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72-19-5 Usage

General Description

L-Threonine is an essential amino acid that plays a crucial role in protein synthesis and is important for overall health and well-being. It is a key component of collagen, elastin, and enamel proteins, and it also supports the production of antibodies and immune system function. L-Threonine is found in many protein-rich foods, such as poultry, dairy products, and nuts, and it can also be taken as a dietary supplement. It is essential for the growth and maintenance of healthy muscle and connective tissue, and it may also have potential therapeutic benefits for conditions such as liver disease, intestinal disorders, and depression. L-Threonine is generally considered safe when taken in recommended doses, but excessive intake may lead to adverse effects such as gastrointestinal discomfort.

Check Digit Verification of cas no

The CAS Registry Mumber 72-19-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 2 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 72-19:
(4*7)+(3*2)+(2*1)+(1*9)=45
45 % 10 = 5
So 72-19-5 is a valid CAS Registry Number.
InChI:InChI=1/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2?,3-/m0/s1

72-19-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (T0230)  L-(-)-Threonine  >99.0%(T)

  • 72-19-5

  • 25g

  • 220.00CNY

  • Detail
  • TCI America

  • (T0230)  L-(-)-Threonine  >99.0%(T)

  • 72-19-5

  • 100g

  • 690.00CNY

  • Detail
  • TCI America

  • (T0230)  L-(-)-Threonine  >99.0%(T)

  • 72-19-5

  • 500g

  • 1,990.00CNY

  • Detail
  • Alfa Aesar

  • (A16851)  L-Threonine, 98+%   

  • 72-19-5

  • 25g

  • 322.0CNY

  • Detail
  • Alfa Aesar

  • (A16851)  L-Threonine, 98+%   

  • 72-19-5

  • 100g

  • 858.0CNY

  • Detail
  • Alfa Aesar

  • (A16851)  L-Threonine, 98+%   

  • 72-19-5

  • 500g

  • 3840.0CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1242)    pharmaceutical secondary standard; traceable to USP and PhEur

  • 72-19-5

  • PHR1242-500MG

  • 732.19CNY

  • Detail
  • Sigma

  • (T8441)  L-Threonine  from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 99.0-101.0%

  • 72-19-5

  • T8441-10MG

  • 215.28CNY

  • Detail
  • Sigma

  • (T8441)  L-Threonine  from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 99.0-101.0%

  • 72-19-5

  • T8441-25G

  • 682.11CNY

  • Detail
  • Sigma

  • (T8441)  L-Threonine  from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 99.0-101.0%

  • 72-19-5

  • T8441-100G

  • 2,151.63CNY

  • Detail
  • Sigma

  • (T8441)  L-Threonine  from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 99.0-101.0%

  • 72-19-5

  • T8441-1KG

  • 13,356.72CNY

  • Detail
  • Sigma-Aldrich

  • (61506)  L-Threonine  certified reference material, TraceCERT®

  • 72-19-5

  • 61506-100MG

  • 1,117.35CNY

  • Detail

72-19-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name L-threonine

1.2 Other means of identification

Product number -
Other names (s)-threonine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Flavouring Agent: FLAVOURING_AGENT
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:72-19-5 SDS

72-19-5Synthetic route

hexan-1-amine
111-26-2

hexan-1-amine

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

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

A

L-threonine
72-19-5

L-threonine

B

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

1-hexyl-3,5-dinitro-4-pyridone

Conditions
ConditionsYield
In pyridine Product distribution;A 83.8%
B n/a
Conditions
ConditionsYield
With hydrogen; acetic acid; palladium on activated charcoal for 48h; other (protected) amino acids; other alcohol;A n/a
B 40%
C n/a
acetaldehyde
75-07-0

acetaldehyde

glycine
56-40-6

glycine

L-threonine
72-19-5

L-threonine

Conditions
ConditionsYield
With pyridoxal 5'-phosphate; L-threonine aldolase In phosphate buffer at 25℃; for 3h;
antimycin B1

antimycin B1

L-threonine
72-19-5

L-threonine

Conditions
ConditionsYield
With hydrogenchloride; water at 110℃; for 20h;
ucb K115

ucb K115

L-threonine
72-19-5

L-threonine

Conditions
ConditionsYield
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;
Conditions
ConditionsYield
With thionyl chloride at 0℃; for 3.25h; Reflux;100%
L-threonine
72-19-5

L-threonine

methyl chloroformate
79-22-1

methyl chloroformate

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

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

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; sodium carbonate In methanol; dichloromethane98%
With sodium hydrogencarbonate In diethyl ether; water
[Pd(acetylacetonato-O,O')((1R,2R)-(PPh2NH)2C6H10)](ClO4)

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

L-threonine
72-19-5

L-threonine

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

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

Conditions
ConditionsYield
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
72-19-5

