyclodextrin: (2AS,3AR)-3A-[(3-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}-3-oxopropyl)amino]-3A-deoxy-β-cyclodextrin

Conditions

Conditions	Yield
With sodium hydrogencarbonate at 60℃; for 12h;	30%

: 305-84-0
carnosine

: L-5-sulfanylcarnosine

Conditions

Conditions	Yield
With hydrogenchloride; N-Bromosuccinimide; tiolacetic acid In water at 0℃; for 1h;	14%

: 305-84-0
carnosine

: 125347-29-7
(S)-2-(3-Hydroxy-propionylamino)-3-(3H-imidazol-4-yl)-propionic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite In water for 24h; Ambient temperature;	100 % Spectr.

: 51908-29-3
4-isothiocyanatobenzene sulfonamide

: 305-84-0
carnosine

: 4-sulfamoylphenylthiourea-β-alanylhistidine

Conditions

Conditions	Yield
In acetone Heating;

: 75899-68-2
(E)-4-Hydroxy-2-nonenal

: 305-84-0
carnosine

A: (E)-(S)-2-(1-Hydroxy-hexyl)-8-oxo-1,5,9,13-tetraaza-bicyclo[10.2.1]pentadeca-4,12(15),13-triene-10-carboxylic acid

B: N-(2-hydroxy-5-pentyltetrahydrofuran-yl)carnosine

Conditions

Conditions	Yield
In phosphate buffer at 37℃; pH=7.4; Product distribution; Michael addition;

...Expand

: 107-02-8
acrolein

: 305-84-0
carnosine

A: (E)-(S)-8-Oxo-1,5,9,13-tetraaza-bicyclo[10.2.1]pentadeca-4,12(15),13-triene-10-carboxylic acid

B: 3-(1H-imidazol-4-yl)-2-[3-(3-oxo-propylamino)-propionylamino]-propionic acid

C: 2-(3-amino-propionylamino)-3-[1-(3-oxo-propyl)-1H-imidazol-4-yl]-propionic acid

D: (E)-(S)-10-Carboxy-8-oxo-13-(3-oxo-propyl)-1,5,9-triaza-13-azonia-bicyclo[10.2.1]pentadeca-4,12(15),13-triene

Conditions

Conditions	Yield
In phosphate buffer at 37℃; pH=7.4; Product distribution; Further Variations:; Reaction partners; time dependence;

...Expand

: copper(II) nitrate

: 305-84-0
carnosine

A: Cu(2+)*N2C3H3CH2CH(COO)NCOCH2CH2NH2(2-)={Cu(N2C3H3CH2CH(COO)NCOCH2CH2NH2)}

B: 2Cu(2+)*N2C3H3CH2CH(CO2)NCOCH2CH2NH2(2-)={Cu2(N2C3H3CH2CH(COO)NCOCH2CH2NH2)}(2+)

C: Cu(2+)*N2C3H3CH2CH(COOH)NHCOCH2CH2NH2={Cu(N2C3H3CH2CH(COOH)NHCOCH2CH2NH2)}(2+)

D: Cu(2+)*N2C3H3CH2CH(COO)NHCOCH2CH2NH2(1-)={Cu(N2C3H3CH2CH(COO)NHCOCH2CH2NH2)}(1+)

: {Cu2(N2C3H3CH2CH(COO)NCOCH2CH2NH2)2}

Conditions

Conditions	Yield
With potassium nitrate In water reaction of copper nitrate and l-carnosine in water at 25°C in presence of KNO3 at different pH (3-8) and metal-ligand ratios;; not isolated; detn. by UV;;

...Expand

: 1284258-81-6
1-{4-[(4-aminobutylaminooxy)methyl]-2,3-dichlorophenyl}-2-methylenebutan-1-one

: 305-84-0
carnosine

: 1284260-28-1
C26H34Cl2N6O5

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide Inert atmosphere;

