Accéder au contenu
Merck
Toutes les photos(1)

Key Documents

View All Documentation

261556

Sigma-Aldrich

(L)-Dehydroascorbic acid

Synonyme(s) :

DHAA, Dehydro-L-ascorbate, Dehydro-L-ascorbic acid, L-threo-Dehydroascorbic acid, oxidized ascorbic acid, oxidized vitamin C

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme
Toutes les photos(1)

About This Item

Formule empirique (notation de Hill):
C6H6O6
Numéro CAS:
490-83-5
Poids moléculaire :
174.11
Numéro CE :
207-720-6
Numéro MDL:
MFCD00066467
Code UNSPSC :
12352205
ID de substance PubChem :
24855820
Nomenclature NACRES :
NA.22

Forme

powder

Niveau de qualité

200

Pf

228 °C (dec.) (lit.)

Température de stockage

−20°C

Chaîne SMILES 

OC[C@H](O)[C@H]1OC(=O)C(=O)C1=O

InChI

1S/C6H6O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8H,1H2/t2-,5+/m0/s1

Clé InChI

SBJKKFFYIZUCET-JLAZNSOCSA-N

Vous recherchez des produits similaires ? Visite Guide de comparaison des produits

Description générale

(L)-Dehydroascorbic acid (DHA) is a potent glycation agent that is produced by the oxidation of ascorbic acid (vitamin C). In vitro studies revealed that DHA is significantly more reactive than glucose and fructose in the glycation of lens proteins. Thus, DHA could be a critical precursor for the in vivo formation of advanced glycation end products (AGEs).
DHA is a dimer when it is solid, but when it is dissolved in a solution, it becomes a monomer.

Application

(L)-Dehydroascorbic acid can be used as a starting material to synthesize:
  • Pyrano[3,4-b]indole derivatives by reacting with 2-hydroxymethylindole.
  • (−)-ascorbyl phloroglucinol via stereoselective C-C bond formation reaction with phloroglucinol.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
BCCL2356
BCCM2357
BCCK1396
BCCH9233
BCCH0193

Vous ne trouvez pas la bonne version ?

Si vous avez besoin d'une version particulière, vous pouvez rechercher un certificat spécifique par le numéro de lot.

Rechercher un(e) COA

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Jens Lykkesfeldt
Nutrition research (New York, N.Y.), 32(1), 66-69 (2012-01-21)
Ascorbate and dehydroascorbic acid are frequently used as biomarkers of oxidative stress, but their lack of stability ex vivo and rapid postsampling interconversion continue to result in erroneous reference values. One problem is the large variety of vacutainer devices used
Els Vossen et al.
Meat science, 91(1), 29-35 (2012-01-10)
The effect of sodium ascorbate (SA; 500, 750, 1000 mg/kg) and sodium nitrite (SN; 40, 80, 120 mg/kg) doses on the shelf-life stability of liver pâtés was investigated in a full factorial design. Clear dose-dependent responses of the added SN
Oliver Reihl et al.
Carbohydrate research, 339(3), 483-491 (2004-03-12)
Covalently cross-linked proteins are among the major modifications caused by the advanced Maillard reaction. So far, the chemical nature of these aggregates is largely unknown. L-dehydroascorbic acid (DHA, 5), the oxidation product of L-ascorbic acid (vitamin C), is known as
A Wesley Burks et al.
Pediatric allergy and immunology : official publication of the European Society of Pediatric Allergy and Immunology, 26(4), 316-322 (2015-04-08)
Children with cow's milk allergy (CMA) are at risk for inadequate nutritional intake and growth. Dietary management of CMA, therefore, requires diets that are not only hypoallergenic but also support adequate growth in this population. This study assessed growth of
A biomimetic synthesis of (-)-ascorbyl phloroglucinol and studies toward the construction of ascorbyl-modified catechin natural products and analogues
Belapure SA, et al.
Tetrahedron, 67(48), 9265-9272 (2011)
Afficher tous les articles scientifiques apparentés

Articles

Determination of Ascorbic Acid and Dehydroascorbic Acid in Different Food Products and Supplements - A Simple HPTLC Based Approach

Simultaneous analysis of ascorbic acid and dehydroascorbic acid in various food samples by High Performance Thin Layer Chromatography (HPTLC).

Determination of Ascorbic Acid and Dehydroascorbic Acid in Different Food Products and Supplements - A Simple HPTLC Based Approach

Simultaneous analysis of ascorbic acid and dehydroascorbic acid in various food samples by High Performance Thin Layer Chromatography (HPTLC).

Determination of Ascorbic Acid and Dehydroascorbic Acid in Different Food Products and Supplements - A Simple HPTLC Based Approach

Simultaneous analysis of ascorbic acid and dehydroascorbic acid in various food samples by High Performance Thin Layer Chromatography (HPTLC).

Determination of Ascorbic Acid and Dehydroascorbic Acid in Different Food Products and Supplements - A Simple HPTLC Based Approach

Simultaneous analysis of ascorbic acid and dehydroascorbic acid in various food samples by High Performance Thin Layer Chromatography (HPTLC).

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique