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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
Pricing and availability is not currently available.

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.[1] Quinoprotein glucose dehydrogenase converts D-glucose to GDL which gradually lowers the pH and transcriptionally controls the prodigiosin production.[2] GDL is commonly used in the food industry to cause gelation of sodium caseinate by acidification.[3][4] GDL helps to overcome the difficulties and variations of using starter bacterial cultures.[3]

Application

D-(+)-Gluconic acid δ-lactone has been used in the preparation of cold set gels,[1] and hydrogels.[5][6]

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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Certificates of Analysis (COA)

Lot/Batch Number
0000428881
0000428881
0000412436
0000412436
0000410273

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

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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