logo
;

laevo-threonine

special dietary and nutritional additives
2D:
3D:
CAS Number: 72-19-5
ECHA EC Number: 200-774-1
FDA UNII: 2ZD004190S
Category: special dietary and nutritional additives
IUPAC Name: laevo-threonine
InChI : InChI=1/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1
Std.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-GBXIJSLDBG
Std.InChIKey: AYFVYJQAPQTCCC-GBXIJSLDSA-N
SMILES : C[C@H]([C@@H](C(=O)O)N)O
MDL: MFCD00064270
Molar Refractivity : 27.13 ± 0.3 cm3 (est)
Parachor : 253.6 ± 4.0 cm3 (est)
Index of Refraction : 1.507 ± 0.02 (est)
Surface Tension : 60.0 ± 3.0 dyne/cm (est)
Density : 1.307 ± 0.06 g/cm3 (est)
Polarizability : 10.75 ± 0.5 10-24cm3 (est)

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:2119 L-threonine
FEMA Number:4710 L-threonine
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):72-19-5 ; L-THREONINE
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart D--Special Dietary and Nutritional Additives
Sec. 172.320 Amino acids.

Physical Properties:

Appearance:white crystalline powder (est)
Assay: 98.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 256.00 to 272.00 °C. @ 760.00 mm Hg
Flash Point: 325.00 °F. TCC ( 162.90 °C. ) (est)
logP (o/w): -2.940
Soluble in:
water, 2.79e+005 mg/L @ 25 °C (est)
water, 9.70E+04 mg/L @ 25 °C (exp)

Organoleptic Properties:

Suppliers:

A.M.G.L.T.
L-Threonine Feed Grade
Ajinomoto USA
AjiPure™ Threonine
Flavor: characteristic
Manufactured under cGMP conditions using no materials of animal origin.
Ajinomoto USA
L-Threonine
Flavor: characteristic
L-threonine is classified as an essential amino acid. Humans do not synthesize L-threonine, so it must be obtained through the diet. The male adult’s daily requirement is 7 mg per kg of body weight. Most people will get sufficient L-threonine through the diet, but as threonine content in grains is low, vegetarians are more likely than others to have deficiencies and should consider supplementation.
Alfa Biotechnology
For experimental / research use only.
L-Threonine 98%
BBFY Industrial
L-Threonine Feed Grade
BOC Sciences
For experimental / research use only.
H-Thr-OH >98%
Charkit Chemical
THREONINE, L-
Foodchem International
L-Threonine
Glentham Life Sciences
L-Threonine, GlenCell?, suitable for cell culture
Glentham Life Sciences
L-Threonine
Graham Chemical
L-Threonine
Indis NV
For experimental / research use only.
L-Threonine
OQEMA
Threonine
Penta International
L-THREONINE NATURAL
Penta International
L-THREONINE
Prinova
L-Threonine
Sigma-Aldrich
For experimental / research use only.
L-Threonine reagent grade, ≥98% (TLC)
TCI AMERICA
For experimental / research use only.
L-(-)-Threonine >99.0%(T)
The Good Scents Company
L-THREONINE 98.5% FEED GRADE (AS IS BASIS)
Flavor: sweet
ADM L-Threonine is a high quality product specifically designed for the feed industry. Produced from advanced technology, ADM L-Threonine is composed of 100% isomerically pure L-Threonine, which translates into 100% bioavailability for swine, poultry, and other animals.
United International
L-Threonine Nat.

