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Merck

G4750

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
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
24895183
EC Number:
202-016-5
Beilstein/REAXYS Number:
83286
MDL number:
MFCD00006647

Key Documents

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InChI key

PHOQVHQSTUBQQK-SQOUGZDYSA-N

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

SMILES string

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

biological source

microbial

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

Quality Level

300

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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

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000532562
0000532562
0000517315
0000517315
0000517316

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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)
Serratia marcescens quinoprotein glucose dehydrogenase activity mediates medium acidification and inhibition of prodigiosin production by glucose.
Fender JE, et al.
Applied and Environmental Microbiology, AEM-01778 (2012)
Gábor Péter et al.
International journal of systematic and evolutionary microbiology, 60(Pt 10), 2496-2500 (2009-11-17)
Six ascosporulating Candida pignaliae strains were isolated from epigeal plant parts in Hungary. They share identical D1/D2 LSU rRNA gene sequences with the type strain of C. pignaliae, and the physiological characteristics investigated are also very similar to that of
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)
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
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