: 305-84-0
carnosine

: (S)-S-((R)-2-acetamido-3-amino-3-oxopropyl)-2-(3-aminopropanamido)-3-(1H-imidazol-5-yl)propanethioate dihydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide / 1,3-dioxane; water / 0 - 20 °C / Inert atmosphere 2: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / tetrahydrofuran; ethyl acetate / 20 °C / Inert atmosphere 3: hydrogenchloride / 1,3-dioxane / 20 °C / Inert atmosphere View Scheme

: 305-84-0
carnosine

: 1538576-75-8
tert-butyl 5-((S)-3-((R)-2-acetamido-3-amino-3-oxopropylthio)-2-(3-(tert-butoxycarbonylamino)propanamido)-3-oxopropyl)-1H-imidazole-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / 1,3-dioxane; water / 0 - 20 °C / Inert atmosphere 2: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / tetrahydrofuran; ethyl acetate / 20 °C / Inert atmosphere View Scheme

: 305-84-0
carnosine

: (R)-methyl 2-acetamido-3-(((S)-2-(3-aminopropanamido)-3-(1H-imidazol-5-yl)propanoyl)thio)propanoate dihydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide / 1,3-dioxane; water / 0 - 20 °C / Inert atmosphere 2: benzotriazol-1-ol; dicyclohexyl-carbodiimide / ethyl acetate / 0 - 20 °C / Inert atmosphere 3: hydrogenchloride / 1,3-dioxane / 20 °C View Scheme

: 305-84-0
carnosine

: 1538576-76-9
5-[2-(2-acetylamino-2-methoxycarbonylethylsulfanylcarbonyl)-2-(3-tert-butoxycarbonylamino-propionylamino)ethyl]imidazole-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / 1,3-dioxane; water / 0 - 20 °C / Inert atmosphere 2: benzotriazol-1-ol; dicyclohexyl-carbodiimide / ethyl acetate / 0 - 20 °C / Inert atmosphere View Scheme

: 305-84-0
carnosine

: 78-98-8
2-oxopropanal

: C22H29N8O6(1+)

Conditions

Conditions	Yield
In aq. phosphate buffer at 37℃; pH=7.4;

: 131543-46-9
Glyoxal

: 305-84-0
carnosine

A: C11H14N4O4

B: C22H28N8O8

Conditions

Conditions	Yield
In aq. phosphate buffer at 37℃; pH=7.4;

...Expand

: 100683-54-3
malondialdehyde tetrabutylammonium salt

: 305-84-0
carnosine

: C12H16N4O4

Conditions

Conditions	Yield
In aq. phosphate buffer at 37℃; pH=7.4;

: 850480-50-1
4-hydroxynon-2-enal

: 305-84-0
carnosine

A: C18H28N4O4

B: N-(2-hydroxy-5-pentyltetrahydrofuran-yl)carnosine

Conditions

Conditions	Yield
In aq. phosphate buffer at 37℃; pH=7.4;

...Expand

: 5970-45-6
zinc(II) acetate dihydrate

: 305-84-0
carnosine

: 107667-60-7
zinc L-carnosine

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 50 - 60℃; for 1h; Temperature;	12.8 g

: 305-84-0
carnosine

: C9H14N4O3(18)O

Conditions

Conditions	Yield
With copper(II) sulfate; ascorbic acid; oxygen-18 In aq. phosphate buffer at 20℃; for 0.0833333h; pH=7.2; Solvent;

: 305-84-0
carnosine

: C9H14N4O4

Conditions

Conditions	Yield
With oxygen; copper(II) sulfate; ascorbic acid In aq. phosphate buffer at 20℃; for 0.5h; pH=7.2; Solvent;

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 NO_x.
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.

Product Name

L-Carnosine

Synthetic route

L-Carnosine Chemical Properties

L-Carnosine Toxicity Data With Reference

L-Carnosine Consensus Reports

L-Carnosine Safety Profile

L-Carnosine Specification

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