Safety Information:

Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-rat LD50 3098 mg/kg
BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Archives of Biochemistry and Biophysics. Vol. 58, Pg. 253, 1955.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in Use Information:

Category:
special dietary and nutritional additives
Recommendation for laevo-threonine usage levels up to:
not for fragrance use.
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 25
Click here to view publication 25
average usual ppmaverage maximum ppm
baked goods: 50.00000200.00000
beverages(nonalcoholic): 50.00000200.00000
beverages(alcoholic): 50.00000200.00000
breakfast cereal: 50.00000200.00000
cheese: 50.00000200.00000
chewing gum: 50.00000200.00000
condiments / relishes: 50.00000200.00000
confectionery froastings: 50.00000200.00000
egg products: 50.00000200.00000
fats / oils: 50.00000200.00000
fish products: 50.00000200.00000
frozen dairy: 50.00000200.00000
fruit ices: 50.00000200.00000
gelatins / puddings: 50.00000200.00000
granulated sugar: 50.00000200.00000
gravies: 50.00000200.00000
hard candy: 50.00000200.00000
imitation dairy: 50.00000200.00000
instant coffee / tea: 50.00000200.00000
jams / jellies: 50.00000200.00000
meat products: 50.00000200.00000
milk products: 50.00000200.00000
nut products: 50.00000200.00000
other grains: 50.00000200.00000
poultry: 50.00000200.00000
processed fruits: 50.00000200.00000
processed vegetables: 50.00000200.00000
reconstituted vegetables: 50.00000200.00000
seasonings / flavors: 50000.00000100000.00000
snack foods: 50.00000200.00000
soft candy: 50.00000200.00000
soups: 50.00000200.00000
sugar substitutes: 50.00000200.00000
sweet sauces: 50.00000200.00000

Safety References:

European Food Safety Authority (EFSA) reference(s):

Scientific opinion on the safety and efficacy of L-threonine produced by Escherichia coli (FERM BP-10942) for all animal species based on a dossier submitted by Ajinomoto Eurolysine SAS
View page or View pdf

Scientific Opinion on the safety and efficacy of L-threonine produced by Escherichia coli for all animal species, based on a dossier submitted by HELM AG on behalf of Global Bio-Chem Technology
View page or View pdf

Scientific Opinion on the safety and efficacy of L-threonine produced by Escherichia coli for all animal species, based on a dossier submitted by HELM AG on behalf of Star Lake Bioscience Co.
View page or View pdf

Scientific Opinion on the safety and efficacy of L-threonine produced by Escherichia coli (FERM BP-11383) for all animal species, based on a dossier submitted by Ajinomoto Eurolysine S.A.S.
View page or View pdf

Scientific Opinion on the safety and efficacy of L-threonine produced by Escherichia coli for all animal species based on a dossier submitted by HELM AG on behalf of Meihua Holdings Group Co. Ltd
View page or View pdf

Scientific Opinion on the safety and efficacy of L-threonine produced by Escherichia coli strains NRRL B-30843, DSM 26131, KCCM11133P or DSM 25085 for all animal species based on a dossier submitted by AMAC EEIG
View page or View pdf

Safety of L-threonine produced by fermentation using Escherichia coli CGMCC 3703, for all animal species based on a dossier submitted by GBT Europe GmbH
View page or View pdf

Safety of L-threonine, technically pure, produced by fermentation with Escherichia coli CGMCC 7.58 for all animal species based on a dossier submitted by Feedway Europe NV
View page or View pdf

Safety and efficacy of l-threonine produced by fermentation with Escherichia coli CGMCC 11473 for all animal species
View page or View pdf

Safety and efficacy of l-threonine produced by fermentation with Corynebacterium glutamicum ����� for all animal species
View page or View pdf

Safety and efficacy of l-threonine produced using Escherichia coliCGMCC 13325 as a feed additive for all animal species
View page or View pdf

EPI System: View
ClinicalTrials.gov:search
Daily Med:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):72-19-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6288
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
(2S,3R)-2-amino-3-hydroxybutanoic acid
Chemidplus:0000072195
RTECS:XO8590000 for cas# 72-19-5

References:

(2S,3R)-2-amino-3-hydroxybutanoic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:72-19-5
Pubchem (cid):6288
Pubchem (sid):134972477

Other Information:

