L-Threonine supplier | CasNO.72-19-5

Name
L-Threonine
EINECS 200-774-1
CAS No. 72-19-5
Article Data238
CAS DataBase
Density 1.307 g/cm³
Solubility 90 g/L (20 °C) in water
Melting Point 256 °C (dec.)(lit.)
Formula C₄H₉NO₃
Boiling Point 345.803 °C at 760 mmHg
Molecular Weight 119.12
Flash Point 162.936 °C
Transport Information
Appearance White crystalline powder
Safety 24/25-37/39-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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);
PSA 83.55000
LogP -0.52060

Synthetic route

: 111-26-2
hexan-1-amine

: (S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-3-hydroxy-butyric acid

A: 72-19-5
L-threonine

B: 74197-48-1
1-hexyl-3,5-dinitro-4-pyridone

Conditions

Conditions	Yield
In pyridine Product distribution;	A 83.8% B n/a

...Expand

: 67-56-1
methanol

: 73731-37-0, 130674-54-3, 146306-75-4
Fmoc-Thr-OH

A: 72-19-5
L-threonine

B: 2812-27-3, 2812-28-4, 21148-57-2, 95539-41-6, 100157-57-1
N-methyl threonine

C: 2812-36-4, 2812-37-5, 138406-48-1
N,N-dimethyl-threonine

Conditions

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

...Expand

: 72-19-5, 80-68-2, 144-98-9, 632-20-2, 2676-21-3, 7004-04-8, 24830-94-2, 28954-12-3, 36676-50-3
DL-threonine

A: 72-19-5
L-threonine

B: 72-19-5, 80-68-2, 144-98-9, 632-20-2, 2676-21-3, 7004-04-8, 24830-94-2, 28954-12-3, 36676-50-3
D-threonine

Conditions

Conditions	Yield
Yields of byproduct given;

: 75-07-0
acetaldehyde

: 56-40-6
glycine

: 72-19-5
L-threonine

Conditions

Conditions	Yield
With pyridoxal 5'-phosphate; L-threonine aldolase In phosphate buffer at 25℃; for 3h;

: antimycin B1

: 72-19-5
L-threonine

Conditions

Conditions	Yield
With hydrogenchloride; water at 110℃; for 20h;

: ucb K115

: 72-19-5
L-threonine

Conditions

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;

: 67-56-1
methanol

: 72-19-5
L-threonine

: 39994-75-7, 60538-15-0, 60538-18-3, 62076-66-8, 76419-75-5, 79617-27-9, 108724-12-5
L-threonine methyl ester hydrochloride

Conditions

Conditions	Yield
With thionyl chloride at 0℃; for 3.25h; Reflux;	100%

: 72-19-5
L-threonine

: 79-22-1
methyl chloroformate

: (2S,3R)-3-hydroxy-2-((methoxycarbonyl)amino)butanoic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide; sodium carbonate In methanol; dichloromethane	98%
With sodium hydrogencarbonate In diethyl ether; water

: [Pd(acetylacetonato-O,O')((1R,2R)-(PPh2NH)2C6H10)](ClO4)

: 72-19-5
L-threonine

: [Pd(L-threoninate-κ-N,O)((1R,2R)-(PPh2NH)2C6H10)](ClO4)

Conditions

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%

: 72-19-5
L-threonine

: 104-15-4
toluene-4-sulfonic acid

: 107-18-6
allyl alcohol

: 88224-11-7
L-Threonin-allylester-hydro-p-toluolsulfonat

Conditions

Conditions	Yield
In benzene Heating;	84%

...Expand

: 7647-01-0
hydrogenchloride

: 16940-66-2
sodium tetrahydroborate

: 12093-10-6
ferrocenecarboxaldehyde

: 72-19-5
L-threonine

: H(S-fThr)

Conditions

Conditions	Yield
With LiOHH2O In methanol L-threonine and LiOHH2O in dry MeOH stirred for 30 min; MeOH soln. of Fe complex added dropwise; stirred for 20 min; treated with NaBH4 with stirring; solvent evapd.; dissolved in H2O; acidified with dilute HCl (pH 5-7); filtered; ppt. washed with H2O; dried in vac. desiccator; elem. anal.;	84%

...Expand

: 72-19-5
L-threonine

: 74197-40-3
3,5-dinitro-1-(4-nitrophenyl)-4-pyridone

A: 100-01-6
4-nitro-aniline

B: (S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-3-hydroxy-butyric acid

