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Price

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I109583-25g

25g

Available within 4-8 weeks(?)

$9.90

I109583-100g

100g

In stock

$12.90

I109583-500g

500g

Available within 4-8 weeks(?)

$46.90

Basic Description

Synonyms	UNII-311332OII1 \| A843272 \| Glucosaccharonic acid \| HSDB 584 \| D-erythro-3-Ketohexonic acid lactone \| D-soascorbic acid \| Erythorbic acid [NF] \| FEMA Number: 2410 \| E315 \| E-315 \| BP-21124 \| D-Isoascorbic acid 1000 microg/mL in Acetonitrile \| DTXSID602653
Specifications & Purity	≥99%
Storage Temp	Protected from light
Shipped In	Normal

Names and Identifiers

Pubchem Sid	488201683
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/488201683
IUPAC Name	(2R)-2-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxy-2H-furan-5-one
INCHI	InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5-/m1/s1
InChi Key	CIWBSHSKHKDKBQ-DUZGATOHSA-N
Canonical SMILES	C(C(C1C(=C(C(=O)O1)O)O)O)O
Isomeric SMILES	C([C@H]([C@@H]1C(=C(C(=O)O1)O)O)O)O
WGK Germany	2
RTECS	KF3015000
PubChem CID	54675810
Molecular Weight	176.12
Beilstein	84271

Certificates

Certificate of Analysis(COA)

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Find and download the COA for your product by matching the lot number on the packaging.

8 results found

Lot Number	Certificate Type	Date	Item
G2405243	Certificate of Analysis	Mar 25, 2024	I109583
G2405244	Certificate of Analysis	Mar 25, 2024	I109583
D23142344	Certificate of Analysis	Jul 29, 2022	I109583
G2311047	Certificate of Analysis	Jul 29, 2022	I109583
G2401070	Certificate of Analysis	Jul 29, 2022	I109583
I2212004	Certificate of Analysis	Jul 29, 2022	I109583
I2212005	Certificate of Analysis	Jul 29, 2022	I109583
A2403078	Certificate of Analysis	Dec 16, 2021	I109583

Chemical and Physical Properties

Solubility	Soluble in alcohol, pyridine and water.
Sensitivity	Light sensitive.
Specific Rotation[α]	-17.5 ° (C=10, H2O)
Melt Point(°C)	166-172°C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell.
WGK Germany	2
RTECS	KF3015000
Merck Index	5126