L-threonine

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

allyl alcohol
107-18-6

allyl alcohol

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

L-Threonin-allylester-hydro-p-toluolsulfonat

Conditions
ConditionsYield
In benzene Heating;84%
hydrogenchloride
7647-01-0

hydrogenchloride

sodium tetrahydroborate
16940-66-2

sodium tetrahydroborate

ferrocenecarboxaldehyde
12093-10-6

ferrocenecarboxaldehyde

L-threonine
72-19-5

L-threonine

H(S-fThr)

H(S-fThr)

Conditions
ConditionsYield
With LiOH*H2O In methanol L-threonine and LiOH*H2O 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%
L-threonine
72-19-5

L-threonine

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

3,5-dinitro-1-(4-nitrophenyl)-4-pyridone

A

4-nitro-aniline
100-01-6

4-nitro-aniline

B

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

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

Conditions
ConditionsYield
In pyridine; water for 3h; Ambient temperature;A n/a
B 75%
Field-Durant Green

Field-Durant Green

ethanol
64-17-5

ethanol

L-threonine
72-19-5

L-threonine

salicylaldehyde
90-02-8

salicylaldehyde

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

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

Conditions
ConditionsYield
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%
sodium tris(carbonato)cobaltate(III)

sodium tris(carbonato)cobaltate(III)

L-threonine
72-19-5

L-threonine

salicylaldehyde
90-02-8

salicylaldehyde

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

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

Conditions
ConditionsYield
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%
1-Methyl-4-piperidone
1445-73-4

1-Methyl-4-piperidone

L-threonine
72-19-5

L-threonine

2,6-dimethylphenyl isonitrile
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

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

Conditions
ConditionsYield
With triethylamine In 2,2,2-trifluoroethanol at 100℃; for 24h;70%
sodium tris(carbonato)cobaltate(III)

sodium tris(carbonato)cobaltate(III)

L-threonine
72-19-5

L-threonine

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

3-allyl-5-bromosalicylaldehyde

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

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

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

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

Conditions
ConditionsYield
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%
L-threonine
72-19-5

L-threonine

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

6-nitro-2-oxo-2H-chromene-3-carbonyl chloride

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

6-nitrocoumarin-3-CO-L-Thr

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane 1) room temperature, 2) 2 h, reflux;54%
(η6-fluorobenzene)(η5-cyclopentadienyl) iron(II) hexafluorophosphate

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

L-threonine
72-19-5

L-threonine

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

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

Conditions
ConditionsYield
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

nickel(II) perchlorate hexahydrate

lanthanum(III) perchlorate hexahydrate

lanthanum(III) perchlorate hexahydrate

L-threonine
72-19-5

L-threonine

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

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

Conditions
ConditionsYield
With NaOH In water stoichiometric equiv. of Ni(ClO4)2*6H2O and L-threonine added to aq. soln. of La(ClO4)3*6H2O; 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%
{CoBr2(C8H12(C2H5)4(NH)4)}(1+)*Br(1-)={CoBr2(C8H12(C2H5)4(NH)4)}Br

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

L-threonine
72-19-5

L-threonine

sodium perchlorate

sodium perchlorate

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

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

Conditions
ConditionsYield
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%
L-threonine
72-19-5

L-threonine

benzyl chloroformate
501-53-1

benzyl chloroformate

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

N-[(phenylmethoxy)carbonyl]-L-threonine

Conditions
ConditionsYield
With sodium hydrogencarbonate
β-D-glucose
492-61-5

β-D-glucose

L-threonine
72-19-5

L-threonine

A

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

1-hydroxy-propane-1,2,3-tricarboxylic acid

B

2-methylisocitric acid

2-methylisocitric acid

C

citric acid
77-92-9

citric acid

Conditions
ConditionsYield
With Saccharomycopsis lipolytica In water at 26℃; for 120h; Product distribution; also in n-hexadecane medium; catabolism of amino acids by S. lipolytica;
succinimidyl 2,2,2-trichloroethyl carbonate
66065-85-8

succinimidyl 2,2,2-trichloroethyl carbonate

L-threonine
72-19-5

L-threonine

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

N-(2,2,2-trichloroethoxycarbonyl)-threonine

Conditions
ConditionsYield
With sodium hydroxide; sodium hydrogencarbonate In 1,4-dioxane for 0.166667h; Ambient temperature;
L-threonine
72-19-5

L-threonine

N-benzyloxycarbonylalaninehydrazid
17350-66-2

N-benzyloxycarbonylalaninehydrazid

Conditions
ConditionsYield
With hydrogenchloride; tert.-butylnitrite; triethylamine 1. DMF, dioxane, -10 degC, 10 min, 2.) H2O, cold; Yield given. Multistep reaction;
L-threonine
72-19-5

