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255564

Sigma-Aldrich

L-Ascorbic acid

ACS reagent, ≥99%

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Synonym(s):
L-Threoascorbic acid, Antiscorbutic factor, Vitamin C
Empirical Formula (Hill Notation):
C6H8O6
CAS Number:
50-81-7
Molecular Weight:
176.12
Beilstein:
84272
EC Number:
200-066-2
MDL number:
MFCD00064328
PubChem Substance ID:
24855464
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

Assay

≥99%

form

chunks
crystalline powder
crystals
granular
powder

optical activity

[α]25/D +20.5 to +21.5° in H2O

technique(s)

HPLC: suitable
cell culture | mammalian: suitable

ign. residue

<0.1%

color

white

pH

1.0-2.5 (25 °C, 176 g/L in water)

mp

190-194 °C (dec.)

solubility

water: soluble 176 g/L at 20 °C

cation traces

Fe: ≤0.001%
heavy metals: ≤0.002% (by ICP-OES)

application(s)

cell analysis

SMILES string

OC([C@]([C@@H](O)CO)([H])O1)=C(O)C1=O

InChI

1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1

InChI key

CIWBSHSKHKDKBQ-JLAZNSOCSA-N

Gene Information

human ... SLC23A2(9962)

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General description

L-Ascorbic acid or vitamin C is a water-soluble vitamin found in various foodstuffs. Benefits of vitamin C may include protection against immune system deficiencies, cardiovascular disease, hyperpigmentation, skin protection, anti-aging, iron absorption, and red blood cell production. It is also useful in the biosynthesis of collagen, L-carnitine, and neurotransmitters.

Application

L-ascorbic acid (L-AA) can be used as a reducing as well as a capping agent in the synthesis of well-dispersed metal nanoparticles and also in the reduction of graphene oxide sheets.
Its immunostimulant derivatives play an important role in cell regulation.

Other Notes

Go to Redi-Dri™ Product Listing 795437

Legal Information

Redi-Dri is a trademark of Sigma-Aldrich Co. LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Acta Biochimica et Biophysica Hungarica, 22, 167-167 (1987)
Synthesis of highly stable dispersions of nanosized copper particles using L-ascorbic acid
Xiong J, et al.
Green Chemistry, 13(4), 900-904 (2011)
Jiali Zhang et al.
Chemical communications (Cambridge, England), 46(7), 1112-1114 (2010-02-04)
We demonstrated that the individual graphene oxide sheets can be readily reduced under a mild condition using L-ascorbic acid (L-AA). This simple approach should find practical applications in large scale production of water soluble graphene.
Vitamin c
Linster CL and Van SE
FEBS Journal, 274(1), 1-22 (2007)
First bioarchaeological evidence of probable scurvy in Southeast Asia: multifactorial etiologies of vitamin C deficiency in a tropical environment
Halcrow SE, et al.
International Journal of Paleopathology, 5(1), 63-71 (2014)
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