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Merck
CN

219355

D-Gulonic acid γ-lactone

97%

Synonym(s):

D-(−)-Gulono-1,4-lactone, D-Gulono γ-lactone, D-Gulono-1,4-lactone

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About This Item

Empirical Formula (Hill Notation):
C6H10O6
CAS Number:
Molecular Weight:
178.14
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
EC Number:
228-678-5
Beilstein/REAXYS Number:
83012
MDL number:
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InChI key

SXZYCXMUPBBULW-LECHCGJUSA-N

InChI

1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3+,4-,5+/m1/s1

SMILES string

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

assay

97%

optical activity

[α]20/D −55°, c = 4 in H2O

mp

182-188 °C (lit.)

storage temp.

2-8°C

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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L Braun et al.
FEBS letters, 388(2-3), 173-176 (1996-06-17)
The relationship between glutathione deficiency, glycogen metabolism and ascorbate synthesis was investigated in isolated murine hepatocytes. Glutathione deficiency caused by various agents increased ascorbate synthesis with a stimulation of glycogen breakdown. Increased ascorbate synthesis from UDP-glucose or gulonolactone could not
A Krasnov et al.
Genetic analysis : biomolecular engineering, 15(3-5), 115-119 (1999-12-22)
The reviewed studies addressed the possibility of using gene transfer for correction of L-ascorbic acid biosynthesis and carbohydrate utilization in rainbow trout. Analyses of enzymatic activities in the L-AAB pathway indicated that reasons for the lack of L-AA production can
F Puskás et al.
FEBS letters, 430(3), 293-296 (1998-08-04)
The orientation of gulonolactone oxidase activity was investigated in rat liver microsomes. Ascorbate formation upon gulonolactone addition resulted in higher intravesicular than extravesicular ascorbate concentrations in native microsomal vesicles. The intraluminal ascorbate accumulation could be prevented or the accumulated ascorbate
Purification and characterization of L-gulonolactone oxidase from chicken kidney microsomes.
K Kiuchi et al.
Biochemistry, 21(20), 5076-5082 (1982-09-28)
Ayodele O Olabisi et al.
The Journal of organic chemistry, 70(17), 6782-6789 (2005-08-13)
A convenient method to obtain unknown chiral C2- and C3-functionalized aldono-1,4-lactone derivatives starting from l-ascorbic acid, which would be valuable in the synthesis of derivatives of various pharmacologically active agents for structure-activity studies, is described. The practicality of this approach

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