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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:
Molecular Weight:
178.14
Beilstein:
83286
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.21

biological source

corn

Quality Level

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.

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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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.
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)
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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