References

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2. Meredith C Fidler,Lena Davidsson,Christophe Zeder,Richard F Hurrell. (2003-12-20) Erythorbic acid is a potent enhancer of nonheme-iron absorption.. The American journal of clinical nutrition, 79 ((1)): (99-102). [PMID:14684404]
3. Alberto Baroja-Mazo,Pilar del Valle,Javier Rúa,Sergio de Cima,Félix Busto,Dolores de Arriaga,Nicholas Smirnoff. (2005-04-06) Characterisation and biosynthesis of D-erythroascorbic acid in Phycomyces blakesleeanus.. Fungal genetics and biology : FG & B, 42 ((5)): (390-402). [PMID:15809004]
4. Ravi S Talluri,Suresh Katragadda,Dhananjay Pal,Ashim K Mitra. (2006-06-14) Mechanism of L-ascorbic acid uptake by rabbit corneal epithelial cells: evidence for the involvement of sodium-dependent vitamin C transporter 2.. Current eye research, 31 ((6)): (481-489). [PMID:16769607]
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10. Moira Ambrosi,Pierandrea Lo Nostro,Emiliano Fratini,Luca Giustini,Barry W Ninham,Piero Baglioni. (2009-01-13) Effect of headgroup chirality in nanoassemblies. Part 1. Self-assembly of D-isoascorbic acid derivatives in water.. The journal of physical chemistry. B, 113 ((5)): (1404-1412). [PMID:19133763]
11. Daiki Kyotani,Keiko Hasegawa,Hideo Ohishi,Wenhui Wu,Liyun Wang,Keiji Hasumi. (2009-04-09) Microbial conversion of L-ascorbic acid to L-erythroascorbic acid.. Bioscience, biotechnology, and biochemistry, 73 ((4)): (954-956). [PMID:19352023]
12. Manuel Bueno,Inmaculada Molina,Juan A Galbis. (2009-07-17) 1,4-Dioxane-2,5-dione-type monomers derived from l-ascorbic and d-isoascorbic acids. Synthesis and polymerisation.. Carbohydrate research, 344 ((15)): (2100-2104). [PMID:19604503]
13. Christian Dolle,Pietro Magrone,Sergio Riva,Moira Ambrosi,Emiliano Fratini,Niccolò Peruzzi,Pierandrea Lo Nostro. (2011-09-08) Symmetric and asymmetric bolaamphiphiles from ascorbic acid.. The journal of physical chemistry. B, 115 ((40)): (11638-11649). [PMID:21894932]
14. Ruslan Mosneaguta,Valente Alvarez,Sheryl A Barringer. (2012-10-31) The effect of antibrowning agents on inhibition of potato browning, volatile organic compound profile, and microbial inhibition.. Journal of food science, 77 ((11)): (C1234-C1240). [PMID:23106136]
15. Mauricio Redondo-Solano,Carol Valenzuela-Martinez,David A Cassada,Daniel D Snow,Vijay K Juneja,Dennis E Burson,Harshavardhan Thippareddi. (2013-05-15) Effect of meat ingredients (sodium nitrite and erythorbate) and processing (vacuum storage and packaging atmosphere) on germination and outgrowth of Clostridium perfringens spores in ham during abusive cooling.. Food microbiology, 35 ((2)): (108-115). [PMID:23664261]
16. Xinggang Wu,Mikyung Park,Dilara A Sarbassova,Haoqiang Ying,Min Gyu Lee,Rajat Bhattacharya,Lee Ellis,Christine B Peterson,Mien-Chie Hung,Hui-Kuan Lin,Rakhmetkazhi I Bersimbaev,Min Sup Song,Dos D Sarbassov. (2019-09-01) A chirality-dependent action of vitamin C in suppressing Kirsten rat sarcoma mutant tumor growth by the oxidative combination: Rationale for cancer therapeutics.. International journal of cancer, 146 ((10)): (2822-2828). [PMID:31472018]
17. Y Cui,M Otsuka,Y Fujiwara. (2002-01-05) Reduction of dehydroerythorbic acid in vitamin C-deficient guinea pigs.. Journal of nutritional science and vitaminology, 47 ((4)): (316-320). [PMID:11767214]
18. Jens Lykkesfeldt,Monica L Bolbjerg,Henrik E Poulsen. (2003-05-02) Effect of smoking on erythorbic acid pharmacokinetics.. The British journal of nutrition, 89 ((5)): (667-671). [PMID:12720586]
19. Tuomas Salusjärvi,Nisse Kalkkinen,Andrei N Miasnikov. (2004-09-04) Cloning and characterization of gluconolactone oxidase of Penicillium cyaneo-fulvum ATCC 10431 and evaluation of its use for production of D-erythorbic acid in recombinant Pichia pastoris.. Applied and environmental microbiology, 70 ((9)): (5503-5510). [PMID:15345438]
20. Ingrid Undeland,Gunnar Hall,Karin Wendin,Ingela Gangby,Annika Rutgersson. (2005-07-07) Preventing lipid oxidation during recovery of functional proteins from herring (Clupea harengus) fillets by an acid solubilization process.. Journal of agricultural and food chemistry, 53 ((14)): (5625-5634). [PMID:15998125]
21. Ulrik Hillaert,Serge Van Calenbergh. (2005-12-16) Synthesis of a versatile (S)-3-(hydroxymethyl)butane-1,2,4-triol building block and its application for the stereoselective synthesis of N-homoceramides.. Organic letters, 7 ((26)): (5769-5772). [PMID:16354062]
22. Won-Ki Huh,Yong Bhum Song,Young-Seok Lee,Cheol Woong Ha,Seong-Tae Kim,Sa-Ouk Kang. (2008-02-20) D-Erythroascorbic acid activates cyanide-resistant respiration in Candida albicans.. Biochemical and biophysical research communications, 369 ((2)): (401-406). [PMID:18282465]
23. Liyun Wang,Ritsuko Narasaki,Yoshikazu Kitano,Keiji Hasumi. (2009-04-29) Ascorbic acid conversion to erythroascorbic acid, mediated by ubiquitin.. Biochemical and biophysical research communications, 384 ((2)): (210-214). [PMID:19397897]
24. Andrew C Clark,Jochen Vestner,Célia Barril,Chantal Maury,Paul D Prenzler,Geoffrey R Scollary. (2009-12-31) The influence of stereochemistry of antioxidants and flavonols on oxidation processes in a model wine system: ascorbic acid, erythorbic acid, +-catechin and (-)-epicatechin.. Journal of agricultural and food chemistry, 58 ((2)): (1004-1011). [PMID:20039675]
25. Spyros Drivelos,Marilena E Dasenaki,Nikolaos S Thomaidis. (2010-04-16) Determination of isoascorbic acid in fish tissue by hydrophilic interaction liquid chromatography-ultraviolet detection.. Analytical and bioanalytical chemistry, 397 ((6)): (2199-2210). [PMID:20393842]
26. Marta Gutierrez-Larrainzar,Cristina de Castro,Pilar del Valle,Javier Rúa,María Rosario García-Armesto,Félix Busto,Dolores de Arriaga. (2010-09-08) Production, stability, and antioxidative and antimicrobial activities of two L-ascorbate analogues from phycomyces blakesleeanus: D-erythroascorbate and D-erythroascorbate glucoside.. Journal of agricultural and food chemistry, 58 ((19)): (10631-10638). [PMID:20815349]
27. Dong Li,Yaqi Chen,Yu Zhang,Baiyi Lu,Cheng Jin,Xiaoqin Wu,Ying Zhang. (2012-10-13) Study on mitigation of acrylamide formation in cookies by 5 antioxidants.. Journal of food science, 77 ((11)): (C1144-C1149). [PMID:23057639]
28. Paris Grant-Preece,Hongjuan Fang,Leigh M Schmidtke,Andrew C Clark. (2013-06-19) Sensorially important aldehyde production from amino acids in model wine systems: impact of ascorbic acid, erythorbic acid, glutathione and sulphur dioxide.. Food chemistry, 141 ((1)): (304-312). [PMID:23768362]

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D-(-)-Isoascorbic acid - 99%, high purity , CAS No.89-65-6