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
Golm Metabolome Database:Search
Metabolomics Database:Search
UM BBD:Search
KEGG (GenomeNet):C00188
HMDB (The Human Metabolome Database):HMDB00167
FooDB:FDB011999
YMDB (Yeast Metabolome Database):YMDB00214
Export Tariff Code:2922.50.5000
FDA Listing of Food Additive Status:View
MedlinePlusSupp:View
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

Potential Blenders and core components :

None Found

Potential Uses:

antistatic agents

Occurrence (nature, food, other):

almond seed
Search Trop Picture
apple fruit
Search Trop Picture
apricot fruit
Search Trop Picture
artichoke jerusalem artichoke tuber
Search Trop Picture
asparagus shoot
Search Trop Picture
avocado fruit
Search Trop Picture
banana fruit
Search Trop Picture
basil leaf
Search Trop Picture
bean adzuki bean seed
Search Trop Picture
bean asparagus bean fruit
Search Trop Picture
bean asparagus bean seed
Search Trop Picture
bean banner bean seed
Search Trop Picture
bean black bean fruit
Search Trop Picture
bean black bean seed
Search Trop Picture
bean black bean sprout
Search Trop Picture
bean butter bean seed
Search Trop Picture
bean fava bean seed
Search Trop Picture
bean field bean fruit
Search Trop Picture
bean field bean seed
Search Trop Picture
bean mung bean seed
Search Trop Picture
bean mung bean sprout
Search Trop Picture
bean winged bean leaf
Search Trop Picture
bean winged bean seed
Search Trop Picture
bean winged bean tuber
Search Trop Picture
bean yam bean tuber
Search Trop Picture
beet root
Search Trop Picture
blueberry fruit
Search Trop Picture
brazil nut
Search Trop Picture
breadfruit fruit
Search Trop Picture
breadfruit seed
Search Trop Picture
broccoli asparagus broccoli leaf
Search Trop Picture
brussel sprout leaf
Search Trop Picture
buckwheat seed
Search Trop Picture
burdock root
Search Trop Picture
butternut seed
Search Trop Picture
cabbage leaf
Search Trop Picture
cacao bean
Search Trop Picture
caraway seed
Search Trop Picture
carob bean seed
Search Trop Picture
carrot root
Search Trop Picture
cashew nut
Search Trop Picture
cassava root
Search Trop Picture
cayenne fruit
Search Trop Picture
celery plant
Search Trop Picture
chayote fruit
Search Trop Picture
cherry sour cherry fruit
Search Trop Picture
chestnut sweet chestnut nut
Search Trop Picture
chickpea seed
Search Trop Picture
chicory leaf
Search Trop Picture
chive leaf
Search Trop Picture
coconut leaf
Search Trop Picture
coconut seed
Search Trop Picture
coriander leaf
Search Trop Picture
corn seed
Search Trop Picture
cucumber fruit
Search Trop Picture
currant black currant fruit juice
Search Trop Picture
date palm fruit
Search Trop Picture
dill seed
Search Trop Picture
eggplant fruit
Search Trop Picture
endive leaf
Search Trop Picture
evening-primrose seed
Search Trop Picture
fennel seed
Search Trop Picture
fenugreek leaf
Search Trop Picture
fenugreek seed
Search Trop Picture
fig fruit
Search Trop Picture
flax seed
Search Trop Picture
garlic bulb
Search Trop Picture
garlic leaf
Search Trop Picture
ginger root
Search Trop Picture
ginger shoot
Search Trop Picture
ginger tuber
Search Trop Picture
ginkgo biloba seed
Search Trop Picture
goosefoot leaf
Search Trop Picture
gourd calabash gourd fruit
Search Trop Picture
grape fruit
Search Trop Picture
guava fruit
Search Trop