Conditions

Conditions	Yield
In pyridine; water for 3h; Ambient temperature;	A n/a B 75%

...Expand

: Field-Durant Green

: 64-17-5
ethanol

: 72-19-5
L-threonine

: 90-02-8
salicylaldehyde

: potassium Δ-bis(N-salicylidene-(S)-threoninato)cobaltate*2(ethanol)

Conditions

Conditions	Yield
In ethanol salicylaldehyde added with stirring to mixt. of Co complex and amino acid in EtOH; refluxed for 3 h; filtered; filtrate concd. in vac.; residue washed with Et2O; dissolved in EtOH; column chromd. (Al2O3, EtOH); purified by gel chromy. (Sephadex LH-20, EtOH-benzene 1:3); elem. anal.;	70%

...Expand

: sodium tris(carbonato)cobaltate(III)

: 72-19-5
L-threonine

: 90-02-8
salicylaldehyde

: lithium δ-bis[N-salicylidene-(S)-threoninato]cobaltate dihydrate

Conditions

Conditions	Yield
In ethanol aldehyde was added with stirring to mixt. of Co complex and amino acid in EtOH; refluxed for 3 h; filtered; evapd. (vac.); washed (Et2O); dissolved in EtOH; chromd. (Al2O3, EtOH); chromd. (gel, EtOH/C6H6, 1/3); dissolved in aq. EtOH; passed through ion-exchange resin; evapd. (vac.); chromd. (gel, EtOH/C6H6, 1/3);elem. anal.;	70%

...Expand

: 1445-73-4
1-Methyl-4-piperidone

: 72-19-5
L-threonine

: 119072-54-7, 2769-71-3
2,6-dimethylphenyl isonitrile

: 4-(2,6-dimethylphenyl)-2-ethyl-9-methyl-1,4,9-triazaspiro[5.5]undec-1-ene-3,5-dione

Conditions

Conditions	Yield
With triethylamine In 2,2,2-trifluoroethanol at 100℃; for 24h;	70%

...Expand

: sodium tris(carbonato)cobaltate(III)

: 72-19-5
L-threonine

: 1259524-22-5
3-allyl-5-bromosalicylaldehyde

: lithium λ-bis[N-(3-allyl-5-bromosalicylidene)-(S)-threoninato]cobaltate dihydrate

: lithium δ-bis[N-(3-allyl-5-bromosalicylidene)-(S)-threoninato]cobaltate dihydrate

Conditions

Conditions	Yield
In ethanol aldehyde was added with stirring to mixt. of Co complex and amino acid in EtOH; refluxed for 3 h; filtered; evapd. (vac.); washed (Et2O); dissolved in EtOH; chromd. (Al2O3, EtOH); chromd. (gel, EtOH/C6H6, 1/3); dissolved in aq. EtOH; passed through ion-exchange resin; evapd. (vac.); chromd. (gel, EtOH/C6H6, 1/3);elem. anal.;	A 22% B 65%

...Expand

: 72-19-5
L-threonine

: 71942-48-8
6-nitro-2-oxo-2H-chromene-3-carbonyl chloride

: 80613-36-1
6-nitrocoumarin-3-CO-L-Thr

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane 1) room temperature, 2) 2 h, reflux;	54%

: (η6-fluorobenzene)(η5-cyclopentadienyl) iron(II) hexafluorophosphate

: 72-19-5
L-threonine

: [(η-C6H5NHCH(CH(OH)Me)COOH)(η-C5H5)Fe][PF6]

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide 120-130°C, 1.0 h; cooling, filtration into ether (sepn. of oil), decantation, washing (ether), extn. into Me2CO, filtration, chromy. (Al2O3, Me2CO, then MeOH/H2O=5:1), evapn. (reduced pressure, 60-70°C);	40%

: nickel(II) perchlorate hexahydrate

: lanthanum(III) perchlorate hexahydrate

: 72-19-5
L-threonine

: [LaNi6(L-threonine(-H)(1-))12](ClO4)3(H2O)15

Conditions

Conditions	Yield
With NaOH In water stoichiometric equiv. of Ni(ClO4)26H2O and L-threonine added to aq. soln. of La(ClO4)36H2O; pH adjusted to 6.6 by slow addition of NaOH aq. soln.; stirred for 2 h; filtered to remove precipitates formed; placed in a desiccator filled with P2O5 for 1 month; elem. anal.;	35%

...Expand

: {CoBr2(C8H12(C2H5)4(NH)4)}(1+)*Br(1-)={CoBr2(C8H12(C2H5)4(NH)4)}Br

: 72-19-5
L-threonine

: sodium perchlorate

: {Co(OCOCH(NH2)CH(OH)CH3)(C8H12(C2H5)4(NH)4)}(2+)*2{ClO4}(1-)*3H2O

Conditions

Conditions	Yield
With NaOH In water adjusting the pH of an aq. soln. of the CoBr2 complex and (S)-thr to 8.0 with NaOH, evapn. to near dryness (after 1 h), addn. of a slight excess of an aq. NaClO4 soln., crystn.; elem. anal.;	30%

