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(L)-Dehydroascorbic acid

ALDRICH/261556

Synonym: DHAA; Dehydro-L-ascorbate; Dehydro-L-ascorbic acid; L-threo-Dehydroascorbic acid; oxidized ascorbic acid; oxidized vitamin C

CAS Number: 490-83-5
Empirical Formula (Hill Notation): C6H6O6
Molecular Weight: 174.11
EC Number: 207-720-6
MDL Number: MFCD00066467
Linear Formula: C6H6O6
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-261556-250MG 250 mg
 $102.00
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45-261556-1G 1 g
 $189.00
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45-261556-5G 5 g
 $475.00
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form powder
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
InChI key SBJKKFFYIZUCET-JLAZNSOCSA-N
mp 228 °C (dec.) (lit.)
Quality Level 200 
SMILES string OC[C@H](O)[C@H]1OC(=O)C(=O)C1=O
storage temp. −20°C
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.
General description: (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.
Packaging: 1, 5 g in glass bottle
Packaging: 250 mg in glass bottle
Hazard Codes Xn
Risk Statements 22
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
mp 228 °C (dec.) (lit.)
Storage Temp. −20°C
UNSPSC 12352205

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