meso-2,3-butane diol
meso-2,3-butanediol
Identification
| Name | meso-2,3-butane diol |
| CAS Number | 5341-95-7 |
| FDA UNII | F5IA8X9O8M |
| Molecular Formula | C4 H10 O2 |
| Molecular Weight | 90.12210000 |
| MDL Number | MFCD00077669 |
| Nikkaji Number | J238.550C |
| Beilstein | 1718900 |
| XlogP3 | -0.90 (est) |
Regulatory
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 33.00 °C. @ 760.00 mm Hg |
| Boiling Point | 183.50 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.380000 mmHg @ 25.00 °C. |
| Flash Point | 185.00 °F. TCC ( 85.00 °C. ) |
| logP (o/w) | -0.655 (est) |
| Soluble in | alcohol |
No sensory data available
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 | information only not used for fragrances or flavors |
| Recommendation for meso-2,3-butane diol usage levels up to | not for fragrance use. |
| Recommendation for meso-2,3-butane diol flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
(2R,3S)-
butane-2,3-diol
(2R,3S)-rel-2,3-
butanediol
meso-2,3-
butanediol
2,3-
butanediol (meso)
2,3-
butanediol, (2R,3S)-
2,3-
butanediol, (R*, S*)-
2,3-
butanediol, meso-
erythro-2,3-butane diol
PubMed:
2-Butanol and Butanone Production in Saccharomyces cerevisiae through Combination of a B12 Dependent Dehydratase and a Secondary Alcohol Dehydrogenase Using a TEV-Based Expression System.
PubMed:
Cloning, expression and characterization of glycerol dehydrogenase involved in 2,3-butanediol formation in Serratia marcescens H30.
PubMed:
Genome Sequence of meso-2,3-Butanediol-Producing Strain Serratia marcescens ATCC 14041.
PubMed:
Mechanism of 2,3-butanediol stereoisomer formation in Klebsiella pneumoniae.
PubMed:
Deletion of meso-2,3-butanediol dehydrogenase gene budC for enhanced D-2,3-butanediol production in Bacillus licheniformis.
PubMed:
Glycerol dehydrogenase plays a dual role in glycerol metabolism and 2,3-butanediol formation in Klebsiella pneumoniae.
PubMed:
Efficient bioconversion of 2,3-butanediol into acetoin using Gluconobacter oxydans DSM 2003.
PubMed:
Synthesis of 2,3-butanediol by Synechocystis sp. PCC6803 via heterologous expression of a catabolic pathway from lactic acid- and enterobacteria.
PubMed:
Improved cellobiose utilization in E. coli by including both hydrolysis and phosphorolysis mechanisms.
PubMed:
A newly isolated Bacillus licheniformis strain thermophilically produces 2,3-butanediol, a platform and fuel bio-chemical.
PubMed:
Enantiomeric recognition of amino acid salts by macrocyclic crown ethers derived from enantiomerically pure 1,8,9,16-tetrahydroxytetraphenylenes.
PubMed:
A new NAD(H)-dependent meso-2,3-butanediol dehydrogenase from an industrially potential strain Serratia marcescens H30.
PubMed:
High-yield production of meso-2,3-butanediol from cellodextrin by engineered E. coli biocatalysts.
PubMed:
Cloning, expression and characterization of meso-2,3-butanediol dehydrogenase from Klebsiella pneumoniae.
PubMed:
Synthesis of pure meso-2,3-butanediol from crude glycerol using an engineered metabolic pathway in Escherichia coli.
PubMed:
Aromatic compounds from the halotolerant fungal strain of Wallemia sebi PXP-89 in a hypersaline medium.
PubMed:
Characterization of a zinc-containing alcohol dehydrogenase with stereoselectivity from the hyperthermophilic archaeon Thermococcus guaymasensis.
PubMed:
D-2,3-butanediol production due to heterologous expression of an acetoin reductase in Clostridium acetobutylicum.
PubMed:
Relationship between changes in the total concentration of acetic acid bacteria and major volatile compounds during the acetic acid fermentation of white wine.
PubMed:
Microbial production of meso-2,3-butanediol by metabolically engineered Escherichia coli under low oxygen condition.
PubMed:
Metabolic engineering of acetoin and meso-2, 3-butanediol biosynthesis in E. coli.
PubMed:
Effects of straight chain alcohols on specific isoforms of adenylyl cyclase.
PubMed:
Role of Saccharomyces cerevisiae oxidoreductases Bdh1p and Ara1p in the metabolism of acetoin and 2,3-butanediol.
PubMed:
From simple diols to carbohydrate derivatives of phenylarsonic acid.
PubMed:
Determination of 2,3-butanediol and 2-hydroxybutanone stereoisomers in batteries of traditional balsamic vinegar.
PubMed:
Fermentation product butane 2,3-diol induces Ca2+ transients in E. coli through activation of lanthanum-sensitive Ca2+ channels.
PubMed:
Male-specific EAD active compounds produced by female European chafer Rhizotrogus majalis (Razoumowsky).
PubMed:
Chiral direction and interconnection of helical three-connected networks in metal-organic frameworks.
PubMed:
Ab initio conformational studies on diols and binary diol-water systems using DFT methods. Intramolecular hydrogen bonding and 1:1 complex formation with water.
PubMed:
Crystallization and preliminary X-ray studies of meso-2,3-butanediol dehydrogenase from Klebsiella pneumoniae IAM1063.
PubMed:
Crystal structure of meso-2,3-butanediol dehydrogenase in a complex with NAD+ and inhibitor mercaptoethanol at 1.7 A resolution for understanding of chiral substrate recognition mechanisms.
PubMed:
Structural analysis of diols by electrospray mass spectrometry on boric acid complexes.
PubMed:
Production of 2,3-butanediol by newly isolated Enterobacter cloacae.
PubMed:
Separation of racemic from meso-2,3-butanediol
PubMed:
Formation of a chiral acetoinic compound from diacetyl by Escherichia coli expressing meso-2,3-butanediol dehydrogenase.
PubMed:
The production of D-acetoin by a transgenic Escherichia coli.
PubMed:
An electron paramagnetic resonance study on the mechanism-based inactivation of adenosylcobalamin-dependent diol dehydrase by glycerol and other substrates.
PubMed:
Metabolism of 2,3-butanediol stereoisomers in the perfused rat liver.
PubMed:
Enantio- and regioselectivity in the epoxide-hydrolase-catalyzed ring opening of aliphatic oxiranes: Part II: Dialkyl- and trialkylsubstituted oxiranes.
PubMed:
Properties of 2,3-Butanediol Dehydrogenases from Lactococcus lactis subsp. lactis in Relation to Citrate Fermentation.
PubMed:
Assay of physiological levels of 2,3-butanediol diastereomers in blood and urine by gas chromatography-mass spectrometry.
PubMed:
Short chain diol metabolism in human disease states.
PubMed:
The measurement of 1,2-propanediol, D, L-2,3-butanediol and meso-2,3-butanediol in controls and alcoholic cirrhotics.
PubMed:
Electron-capture, capillary column gas chromatographic determination of low-molecular-weight diols in serum.
PubMed:
Production of 2-butanol through meso-2,3-butanediol consumption in lactic acid bacteria.