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47014

Sigma-Aldrich

L-Lactaldehyde solution

1 M in H2O

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C3H6O2
CAS Number:
3913-64-2
Molecular Weight:
74.08
MDL number:
MFCD00870228
UNSPSC Code:
12352106
PubChem Substance ID:
329757286
NACRES:
NA.25
Pricing and availability is not currently available.

assay

≥95.0% (TLC)

Quality Level

100

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-/m0/s1

InChI key

BSABBBMNWQWLLU-VKHMYHEASA-N

Biochem/physiol Actions

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.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1662
BCCL4146
BCCF0415
BCBP1883V
BCBP1883

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Y Zhu et al.
Journal of bacteriology, 171(2), 862-867 (1989-02-01)
Catabolism of the six-carbon compound L-fucose results in formation of dihydroxyacetone phosphate (C-1-to-C-3 fragment) and L-lactaldehyde (C-4-to-C-6 fragment) as intermediates. The fate of lactaldehyde depends on the respiratory growth conditions. Aerobically, lactaldehyde is oxidized to L-lactate by an NAD-linked dehydrogenase
Cristina Montella et al.
Journal of bacteriology, 187(14), 4957-4966 (2005-07-05)
The FucO protein, a member of the group III "iron-activated" dehydrogenases, catalyzes the interconversion between L-lactaldehyde and L-1,2-propanediol in Escherichia coli. The three-dimensional structure of FucO in a complex with NAD(+) was solved, and the presence of iron in the
THE METABOLISM OF LACTALDEHYDE. VI. THE REDUCTION OF D- AND L-LACTALDEHYDE IN RAT LIVER.
S M TING et al.
Biochimica et biophysica acta, 89, 217-225 (1964-08-26)
L Baldomà et al.
Journal of bacteriology, 170(1), 416-421 (1988-01-01)
L-Lactaldehyde is a branching point in the metabolic pathway of L-fucose and L-rhamnose utilization. Under aerobic conditions, L-lactaldehyde is oxidized to L-lactate by the enzyme lactaldehyde dehydrogenase, while under anaerobic conditions, L-lactaldehyde is reduced to L-1,2-propanediol by the enzyme propanediol
Seiya Watanabe et al.
The FEBS journal, 275(20), 5139-5149 (2008-09-17)
Fungal Pichia stipitis and bacterial Azotobacter vinelandii possess an alternative pathway of L-rhamnose metabolism, which is different from the known bacterial pathway. In a previous study (Watanabe S, Saimura M & Makino K (2008) Eukaryotic and bacterial gene clusters related

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