meso-tartaric acid
butanedioic acid, 2,3-dihydroxy-, (2R,3S)-
Identification
| Name | meso-tartaric acid |
| IUPAC | (2R,3S)-2,3-dihydroxybutanedioic acid |
| CAS Number | 147-73-9 |
| EINECS | 205-696-1 |
| FDA UNII | JQO211TF1A |
| Molecular Formula | C4 H6 O6 |
| Molecular Weight | 150.08702000 |
| Nikkaji Number | J134.706C |
| XlogP3 | -1.90 (est) |
Regulatory
| FEMA Number | 3044 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 147.00 °C. @ 760.00 mm Hg |
| Soluble in | water, 5.60E+05 mg/L @ 20 °C (exp) |
No sensory data available
Safety Information
| 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 | flavoring agents |
| Recommendation for meso-tartaric acid usage levels up to | not for fragrance use. |
| baked goods | - |
| beverages(nonalcoholic) | - |
| beverages(alcoholic) | - |
| breakfast cereal | - |
| cheese | - |
| chewing gum | - |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | - |
| fruit ices | - |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | - |
| hard candy | - |
| imitation dairy | - |
| instant coffee / tea | - |
| jams / jellies | - |
| meat products | - |
| milk products | - |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | - |
| snack foods | - |
| soft candy | - |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
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Potential Uses
Natural Occurrence
Synonyms
butanedioic acid, 2,3-dihydroxy-, (2R,3S)-
(2R,3S)-2,3-
dihydroxybutanedioic acid
mesotartaric acid
(2R,3S)-
tartaric acid
(R,S)-
tartaric acid
PubMed:
Synthesis and the absolute configuration of both enantiomers of 4,5-dihydroxy-3-(formyl)cyclopent-2-enone acetonide as a new chiral building block for prostanoid synthesis.
PubMed:
Synthesis of tartaric acid analogues of FR258900 and their evaluation as glycogen phosphorylase inhibitors.
PubMed:
Isolation of rotational isomers and developments derived therefrom.
PubMed:
Phase selection and energetics in chiral alkaline Earth tartrates and their racemic and meso analogues: synthetic, structural, computational, and calorimetric studies.
PubMed:
Dicarboxylic acid esters as transdermal permeation enhancers: effects of chain number and geometric isomers.
PubMed:
Phenolic compounds in field horsetail (Equisetum arvense L.) as natural antioxidants.
PubMed:
Role of the gauche effect and local 1,3-dipole-dipole interactions in stabilizing an unusual conformation of tartarodinitriles.
PubMed:
A novel highly acidic polysaccharide with inhibitory activity on calcification from the calcified scale "coccolith" of a coccolithophorid alga, Pleurochrysis haptonemofera.
PubMed:
Surface chirality of CuO thin films.
PubMed:
[Vasorelaxant activity of caffeic acid derivatives from Cichorium intybus and Equisetum arvense].
PubMed:
Chiral quantification of D-, L-, and meso-tartaric acid mixtures using a mass spectrometric kinetic method.
PubMed:
Synthesis and conformational analysis of small peptides containing 6-endo-BT(t)L scaffolds as reverse turn mimetics.
PubMed:
Depsipeptide dendrimers.
PubMed:
Introduction of the new dipeptide isostere 7-endo-BtA as reverse turn inducer in a Bowman-Birk proteinase inhibitor: synthesis and conformational analysis.
PubMed:
Studies toward the synthesis of pinolidoxin, a phytotoxic nonenolide from the fungus Ascochyta pinodes. Determination of the configuration at the C-7, C-8, and C-9 chiral centers and stereoselective synthesis of the C(6)-C(18) fragment.
PubMed:
Candida tartarivorans sp. nov., an anamorphic ascomycetous yeast with the capacity to degrade L(+)- and meso-tartaric acid.
PubMed:
The reaction of hyaluronic acid and its monomers, glucuronic acid and N-acetylglucosamine, with reactive oxygen species.
PubMed:
Electron microscopic study of supramolecular liquid crystalline polymers formed by molecular-recognition-directed self-assembly from complementary chiral components.
PubMed:
Utilization of tartaric acid and related compounds by yeasts: taxonomic implications.
PubMed:
Purification, characterization and preliminary X-ray study of fumarase from Saccharomyces cerevisiae.
PubMed:
A rheological study of the role of additives on the setting of glass-ionomer cements.
PubMed:
Purification and characterization of hydroxycinnamoyl D-glucose. Quinate hydroxycinnamoyl transferase in the root of sweet potato, Ipomoea batatas Lam.
PubMed:
D-Malic enzyme of Pseudomonas fluorescens.
PubMed:
Stereoisomeric Characterization of Tartaric Acid Produced during l-Ascorbic Acid Metabolism in Plants.
PubMed:
p-Coumaroyl-meso-tartaric acid from spinach chloroplast preparations.