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G4750

Sigma-Aldrich

D-(+)-Gluconic acid δ-lactone

≥99.0% (GC)

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Synonym(s):
Glucono delta-lactone, δ-Gluconolactone, 1,2,3,4,5-Pentahydroxycaproic acid δ-lactone, D-(+)-Dextronic acid δ-lactone
Empirical Formula (Hill Notation):
C6H10O6
CAS Number:
90-80-2
Molecular Weight:
178.14
Beilstein:
83286
EC Number:
202-016-5
MDL number:
MFCD00006647
PubChem Substance ID:
24895183
NACRES:
NA.25

biological source

microbial

Quality Level

200

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

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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
Polysaccharides based antibacterial polyelectrolyte hydrogels with silver nanoparticles
Rao KM, et al.
Materials Letters, 184, 189-192 (2016)
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)
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)
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