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
Re-evaluation of the fructosamine reaction.	1988 Aug	3402055
Urine glyceraldehyde excretion is elevated in the renal Fanconi syndrome.	1989 Jan	2709665
Low molecular organic inactivators in differentiating organ origin of alpha-amylase in humans. Part I.	1989 Oct-Dec	2518736
A practical method to study functional impairment of proteins by glycation and effects of inhibitors using current coagulation/fibrinolysis reagent kits.	2003 Mar	12633766
Metabolism, not autoxidation, plays a role in alpha-oxoaldehyde- and reducing sugar-induced erythrocyte GSH depletion: relevance for diabetes mellitus.	2003 Oct	14577607
A flavone from Manilkara indica as a specific inhibitor against aldose reductase in vitro.	2003 Sep	14598214
Enhancement of chaperone function of alpha-crystallin by methylglyoxal modification.	2003 Sep 16	12962499
Alternative routes for the formation of glyceraldehyde-derived AGEs (TAGE) in vivo.	2004	15288367
Effect of carbonyl compounds on red blood cells deformability.	2004 Aug 27	15358163
8-Hydroxydaidzein, an aldose reductase inhibitor from okara fermented with Aspergillus sp. HK-388.	2004 Jul	15277768
Glyceraldehyde-derived advanced glycation end products in Alzheimer's disease.	2004 Sep	15221334
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
Structure of the thermolabile mutant aldolase B, A149P: molecular basis of hereditary fructose intolerance.	2005 Mar 18	15733923
Stimulation of insulin release by glyceraldehyde may not be similar to glucose.	2006 Mar 15	16530160
Aldehydes release zinc from proteins. A pathway from oxidative stress/lipid peroxidation to cellular functions of zinc.	2006 Sep	16930132
Reduced 293T cell susceptibility to acrolein due to aldose reductase-like-1 protein expression.	2007 Jun	17329238
Inhibiting wild-type and C299S mutant AKR1B10; a homologue of aldose reductase upregulated in cancers.	2008 Apr 28	18325492
Synthesis of sialoglycopolypeptide for potentially blocking influenza virus infection using a rat alpha2,6-sialyltransferase expressed in BmNPV bacmid-injected silkworm larvae.	2009 Jun 5	19500344
Cancer biomarker AKR1B10 and carbonyl metabolism.	2009 Mar 16	19028477
Aldo-keto reductases from the AKR1B subfamily: retinoid specificity and control of cellular retinoic acid levels.	2009 Mar 16	19014918
Hepatocyte or serum albumin protein carbonylation by oxidized fructose metabolites: Glyceraldehyde or glycolaldehyde as endogenous toxins?	2010 Oct 6	20561512
Cytotoxic molecular mechanisms and cytoprotection by enzymic metabolism or autoxidation for glyceraldehyde, hydroxypyruvate and glycolaldehyde.	2011 May 30	21376711
Functional expression of novel human and murine AKR1B genes.	2011 May 30	21276782
Triphenyltin impairs insulin secretion by decreasing glucose-induced NADP(H) and ATP production in hamster pancreatic β-cells.	2012 Sep 28	22664483
Molecular and biochemical characterisation of human short-chain dehydrogenase/reductase member 3 (DHRS3).	2015 Jun 5	25451588

Patents

Name

Type

Language

GLYCERALDEHYDE, DL-

Common Name

English

NSC-67934

Code

English

GLYCERALDEHYDE [MI]

Common Name

English

GLYCERALDEHYDE, (±)-

Systematic Name

English

Code System Code Type Description

MERCK INDEX

m5787