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Merck
CN

49120

D-(+)-Gluconic acid δ-lactone

purum, ≥99.0% (T)

Synonym(s):

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
EC Number:
202-016-5
UNSPSC Code:
12352201
MDL number:
Beilstein/REAXYS Number:
83286
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grade

purum

assay

≥99.0% (T)

optical activity

[α]20/D +66.0±1°, c = 4% in H2O

mp

154-162 °C, 160 °C (dec.) (lit.)

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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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

Bromination to 2,6-dibromo-2,6-dideoxy-D-mannono 1,4-lactone

Storage Class

13 - Non Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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I. Lundt et al.
Synthesis, 669-669 (1992)
Elaine O'Connell et al.
Applied microbiology and biotechnology, 89(3), 685-696 (2010-10-01)
The moderately thermophilic aerobic ascomycete Talaromyces emersonii secretes, under selected growth conditions, several β-glucan hydrolases including an exo-1,3-β-glucanase. This enzyme was purified to apparent homogeneity in order to characterise its biochemical properties and investigate hydrolysis of different β-glucans, including laminaran
S van Weely et al.
Biochimica et biophysica acta, 1181(1), 55-62 (1993-03-24)
In addition to the lysosomal glucocerebrosidase, a distinct beta-glucosidase that is also active towards glucosylceramide could be demonstrated in various human tissues and cell types. Subcellular fractionation analysis revealed that the hitherto undescribed glucocerebrosidase is not located in lysosomes but
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
Xiangyang Li et al.
Langmuir : the ACS journal of surfaces and colloids, 28(27), 10164-10176 (2012-06-16)
The complexation between bovine serum albumin (BSA) and sugar beet pectin (SBP) was studied in situ by coupling glucono-δ-lactone (GDL) induced acidification with dynamic light scattering and turbidity measurements. Individual measurements at specific pHs and mixing ratios were also carried

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