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42418

Sigma-Aldrich

D-Lactaldehyde solution

≥95.0% (TLC), liquid

Synonym(s):

(2R)-2-Hydroxypropanal solution, (R)-2-Hydroxypropionaldehyde solution

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About This Item

Empirical Formula (Hill Notation):
C3H6O2
CAS Number:
3946-09-6
Molecular Weight:
74.08
UNSPSC Code:
12352202
PubChem Substance ID:
329756223
NACRES:
NA.32

product name

D-Lactaldehyde solution, 1 M in H2O

Assay

≥95.0% (TLC)

Quality Level

100

form

liquid

optical purity

enantiomeric ratio: ≥98.0:2.0 (HPLC)

concentration

1 M in H2O

storage temp.

−20°C

SMILES string

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

InChI

1S/C3H6O2/c1-3(5)2-4/h2-3,5H,1H3/t3-/m1/s1

InChI key

BSABBBMNWQWLLU-GSVOUGTGSA-N

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.

Storage Class Code

10 - Combustible liquids

WGK

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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P J Thornalley
Amino acids, 6(1), 15-23 (1994-02-01)
The formation of the reactiveα,β-dicarbonyl metabolite, methylglyoxal, is increased during hyperglycaemia associated with diabetes mellitus. Methylglyoxal is metabolised to S-D-lactoylglutathione and D-lactate by the glyoxalase system and to hydroxyacetone (95%) and D-lactaldehyde by aldose reductase. Methylglyoxal and hydroxyacetone bind and
D-Fucose metabolism in a pseudomonad. IV. Cleavage of 2-keto-3-deoxy-D-fuconate to pyruvate and D-lactaldehyde by 2-keto-3-deoxy-L-arabonate aldolase.
A S Dahms et al.
The Journal of biological chemistry, 247(7), 2238-2241 (1972-04-10)
THE METABOLISM OF LACTALDEHYDE. VII. THE OXIDATION OF D-LACTALDEHYDE IN RAT LIVER.
S M TING et al.
Biochimica et biophysica acta, 97, 407-415 (1965-03-08)
D L Vander Jagt et al.
The Journal of biological chemistry, 267(7), 4364-4369 (1992-03-05)
The substrate specificities of human aldose reductase and aldehyde reductase toward trioses, triose phosphates, and related three-carbon aldehydes and ketones were evaluated. Both enzymes are able to catalyze the NADPH-dependent reduction of all of the substrates used. Aldose reductase shows

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