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219355

Sigma-Aldrich

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:
6322-07-2
Molecular Weight:
178.14
Beilstein:
83012
EC Number:
228-678-5
MDL number:
MFCD00005391
UNSPSC Code:
12352200
PubChem Substance ID:
24853122
NACRES:
NA.22

Assay

97%

optical activity

[α]20/D −55°, c = 4 in H2O

mp

182-188 °C (lit.)

storage temp.

2-8°C

SMILES string

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

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

InChI key

SXZYCXMUPBBULW-LECHCGJUSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Purification and characterization of L-gulonolactone oxidase from chicken kidney microsomes.
K Kiuchi et al.
Biochemistry, 21(20), 5076-5082 (1982-09-28)
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
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
J Hajkó et al.
Carbohydrate research, 321(1-2), 116-120 (1999-12-28)
An efficient method for the synthesis of L-glucose from D-gulono-1,4-lactone via 1,2,3,4,5-penta-O-benzyl/acetyl/benzoyl-D-gulitol is described in 34-53% overall yield.
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