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G4750

Sigma-Aldrich

D-(+)-Gluconic acid δ-lactone

≥99.0% (GC)

Synonym(s):

Glucono delta-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:
24895183
NACRES:
NA.25

biological source

microbial

Quality Level

300

Assay

≥99.0% (GC)

form

powder

technique(s)

gas chromatography (GC): suitable

color

white to off-white

mp

160 °C (dec.) (lit.)

solubility

water: soluble

storage temp.

room temp

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

D-(+)-Gluconic acid δ-lactone (GDL) is soluble in water and hydrolyzes into gluconic acid spontaneously and homogeneously lowers the pH. Quinoprotein glucose dehydrogenase converts D-glucose to GDL which gradually lowers the pH and transcriptionally controls the prodigiosin production. GDL is commonly used in the food industry to cause gelation of sodium caseinate by acidification. GDL helps to overcome the difficulties and variations of using starter bacterial cultures.

Application

D-(+)-Gluconic acid δ-lactone has been used in the preparation of cold set gels, and hydrogels.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The effect of the glucono-delta-lactone/caseinate ratio on sodium caseinate gelation
Braga ALM, et al.
International dairy journal, 16(5), 389-398 (2006)
Stephanie A Fernandez et al.
Frontiers in bioengineering and biotechnology, 9, 674125-674125 (2021-06-15)
Transplantation of hydrogel-encapsulated pancreatic islets is a promising long-term treatment for type 1 diabetes that restores blood glucose regulation while providing graft immunoprotection. Most human-scale islet encapsulation devices that rely solely on diffusion fail to provide sufficient surface area to
Enzymatic hydrolysis as a means of expanding the cold gelation conditions of soy proteins
Kuipers BJH, et al.
Journal of Agricultural and Food Chemistry, 53(4), 1031-1038 (2005)
Microencapsulation of probiotic bacteria using pH-induced gelation of sodium caseinate and gellan gum
Nag A, et al.
International dairy journal, 21(4), 247-253 (2011)
Phenotypic Basis for Matrix Stiffness-Dependent Chemoresistance of Breast Cancer Cells to Doxorubicin
Joyce MH, et al.
Frontiers in Oncology, 8, 337-337 (2018)
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