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| CAS No.: | 72-19-5 |
|---|---|
| Name: | L-Threonine |
| Article Data: | 238 |
| Cas Database | |
| Molecular Structure: | |
|
|
|
| Formula: | C4H9NO3 |
| Molecular Weight: | 119.12 |
| Synonyms: | Butanoic acid, 2-amino-3-hydroxy-, (R-(R*,S*))-;Thr;Threonine [USAN:INN];L-Threonin;(2S,3R)-2-azaniumyl-3-hydroxy-butanoate;Treonina [Spanish];(2R,3R)-2-amino-3-hydroxy-butanoic acid;Threonine, L-;(2S,3R)-2-Amino-3-hydroxybutyric acid;Valine,3-hydroxy-;L-alpha-Amino-beta-hydroxybutyric acid;(2S,3S)-2-azaniumyl-3-hydroxy-butanoate;(2S)-threonine;Threoninum [Latin];Threonine (VAN);L-2-Amino-3-hydroxybutyric acid;L-Threonine(Feed Grade);L-Thr-OH;L-Threonine Aji97;Threonine, L- (8CI);(2S,3R)-2-amino-3-hydroxy-butanoic acid;L-(-)-Threonine;Threonin;[R-(R*,S*)]-2-Amino-3-hydroxybutanoic acid;L-Threonine (9CI);Threonine (USP); |
| EINECS: | 200-774-1 |
| Density: | 1.307 g/cm3 |
| Melting Point: | 256 °C (dec.)(lit.) |
| Boiling Point: | 345.803 °C at 760 mmHg |
| Flash Point: | 162.936 °C |
| Solubility: | 90 g/L (20 °C) in water |
| Appearance: | White crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 24/25-37/39-26 |
| Transport Information: | N/A |
| PSA: | 83.55000 |
| LogP: | -0.52060 |
| Conditions | Yield |
|---|---|
| In pyridine Product distribution; | A 83.8% B n/a |
methanol
Fmoc-Thr-OH
A
L-threonine
B
N-methyl threonine
C
N,N-dimethyl-threonine
| Conditions | Yield |
|---|---|
| With hydrogen; acetic acid; palladium on activated charcoal for 48h; other (protected) amino acids; other alcohol; | A n/a B 40% C n/a |
A
L-threonine
| Conditions | Yield |
|---|---|
| Yields of byproduct given; |
| Conditions | Yield |
|---|---|
| With pyridoxal 5'-phosphate; L-threonine aldolase In phosphate buffer at 25℃; for 3h; |
L-threonine
| Conditions | Yield |
|---|---|
| With hydrogenchloride; water at 110℃; for 20h; |
L-threonine
| Conditions | Yield |
|---|---|
| With ferrous(II) sulfate heptahydrate; cobalt(II) sulphate heptahydrate; N-succinyl L-amino acid desuccinylase from Burkholderia ambifaria AMMD; N-succinyll-amino acid β-hydroxylase from Burkholderia ambifaria AMMD; ascorbic acid In aq. phosphate buffer at 30℃; for 24h; Enzymatic reaction; |
methanol
L-threonine
L-threonine methyl ester hydrochloride
| Conditions | Yield |
|---|---|
| With thionyl chloride at 0℃; for 3.25h; Reflux; | 100% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; sodium hydroxide; sodium carbonate In methanol; dichloromethane | 98% |
| With sodium hydrogencarbonate In diethyl ether; water |
L-threonine
| Conditions | Yield |
|---|---|
| In methanol byproducts: acetylacetone; to a soln. of complex in methanol was added amino acid, the mixt. was refluxed for 3 h, cooled; evapd. to dryness, treated with diethyl ether, the solid was filtered, washed with diethyl ether, air-dried; | 85% |
L-threonine
toluene-4-sulfonic acid
allyl alcohol
L-Threonin-allylester-hydro-p-toluolsulfonat
| Conditions | Yield |
|---|---|
| In benzene Heating; | 84% |
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Structure of L-Threonine (CAS NO.72-19-5):
IUPAC Name: (2S,3R)-2-amino-3-hydroxybutanoic acid
Empirical Formula: C4H9NO3
Molecular Weight: 119.1192
EINECS: 200-774-1
Index of Refraction: 1.507
Molar Refractivity: 27.13 cm3
Molar Volume: 91.1 cm3
Polarizability: 10.75×10-24cm3
Surface Tension: 60 dyne/cm
Density: 1.307 g/cm3
Flash Point: 162.9 °C
Enthalpy of Vaporization: 68.32 kJ/mol
Melting Point: 256 °C (dec.)(lit.)
Boiling Point: 345.8 °C at 760 mmHg
Vapour Pressure: 3.77E-06 mmHg at 25°C
Storage temp: Store at RT.
Water Solubility: 90 g/L (20 ºC)
Stability: Stable. Incompatible with strong oxidizing agents.
Physical Appearance: White crystalline powder
Product Categories: Miscellaneous Biochemicals;Amino Acid Derivatives;Threonine [Thr, T];Amino Acids and Derivatives;alpha-Amino Acids;Amino Acids;Biochemistry;Nutritional Supplements;L-Amino Acids;Amino Acids
Synonyms of L-Threonine (CAS NO.72-19-5): (S)-Threonine ; 2-Amino-3-hydroxybutanoic acid, (R-(R*,S*))- ; Butanoic acid, 2-amino-3-hydroxy-, (R-(R*,S*))- ; Threonin ; Threonine ; Threoninum ; Treonina
Canonical SMILES: CC(C(C(=O)O)N)O
Isomeric SMILES: C[C@H]([C@@H](C(=O)O)N)O
InChI: InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1
InChIKey: AYFVYJQAPQTCCC-GBXIJSLDSA-N
L-Threonine (CAS NO.72-19-5) is an essential amino acid, but not synthesized in humans.
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rat | LD50 | intraperitoneal | 3098mg/kg (3098mg/kg) | BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Archives of Biochemistry and Biophysics. Vol. 58, Pg. 253, 1955. |
Hazard Codes:
Xi
Risk Statements: 36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 24/25-37/39-26
24/25: Avoid contact with skin and eyes
37/39: Wear suitable gloves and eye/face protection
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany: 3
Hazard Note: Irritant
HS Code: 29225000
1. First Aid Measures of L-Threonine (CAS NO.72-19-5):
Ingestion: If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation: Remove from exposure to fresh air immediately. Get medical aid if cough or other symptoms appear.
Skin: Get medical aid if irritation develops or persists. Flush skin with plenty of soap and water.
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
2. Handling and Storage:
Storage: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Handling: Wash thoroughly after handling. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