Synonyms:

ajipure threonine
(2S,3R)-2-amino-3-hydroxybutanoic acid
(R-(R*,S*))-2-amino-3-hydroxybutanoic acid
[R-(R*,S*)]-2-amino-3-hydroxybutanoic acid
2-amino-3-hydroxybutanoic acid, (R-(R*,S*))-
(2S,3R)-2-amino-3-hydroxybutyric acid
L-2-amino-3-hydroxybutyric acid
butanoic acid, 2-amino-3-hydroxy-, (R-(R*,S*))-
L-threonin
(2S,3R)-threonine
(2S,3R)-(-)-threonine
(S)-threonine
L-threonine
L-(-)-threonine

Articles:

PubMed:Biotechnological production of amino acids and derivatives: current status and prospects.
Leffingwell & Associates:Flavor Properties of FEMA GRAS List 25 flavor chemicals
PubMed:The effects of glycine, L-threonine, and L-cystine supplementation to a 9% casein diet on the conversions of L-tryptophan to nicotinamide and to serotonin in rats.
PubMed:The role of ACT-like subdomain in bacterial threonine dehydratases.
PubMed:Molecular evolution of threonine dehydratase in bacteria.
PubMed:Campylobacter jejuni pdxA affects flagellum-mediated motility to alter host colonization.
PubMed:Effect of metformin on the urinary metabolites of diet-induced-obese mice studied by ultra performance liquid chromatography coupled to time-of-flight mass spectrometry (UPLC-TOF/MS).
PubMed:Leucine is essential for attenuating fetal growth restriction caused by a protein-restricted diet in rats.
PubMed:Optimal production of L-threo-2,3-dihydroxyphenylserine (L-threo-DOPS) on a large scale by diastereoselectivity-enhanced variant of L-threonine aldolase expressed in Escherichia coli.
PubMed:Draft genome sequence of Escherichia coli XH001, a producer of L-threonine in industry.
PubMed:Dietary self-selection of protein-unbalanced diets supplemented with three essential amino acids in Nile tilapia.
PubMed:Gelatin enhances 2-keto-L-gulonic acid production based on Ketogulonigenium vulgare genome annotation.
PubMed:Metabolic engineering of Escherichia coli and Corynebacterium glutamicum for the production of L-threonine.
PubMed:The effect of the combination of reducing and oxidising agents on the viscoelastic properties of dough and sensory characteristics of buns.
PubMed:Metabolic pathways and fermentative production of L-aspartate family amino acids.
PubMed:Safety assessment of N-acetyl-L-threonine.
PubMed:Construction of a novel shuttle vector for use in Brevibacterium flavum, an industrial amino acid producer.
PubMed:Enhanced synthesis of L-threo-3,4-dihydroxyphenylserine by high-density whole-cell biocatalyst of recombinant L-threonine aldolase from Streptomyces avelmitilis.
PubMed:Molecular analysis of the Salmonella typhimurium tdc operon regulation.
PubMed:Allelic variation of the Tas1r3 taste receptor gene selectively affects taste responses to sweeteners: evidence from 129.B6-Tas1r3 congenic mice.
PubMed:Amino acid and carbohydrate preferences in C57BL/6ByJ and 129P3/J mice.
PubMed:Nitrogen-fixing and cellulose-producing Gluconacetobacter kombuchae sp. nov., isolated from Kombucha tea.
PubMed:On-column coaxial flow chemiluminescence detection for underivatized amino acids by pressurized capillary electrochromatography using a monolithic column.
PubMed:Improved L-threonine production of Escherichia coli mutant by optimization of culture conditions.
PubMed:Characterization of germination receptors of Bacillus cereus ATCC 14579.
PubMed:Regulation of aspartokinase, aspartate semialdehyde dehydrogenase, dihydrodipicolinate synthase and dihydrodipicolinate reductase in Lactobacillus plantarum.
PubMed:Effect of adding dietary L-lysine, L-threonine and L-methionine to a low gluten diet on urea synthesis in rats.
PubMed:Pseudoalteromonas sagamiensis sp. nov., a marine bacterium that produces protease inhibitors.
PubMed:Industrial production of amino acids by coryneform bacteria.