L-threonine

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

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

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

Boc-Cys(MBzl)-Ala-Gly-Thr-OH

Conditions
ConditionsYield
With hydrogenchloride; tert.-butylnitrite; triethylamine 1.)DMF, dioxane, -25 degC, 10 min, 2.) H2O, cold; Yield given. Multistep reaction;
L-threonine
72-19-5

L-threonine

D-allo-threonine
24830-94-2

D-allo-threonine

Conditions
ConditionsYield
With hydrogenchloride; ethanethiol at 110℃; Rate constant; various times;
L-threonine
72-19-5

L-threonine

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

(2S,3R)-2-chloro-3-hydroxybutanoic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite at -5℃; for 5h;
L-threonine
72-19-5

L-threonine

A

carbon dioxide
124-38-9

carbon dioxide

B

2-hydroxy-propionitrile
78-97-7

2-hydroxy-propionitrile

Conditions
ConditionsYield
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;
L-threonine
72-19-5

L-threonine

C3H8NO

C3H8NO

Conditions
ConditionsYield
With hydroxide In water Mechanism; Ambient temperature; Irradiation; examination of effect of protonation state of amino group;
L-threonine
72-19-5

L-threonine

tert-butylamine
75-64-9

tert-butylamine

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

Troc-Thr-OH*t-C4H9NH2

Conditions
ConditionsYield
Yield given;
L-threonine
72-19-5

L-threonine

methylamine
74-89-5

methylamine

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

(S)-2-Amino-3-hydroxy-N-methyl-butyramide

Conditions
ConditionsYield
With thionyl chloride 1)r.t., methanol, 2) 40 deg C 30 min, water; Multistep reaction;
L-threonine
72-19-5

L-threonine

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

2-(2,4-dichlorophenoxy)acetyl chloride

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

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

Conditions
ConditionsYield
With hydroxide

72-19-5Relevant articles and documents

Squamins C–F, four cyclopeptides from the seeds of Annona globiflora

Sosa-Rueda, Javier,Domínguez-Meléndez, Vanihamin,Ortiz-Celiseo, Araceli,López-Fentanes, Fernando C.,Cuadrado, Cristina,Fernández, José J.,Daranas, Antonio Hernández,Cen-Pacheco, Francisco

, (2021/08/04)

Four cyclic octapeptides, squamins C–F, were isolated from the seeds of Annona globiflora Schltdl. These compounds share part of their amino acid sequence, -Pro-Met(O)-Tyr-Gly-Thr-, with previously reported squamins A and B. Their structures were determined using NMR spectroscopic techniques together with quantum mechanical calculations (QM-NMR), ESI-HRMS data and a modified version of Marfey's chromatographic method. All compounds showed cytotoxic activity against DU-145 (human prostate cancer) and HeLa (human cervical carcinoma) cell lines. Clearly, A. globiflora is an important source of bioactive molecules, which could promote the sustainable exploitation of this undervalued specie.

Direct monitoring of biocatalytic deacetylation of amino acid substrates by1H NMR reveals fine details of substrate specificity

De Cesare, Silvia,McKenna, Catherine A.,Mulholland, Nicholas,Murray, Lorna,Bella, Juraj,Campopiano, Dominic J.

supporting information, p. 4904 - 4909 (2021/06/16)

Amino acids are key synthetic building blocks that can be prepared in an enantiopure form by biocatalytic methods. We show that thel-selective ornithine deacetylase ArgE catalyses hydrolysis of a wide-range ofN-acyl-amino acid substrates. This activity was revealed by1H NMR spectroscopy that monitored the appearance of the well resolved signal of the acetate product. Furthermore, the assay was used to probe the subtle structural selectivity of the biocatalyst using a substrate that could adopt different rotameric conformations.

Noncovalently Functionalized Commodity Polymers as Tailor-Made Additives for Stereoselective Crystallization

Wan, Xinhua,Wang, Zhaoxu,Ye, Xichong,Zhang, Jie

supporting information, p. 20243 - 20248 (2021/08/09)

Stereoselective inhibition of the nucleation and crystal growth of one enantiomer aided by “tailor-made” polymeric additives is an efficient method to obtain enantiopure compounds. However, the conventional preparation of polymeric additives from chiral monomers are laborious and limited in structures, which impedes their rapid optimization and applicability. Herein, we report a “plug-and-play” strategy to facilitate synthesis by using commercially available achiral polymers as the platform to attach various chiral small molecules as the recognition side-chains through non-covalent interactions. A library of supramolecular polymers made up of two vinyl polymers and six small molecules were applied with seeds in the selective crystallization of seven racemates in different solvents. They showed good to excellent stereoselectivity in yielding crystals with high enantiomeric purities in conglomerates and racemic compound forming systems. This convenient, low-cost modular synthesis strategy of polymeric additives will allow for high-efficient, economical resolution of various racemates on different scales.

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