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G2164

Sigma-Aldrich

Gluconolactone

99.0-101.0%, meets USP testing specifications

Synonym(s):

D-(+)-Gluconic acid δ-lactone, δ-Gluconolactone, 1,2,3,4,5-Pentahydroxycaproic acid δ-lactone, D-(+)-Dextronic acid δ-lactone

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About This Item

Empirical Formula (Hill Notation):
C6H10O6
CAS Number:
90-80-2
Molecular Weight:
178.14
Beilstein:
83286
EC Number:
202-016-5
MDL number:
MFCD00006647
UNSPSC Code:
12352201
PubChem Substance ID:
24895089
NACRES:
NA.21

biological source

corn

Quality Level

200

Agency

USP/NF
meets USP testing specifications

Assay

99.0-101.0%

form

crystalline

color

white

mp

160 °C (dec.) (lit.)

solubility

water: soluble

application(s)

pharmaceutical (small molecule)

SMILES string

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

InChI

1S/C6H10O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-5,7-10H,1H2/t2-,3-,4+,5-/m1/s1

InChI key

PHOQVHQSTUBQQK-SQOUGZDYSA-N

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General description

Gluconolactone is a non-toxic component of the skin. It has anti-oxidant and free radical scavenging effects. Gluconolactone has antiaging and skin-firming properties. It acts as a β-glucosidase inhibitor. Gluconolactone stimulates cellulase gene expression.

Application

Gluconolactone has been used:
  • to control the acidification kinetics of natural rubber latex (NRL) suspensions
  • to study its effects on inhibition and disintegration of collagen fibrils
  • to prepare alginate hydrogel

Biochem/physiol Actions

Glucono-d-lactone increased the doubling time and activated enzymes involved in the oxidative pentose phosphate pathway of Saccharomyces cerevisiae.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

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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Gluconolactone induces cellulase gene expression in cellulolytic filamentous fungus Trichoderma reesei
Kou Y, et al.
Royal Society of Chemistry Advances, 4(68), 36057-36063 (2014)
Procedures in Cosmetic Dermatology Series: Cosmeceuticals E-Book (2008)
Acid-induced aggregation and gelation of natural rubber latex particles
de Oliveira Reis G, et al.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 482(68), 9-17 (2015)
Guilherme de Oliveira Reis et al.
Journal of colloid and interface science, 539, 287-296 (2018-12-28)
Natural rubber is obtained by processing natural rubber latex, a liquid colloidal suspension that rapidly gels after exudation from the tree. We prepared such gels by acidification, in a large range of particle volume fractions, and investigated their rheological properties.
T Friedrich et al.
FEBS letters, 265(1-2), 37-40 (1990-06-04)
The respiratory chain NADH:ubiquinone oxidoreductase (NADH dehydrogenase or Complex I) of mitochondria comprises some 30 different subunits, and one FMN and 4 or 5 iron-sulfur clusters as internal redox groups. The bacterial glucose dehydrogenase, which oxidizes glucose to gluconolactone in
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