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49426

Sigma-Aldrich

DL-Lactaldehyde solution

~1 M in H2O

Synonym(s):

2-Hydroxypropanal solution, 2-Hydroxypropionaldehyde solution

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About This Item

Empirical Formula (Hill Notation):
C3H6O2
CAS Number:
Molecular Weight:
74.08
Beilstein:
1719827
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25

Assay

≥95% (TLC)

Quality Level

concentration

~1 M in H2O

storage temp.

−20°C

SMILES string

[H]C(C(O)C)=O

InChI

1S/C3H6O2/c1-3(5)2-4/h2-3,5H,1H3

InChI key

BSABBBMNWQWLLU-UHFFFAOYSA-N

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Biochem/physiol Actions

D-Lactaldehyde is an intermediate in the pyruvate metabolic pathway. Pyruvaldehyde is irreversibly produced from D-lactaldehyde via the enzyme glyoxylate reductase. L-lactaldehyde is an intermediate metabolite in the pyruvate metabolism pathway and is irreversibly produced from pyruvaldehyde via the enzyme aldehyde reductase, which is then irreversibly converted to propylene glycol via aldehyde reductase.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Proceedings of the National Academy of Sciences of the United States of America, 113(49), E7937-E7946 (2016-11-20)
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Biochimica et biophysica acta, 1862(1), 18-39 (2017-10-12)
High methylglyoxal content disrupts cell physiology, but mammals have scavengers to prevent glycolytic and mitochondrial dysfunctions. In yeast, methylglyoxal accumulation triggers methylglyoxal-oxidizing alcohol dehydrogenase (Adh1) activity. While methylglyoxal reductases and glyoxalases have been well studied in prokaryotes and eukaryotes, experimental
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Enzymic Synthesis of L-Fucose and Analogs
Wong, C.-H., et al.
The Journal of Organic Chemistry, 60, 7360-7363 (1995)

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