GLYCERALDEHYDE, DL-

Details

Stereochemistry	RACEMIC
Molecular Formula	C3H6O3
Molecular Weight	90.0779
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OCC(O)C=O

InChI

InChIKey=MNQZXJOMYWMBOU-UHFFFAOYSA-N

InChI=1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Molecular and biochemical characterisation of human short-chain dehydrogenase/reductase member 3 (DHRS3).	2015-06-05	25451588
Triphenyltin impairs insulin secretion by decreasing glucose-induced NADP(H) and ATP production in hamster pancreatic β-cells.	2012-09-28	22664483
Cytotoxic molecular mechanisms and cytoprotection by enzymic metabolism or autoxidation for glyceraldehyde, hydroxypyruvate and glycolaldehyde.	2011-05-30	21376711
Functional expression of novel human and murine AKR1B genes.	2011-05-30	21276782
Hepatocyte or serum albumin protein carbonylation by oxidized fructose metabolites: Glyceraldehyde or glycolaldehyde as endogenous toxins?	2010-10-06	20561512
Synthesis of sialoglycopolypeptide for potentially blocking influenza virus infection using a rat alpha2,6-sialyltransferase expressed in BmNPV bacmid-injected silkworm larvae.	2009-06-05	19500344
Cancer biomarker AKR1B10 and carbonyl metabolism.	2009-03-16	19028477
Aldo-keto reductases from the AKR1B subfamily: retinoid specificity and control of cellular retinoic acid levels.	2009-03-16	19014918
Inhibiting wild-type and C299S mutant AKR1B10; a homologue of aldose reductase upregulated in cancers.	2008-04-28	18325492
Reduced 293T cell susceptibility to acrolein due to aldose reductase-like-1 protein expression.	2007-06	17329238
Aldehydes release zinc from proteins. A pathway from oxidative stress/lipid peroxidation to cellular functions of zinc.	2006-09	16930132
Stimulation of insulin release by glyceraldehyde may not be similar to glucose.	2006-03-15	16530160
Structure of the thermolabile mutant aldolase B, A149P: molecular basis of hereditary fructose intolerance.	2005-03-18	15733923
Serum or cerebrospinal fluid levels of glyceraldehyde-derived advanced glycation end products (AGEs) may be a promising biomarker for early detection of Alzheimer's disease.	2005	15823718
Glyceraldehyde-derived advanced glycation end products in Alzheimer's disease.	2004-09	15221334
Effect of carbonyl compounds on red blood cells deformability.	2004-08-27	15358163
8-Hydroxydaidzein, an aldose reductase inhibitor from okara fermented with Aspergillus sp. HK-388.	2004-07	15277768
Alternative routes for the formation of glyceraldehyde-derived AGEs (TAGE) in vivo.	2004	15288367
Metabolism, not autoxidation, plays a role in alpha-oxoaldehyde- and reducing sugar-induced erythrocyte GSH depletion: relevance for diabetes mellitus.	2003-10	14577607
Enhancement of chaperone function of alpha-crystallin by methylglyoxal modification.	2003-09-16	12962499
A flavone from Manilkara indica as a specific inhibitor against aldose reductase in vitro.	2003-09	14598214
A practical method to study functional impairment of proteins by glycation and effects of inhibitors using current coagulation/fibrinolysis reagent kits.	2003-03	12633766
Low molecular organic inactivators in differentiating organ origin of alpha-amylase in humans. Part I.	1989-10-01	2518736
Urine glyceraldehyde excretion is elevated in the renal Fanconi syndrome.	1989-01	2709665
Re-evaluation of the fructosamine reaction.	1988-08	3402055

Patents

Name

Type

Language

NSC-67934

Preferred Name

English

GLYCERALDEHYDE, DL-

Common Name

English

GLYCERALDEHYDE [MI]

Common Name

English

GLYCERALDEHYDE, (±)-

Systematic Name

English

Code System Code Type Description

MERCK INDEX

m5787