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73572

Sigma-Aldrich

L-(−)-Glyceraldehyde

≥90% (HPLC)

Synonym(s):

(2S)-2,3-Dihydroxypropanal

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About This Item

Empirical Formula (Hill Notation):
C3H6O3
CAS Number:
Molecular Weight:
90.08
Beilstein:
1720475
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

Quality Level

Assay

≥90% (HPLC)

form

liquid

optical activity

[α]/D -11.0±3.0°, c = 2 in H2O (after 24 h)

color

colorless

solubility

water: soluble 30 g/L at 18 °C

storage temp.

2-8°C

SMILES string

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

InChI

1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2/t3-/m1/s1

InChI key

MNQZXJOMYWMBOU-GSVOUGTGSA-N

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Application


  • L-Glyceraldehyde Inhibits Neuroblastoma Cell Growth via a Multi-Modal Mechanism on Metabolism and Signaling.: This research highlights the inhibitory effects of L-Glyceraldehyde on neuroblastoma cell growth, revealing its impact through multiple pathways in metabolism and cell signaling (Forbes M et al., 2024).

Biochem/physiol Actions

L-(-)-Glyceraldehyde is an important intermediate in carbohydrate metabolism.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

233.6 °F - closed cup

Flash Point(C)

112 °C - closed cup


Certificates of Analysis (COA)

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David A Korasick et al.
Journal of molecular biology, 431(3), 576-592 (2018-12-24)
Heterokonts, Alveolata protists, green algae from Charophyta and Chlorophyta divisions, and all Embryophyta plants possess an aldehyde dehydrogenase (ALDH) gene named ALDH12. Here, we provide a biochemical characterization of two ALDH12 family members from the lower plant Physcomitrella patens and
Nina Richter et al.
Biotechnology and bioengineering, 106(4), 541-552 (2010-03-04)
A whole-cell catalyst using Escherichia coli BL21(DE3) as a host, co-expressing glycerol dehydrogenase (GlyDH) from Gluconobacter oxydans and glucose dehydrogenase (GDH) from Bacillus subtilis for cofactor regeneration, has been successfully constructed and used for the reduction of aliphatic aldehydes, such
Cancer biomarker AKR1B10 and carbonyl metabolism.
Balendiran, G. K., et al.
Chemistry & Biology, 178, 134-137 (2009)
Nina Richter et al.
Chembiochem : a European journal of chemical biology, 10(11), 1888-1896 (2009-07-07)
The acetic acid bacterium Gluconobacter oxydans has a high potential for oxidoreductases with a variety of different catalytic abilities. One putative oxidoreductase gene codes for an enzyme with a high similarity to the NADP+-dependent glycerol dehydrogenase (GlyDH) from Hypocrea jecorina.
Takanori Matsui et al.
Cardiovascular diabetology, 14, 1-1 (2015-01-15)
We have previously shown that serum levels of glyceraldehyde-derived advanced glycation end products (Gly-AGEs) are elevated under oxidative stress and/or diabetic conditions and associated with insulin resistance, endothelial dysfunction and vascular inflammation in humans. Further, Gly-AGEs not only evoke oxidative

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