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54913

Sigma-Aldrich

Lithium β-hydroxypyruvate hydrate

≥97.0% (calc. based on dry substance, NT)

Synonym(s):

β-Hydroxypyruvic acid lithium salt hydrate, 3-Hydroxy-2-oxopropanoic acid lithium salt, 3-Hydroxy-2-oxopropionic acid lithium salt

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About This Item

Linear Formula:
HOCH2COCOOLi · aq
CAS Number:
Molecular Weight:
109.99 (anhydrous basis)
Beilstein:
5774840
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97.0% (calc. based on dry substance, NT)

impurities

~1 mol water

functional group

ketone

SMILES string

[Li+].O.OCC(=O)C([O-])=O

InChI

1S/C3H4O4.Li.H2O/c4-1-2(5)3(6)7;;/h4H,1H2,(H,6,7);;1H2/q;+1;/p-1

InChI key

YHTVWBANKNBEKJ-UHFFFAOYSA-M

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Application

  • Chiral polyol synthesis catalyzed by a thermostable Transketolase immobilized on Layered Double Hydroxides in Ionic liquids: Examines the catalytic applications of lithium β-hydroxypyruvate in chiral synthesis processes (Ali et al., 2015).

Other Notes

Substrate for transketolase; Preparation of optically pure L-2-hydroxy aldehydes

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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F. Effenberger et al.
Tetrahedron Letters, 33, 5157-5157 (1992)
Seong Pil Chung et al.
Journal of biochemistry, 148(6), 743-753 (2010-09-30)
D-amino acid oxidase (DAO) is a flavoenzyme that exists in the kidney, liver and brain of mammals. This enzyme catalyzes the oxidation of D-amino acids to the corresponding α-keto acid, hydrogen peroxide and ammonia. Recently D-serine, one of the substrates
Ronald G Duggleby
Journal of enzyme inhibition and medicinal chemistry, 20(1), 1-4 (2005-05-18)
Acetohydroxyacid synthase (Ec 2.2.1.6) catalyses the thiamine diphosphate-dependent reaction between two molecules of pyruvate yielding 2-acetolactacte and CO2. The enzyme will also utilise hydroxypyruvate with a k(cat) value that is 12% of that observed with pyruvate. When hydroxypyruvate is the
Renwick C J Dobson et al.
Protein science : a publication of the Protein Society, 17(12), 2080-2090 (2008-09-13)
In recent years, dihydrodipicolinate synthase (DHDPS, E.C. 4.2.1.52) has received considerable attention from a mechanistic and structural viewpoint. DHDPS catalyzes the reaction of (S)-aspartate-beta-semialdehyde with pyruvate, which is bound via a Schiff base to a conserved active-site lysine (Lys161 in
Chen Yang et al.
Journal of bacteriology, 190(5), 1773-1782 (2007-12-25)
Members of a novel glycerate-2-kinase (GK-II) family were tentatively identified in a broad range of species, including eukaryotes and archaea and many bacteria that lack a canonical enzyme of the GarK (GK-I) family. The recently reported three-dimensional structure of GK-II

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