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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:
598-35-6
Molecular Weight:
74.08
Beilstein/REAXYS Number:
1719827
MDL number:
MFCD21662062
UNSPSC Code:
12352106
PubChem Substance ID:
329757448
NACRES:
NA.25

assay

≥95% (TLC)

Quality Level

100

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
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Melina Kerou et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(49), E7937-E7946 (2016-11-20)
Ammonia-oxidizing archaea (AOA) are among the most abundant microorganisms and key players in the global nitrogen and carbon cycles. They share a common energy metabolism but represent a heterogeneous group with respect to their environmental distribution and adaptions, growth requirements
Manuela Centanni et al.
Applied and environmental microbiology, 85(7) (2019-01-27)
Infants fed breast milk harbor a gut microbiota in which bifidobacteria are generally predominant. The metabolic interactions of bifidobacterial species need investigation because they may offer insight into the colonization of the gut in early life. Bifidobacterium bifidum ATCC 15696
Lingfeng Zhu et al.
Applied microbiology and biotechnology, 100(3), 1241-1251 (2015-10-12)
The pure stereoisomers of 1,2-propanediol (1,2-PDO) could be used as starting materials to synthesize high value-added specialty chemicals and chiral pharmaceutical products. As the stereoisomers of 1,2-PDO cannot be obtained by traditional chemical synthesis processes, biotechnological processes have gained increasing
Min-Kyu Kwak et al.
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
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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