PubMed:Metabolic engineering of acetaldehyde production by Streptococcus thermophilus.
PubMed:Chlorosis-inducing products from Pseudomonas syringae pathovars: new N-coronafacoyl compounds.
PubMed:Changes in nitrogen compounds in must and wine during fermentation and biological aging by flor yeasts.
PubMed:The effects of tannins on nutrient utilisation in the White Pekin duck.
PubMed:Effect of amino acids on the composition and properties of extruded mixtures of wheat flour and glucose.
PubMed:Origin of acetaldehyde during milk fermentation using (13)C-labeled precursors.
PubMed:Time course and pattern of compensatory ingestive behavioral adjustments to lysine deficiency in rats.
PubMed:Vicinal diketone formation in yogurt: (13)C precursors and effect of branched-chain amino acids.
PubMed:Pyrazine formation from serine and threonine.
PubMed:L-threonine injection into PPC modifies food intake, lateral hypothalamic activity, and sympathetic discharge.
PubMed:Dietary protein and amino acid levels alter threonine dehydrogenase activity in hepatic mitochondria of Gallus domesticus.
PubMed:Crystalline lysine and threonine supplementation of soft red winter wheat or triticale, low-protein diets for growing-finishing swine.
PubMed:Response of rainbow trout (Oncorhynchus mykiss) growing from 50 to 170 g to supplements of either L-arginine or L-threonine in a semipurified diet.
PubMed:Influence of high dietary threonine on growth and amino acids in blood and tissues of rats.
PubMed:Anorexic action of a new potential neuropeptide Y antagonist [D-Tyr27,36, D-Thr32]-NPY (27-36) infused into the hypothalamus of the rat.
PubMed:The addition of glutamic acid or protein to a threonine-deficient diet differentially affects growth performance and threonine dehydrogenase activity in fattening pigs.
PubMed:Nutritional profile and antimicrobial spectrum of the spice Aframomum danielli K. Schum.
PubMed:Timing and dose of amino acids injected into prepyriform cortex influence food intake.
PubMed:Amino acid-supplemented raw soybean diets for finishing swine.
PubMed:Performance and nutrient balance in growing swine fed low-protein diets supplemented with amino acids and potassium.
PubMed:Behavior of L-threonine-degrading enzymes during liver regeneration.
PubMed:Comparative effects of individual amino acid excesses when added to a corn-soybean meal diet: effects on growth and dietary choice in the chick.
PubMed:Effect of excess levels of methionine, tryptophan, arginine, lysine or threonine on growth and dietary choice in the pig.
PubMed:Amino acid excesses for young pigs: effects of excess methionine, tryptophan, threonine or leucine.
PubMed:Weight gain, feed conversion efficiency and plasma free lysine as response criteria in evaluating supplements of lysine plus threonine and lysine plus tryptophan to deficient diets for rats.
PubMed:Preparative resolution of D,L-threonine catalyzed by immobilized phosphatase.
PubMed:Threonine metabolism of chicks fed threonine-imbalanced diets.
PubMed:Fetal growth retardation induced by dietary imbalance of threonine and dispensable amino acids, with adequate energy and protein-equivalent intakes, in pregnant rats.
PubMed:Protein quality, food intake and growth in normal and Walker 256 carcinosarcoma-bearing rats.
PubMed:The amino acid supplementation of barley for the growing pig. 2. Optimal additions of lysine and threonine for growth.
PubMed:Effect of diets supplemented with amino acids on intestinal sucrase and leucine aminopeptidase activities in rats.
PubMed:Bioavailability of acetylated derivatives of methionine, threonine, and lysine.
PubMed:Involvement of food intake in the lysine-arginine antagonism in chicks.
CONTENTS
Copyright © 2023 All Rights Reserved