laevo-methionyl glycine
L-methionylglycine
Identification
| Name | laevo-methionyl glycine |
| IUPAC | 2-[[(2S)-2-amino-4-methylsulfanylbutanoyl]amino]acetic acid |
| CAS Number | 14486-03-4 |
| EINECS | 238-487-9 |
| FDA UNII | T872MM2E20 |
| Molecular Formula | C7 H14 N2 O3 S |
| Molecular Weight | 206.26518000 |
| MDL Number | MFCD00021730 |
| Nikkaji Number | J81.776G |
Regulatory
| JECFA Food Flavoring | 2122 L-methionylglycine |
| DG SANTE Food Flavourings | 17.037 L-methionylglycine |
| FEMA Number | 4692 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 14486-03-4 ; L-METHIONYLGLYCINE |
Physical Properties
| Appearance | white powder (est) |
| Assay | 98.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 190.00 to 201.00 °C. @ 760.00 mm Hg |
| Boiling Point | 487.00 to 488.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 479.00 °F. TCC ( 248.60 °C. ) (est) |
| logP (o/w) | -1.203 (est) |
| Soluble in | water, 1.725e+004 mg/L @ 25 °C (est) |
Organoleptic Properties
| Odor Description | at 1.00 % in propylene glycol. |
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | special dietary and nutritional additives |
| Recommendation for laevo-methionyl glycine usage levels up to | not for fragrance use. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 1.20 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI) | 24000 (μg/person/day) |
| Threshold of Concern | 90 (μg/person/day) |
| Structure Class | III |
| baked goods | 50.00000 |
| beverages(nonalcoholic) | - |
| beverages(alcoholic) | - |
| breakfast cereal | - |
| cheese | 50.00000 |
| chewing gum | - |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | - |
| fruit ices | - |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | 50.00000 |
| hard candy | - |
| imitation dairy | 50.00000 |
| instant coffee / tea | - |
| jams / jellies | - |
| meat products | - |
| milk products | 50.00000 |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | 50.00000 |
| reconstituted vegetables | - |
| seasonings / flavors | 50.00000 |
| snack foods | 50.00000 |
| soft candy | - |
| soups | 50.00000 |
| sugar substitutes | - |
| sweet sauces | - |
| Dairy products, excluding products of category 02.0 (01.0) | 150.00000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0) | - |
| Edible ices, including sherbet and sorbet (03.0) | - |
| Processed fruit (04.1) | 50.00000 |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2) | 50.00000 |
| Confectionery (05.0) | - |
| Chewing gum (05.3) | - |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0) | - |
| Bakery wares (07.0) | 50.00000 |
| Meat and meat products, including poultry and game (08.0) | - |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0) | - |
| Eggs and egg products (10.0) | - |
| Sweeteners, including honey (11.0) | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0) | 100.00000 |
| Foodstuffs intended for particular nutritional uses (13.0) | - |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1) | - |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2) | - |
| Ready-to-eat savouries (15.0) | 100.00000 |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0) | - |
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Potential Uses
Natural Occurrence
Synonyms
((S)-2-
amino-4-methylsulfanyl-butyrylamino)-acetic acid
2-[[(2S)-2-
amino-4-methylsulfanylbutanoyl]amino]acetic acid
((2S)-2-
amino-4-methylthiobutanoylamino)acetic acid
2-[(2S)-2-
amino-4-methylthiobutanoylamino]acetic acid
glycine, L-methionyl-
glycine, N-L-methionyl-
L-
methionylglycine
N-L-
methionylglycine
PubMed:
Hydrolysis of the amide bond in methionine-containing peptides catalyzed by various palladium(II) complexes: dependence of the hydrolysis rate on the steric bulk of the catalyst.
Leffingwell & Associates:
Flavor Properties of FEMA GRAS List 25 flavor chemicals
PubMed:
Reaction of [Pt(Gly-Gly-N,N',O)I]- with the N-acetylated dipeptide L-methionyl-L-histidine: selective platination of the histidine side chain by intramolecular migration of the platinum(II) complex.
PubMed:
Platinum(II) complexes with l-methionylglycine and l-methionyl-l-leucine ligands: synthesis, characterization and in vitro antitumoral activity.
PubMed:
Cisplatin mediates selective downstream hydrolytic cleavage of Met-(Gly)(n)-His segments (n=1,2) in methionine- and histidine-containing peptides: the role of ammine loss trans to the initial Pt-S(Met) anchor in facilitating amide hydrolysis.
PubMed:
Glycyl-L-sarcosine absorption across ovine omasal epithelium during coincubation with other peptide substrates and volatile fatty acids.
PubMed:
Absorption of L-carnosine, L-methionine, and L-methionylglycine by isolated sheep ruminal and omasal epithelial tissue.
PubMed:
Chloralanyl and propargylglycyl dipeptides. Suicide substrate containing antibacterials.
PubMed:
Coordination chemistry of peptides. Part II. Crystal structure of cyclo-L-methionylglycine and studies of metal complexation.
PubMed:
Determination of bioavailability of some long-chain N-substituted derivatives of L-methionine and L-lysine.
PubMed:
Small intestinal dipeptidases and disaccharidases in experimental uremia in rats.
PubMed:
[Use of small peptides to study the loss of available methionine, lysine and tryptophan during technological processing].
PubMed:
Oligopeptide transport in proline peptidase mutants of Salmonella typhimurium.
PubMed:
Effect of semi-starvation on intestinal absorption of L-methionine and the dipeptide L-methionyl-L-methionine in the rat.
PubMed:
Synthesis of L-methionyl-L-glutamuyl-L-histidyl-L-phenylalanyl-L-argin-vl-L-tryptophyl-glycine and its melanocvte-stimulating and corticotropin-releasing activity.