...Expand

: 72-19-5
L-threonine

: 501-53-1
benzyl chloroformate

: 19728-63-3
N-[(phenylmethoxy)carbonyl]-L-threonine

Conditions

Conditions	Yield
With sodium hydrogencarbonate

: 492-61-5
β-D-glucose

: 72-19-5
L-threonine

A: 320-77-4
1-hydroxy-propane-1,2,3-tricarboxylic acid

B: 2-methylisocitric acid

C: 77-92-9
citric acid

Conditions

Conditions	Yield
With Saccharomycopsis lipolytica In water at 26℃; for 120h; Product distribution; also in n-hexadecane medium; catabolism of amino acids by S. lipolytica;

...Expand

: 66065-85-8
succinimidyl 2,2,2-trichloroethyl carbonate

: 72-19-5
L-threonine

: 88050-12-8
N-(2,2,2-trichloroethoxycarbonyl)-threonine

Conditions

Conditions	Yield
With sodium hydroxide; sodium hydrogencarbonate In 1,4-dioxane for 0.166667h; Ambient temperature;

: 72-19-5
L-threonine

: 17350-66-2
N-benzyloxycarbonylalaninehydrazid

: 40355-98-4, 40356-04-5, 55057-57-3, 78609-60-6, 109718-19-6
Z-Ala-Thr-OH

Conditions

Conditions	Yield
With hydrogenchloride; tert.-butylnitrite; triethylamine 1. DMF, dioxane, -10 degC, 10 min, 2.) H2O, cold; Yield given. Multistep reaction;

: 72-19-5
L-threonine

: 86895-16-1
[(R)-1-[(S)-1-(Hydrazinocarbonylmethyl-carbamoyl)-ethylcarbamoyl]-2-(4-methoxy-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester

: 86905-27-3
Boc-Cys(MBzl)-Ala-Gly-Thr-OH

Conditions

Conditions	Yield
With hydrogenchloride; tert.-butylnitrite; triethylamine 1.)DMF, dioxane, -25 degC, 10 min, 2.) H2O, cold; Yield given. Multistep reaction;

: 72-19-5
L-threonine

: 24830-94-2
D-allo-threonine

Conditions

Conditions	Yield
With hydrogenchloride; ethanethiol at 110℃; Rate constant; various times;

: 72-19-5
L-threonine

: 849704-22-9
(2S,3R)-2-chloro-3-hydroxybutanoic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite at -5℃; for 5h;

: 72-19-5
L-threonine

A: 124-38-9
carbon dioxide

B: 78-97-7
2-hydroxy-propionitrile

Conditions

Conditions	Yield
With hydrogenchloride; chloroamine-T In water at 29.9 - 44.9℃; Thermodynamic data; Rate constant; Ea, log A, -ΔS(excit.), ΔH(excit.), ΔG(excit.); further acid concentration, further acid and alkaline media;

: 72-19-5
L-threonine

: C3H8NO

Conditions

Conditions	Yield
With hydroxide In water Mechanism; Ambient temperature; Irradiation; examination of effect of protonation state of amino group;

: 72-19-5
L-threonine

: 75-64-9
tert-butylamine

: 88050-13-9
Troc-Thr-OH*t-C4H9NH2

Conditions

Conditions	Yield
Yield given;

: 72-19-5
L-threonine

: 74-89-5
methylamine

: 79009-37-3
(S)-2-Amino-3-hydroxy-N-methyl-butyramide

Conditions

Conditions	Yield
With thionyl chloride 1)r.t., methanol, 2) 40 deg C 30 min, water; Multistep reaction;

: 72-19-5
L-threonine

: 774-74-3
2-(2,4-dichlorophenoxy)acetyl chloride

: N-(2,4-Dichlor-phenoxyacetyl)-L-threonin

Conditions

Conditions	Yield
With hydroxide

L-Threonine Chemical Properties

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 Uses

L-Threonine (CAS NO.72-19-5) is an essential amino acid, but not synthesized in humans.

L-Threonine Toxicity Data With Reference

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.

L-Threonine Safety Profile

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

L-Threonine Specification

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.

Product Name

L-Threonine

Synthetic route

L-Threonine Chemical Properties

L-Threonine Uses

L-Threonine Toxicity Data With Reference

L-Threonine Safety Profile

L-Threonine Specification

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