Isoascorbic acid

Structural formula
	D -isoascorbic acid
General
Surname	Isoascorbic acid
other names	Erythorbic acid; Isovitamine C; E 315 ; ( R ) -5 - [( R ) -1,2-dihydroxyethyl] -3,4-dihydroxy-5 H -furan-2-one ( IUPAC );
Molecular formula	C 6 H 8 O 6
Brief description	shiny crystals
External identifiers / databases
EC number	201-928-0
ECHA InfoCard	100,001,753
PubChem	54675810
Wikidata	Q424531
properties
Molar mass	176.12 g mol −1
Physical state	firmly
Melting point	Decomposition 174 ° C ( D -isoascorbic acid)
solubility	soluble in water, ethanol and pyridine ( D -isoascorbic acid)
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Isoascorbic acid (also erythorbic acid ) is an organic acid that is present at room temperature as a colorless, odorless, crystalline, water-soluble solid.

Isomers

It occurs as L - and D - isoascorbic acid. Its forms are epimers of ascorbic acid .

Isomers of ascorbic acid:
L- ascorbic acid ( R , S ) ( 1a ), D- ascorbic acid ( S , R ) ( 1b )
L- isoascorbic acid ( S , S ) ( 2a ), D- isoascorbic acid ( R , R ) ( 2b )

Manufacturing

Isoascorbic acid is made from sucrose .

Physiological effect

In the human organism, isoascorbic acid increases the absorption of non-heme iron .

use

Isoascorbic acid is used in food technology as an antioxidant and stabilizer . In the USA it has been used more and more as a preservative since the use of sulfites to preserve raw vegetables was banned by law. Isoascorbic acid is approved in the EU as a food additive with the number E 315 for certain meat products with maximum quantity restrictions of 0.5, for fish products up to 1.5 grams per kilogram.

The sodium salt of isoascorbic acid, sodium isoascorbinate, has the food additive number E 316 .

Individual evidence

↑ Entry on E 315: Erythorbic acid in the European database for food additives, accessed on June 27, 2020.
↑ ^a ^b ^c Entry on isoascorbic acid. In: Römpp Online . Georg Thieme Verlag, accessed on August 2, 2018.
↑ External identifiers or database links for L- isoascorbic acid : CAS number: 26094-91-7 , PubChem : 54676315 , ChemSpider : 21117682 , Wikidata : Q27122608 .
↑ ^a ^b Data sheet D - (-) - Isoascorbic acid from Sigma-Aldrich , accessed on May 9, 2017 ( PDF ).
↑ MC Fidler, Davidsson L, Zeder C, Hurrell RF: Erythorbic acid is a potent enhancer of nonheme-iron absorption . In: American Journal of Clinical Nutrition . 79, No. 1, January 2004, pp. 99-102. PMID 14684404 .
↑ Additives that are approved for preservation or as antioxidants in foodstuffs , Annex 5 (to § 5 Paragraph 1 and § 7) of the Additive Approval Ordinance of 29 January 1998 (Federal Law Gazette I, pages 230, 231), which was last amended by Article 1 the ordinance of March 28, 2011 (Federal Law Gazette I, page 530) has been changed.

[E-Nummer315-1] Entry on E 315: Erythorbic acid in the European database for food additives, accessed on June 27, 2020.

[roempp-2] Entry on isoascorbic acid. In: Römpp Online . Georg Thieme Verlag, accessed on August 2, 2018.

[3] External identifiers or database links for L- isoascorbic acid : CAS number: 26094-91-7 , PubChem : 54676315 , ChemSpider : 21117682 , Wikidata : Q27122608 .

[Sigma-4] Data sheet D - (-) - Isoascorbic acid from Sigma-Aldrich , accessed on May 9, 2017 ( PDF ).

[5] MC Fidler, Davidsson L, Zeder C, Hurrell RF: Erythorbic acid is a potent enhancer of nonheme-iron absorption . In: American Journal of Clinical Nutrition . 79, No. 1, January 2004, pp. 99-102. PMID 14684404 .

[6] Additives that are approved for preservation or as antioxidants in foodstuffs , Annex 5 (to § 5 Paragraph 1 and § 7) of the Additive Approval Ordinance of 29 January 1998 (Federal Law Gazette I, pages 230, 231), which was last amended by Article 1 the ordinance of March 28, 2011 (Federal Law Gazette I, page 530) has been changed.