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310301

Sigma-Aldrich

L-Gulonic acid γ-lactone

95%

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Synonym(s):
L-Gulonic γ-lactone, L-(+)-Gulono-1,4-lactone
Empirical Formula (Hill Notation):
C6H10O6
CAS Number:
Molecular Weight:
178.14
Beilstein/REAXYS Number:
83002
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

form

solid

optical activity

[α]19/D +55°, c = 4 in H2O

mp

187-190 °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+/m0/s1

InChI key

SXZYCXMUPBBULW-SKNVOMKLSA-N

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This Item
34742579469471429
vibrant-m

310301

L-Gulonic acid γ-lactone

vibrant-m

347425

Gluconolactone

vibrant-m

79469

D-Arabino-1,4-lactone

assay

95%

assay

≥99% (acidimetric)

assay

≥97.0% (HPLC)

assay

99%

form

solid

form

solid

form

crystals

form

solid

storage temp.

2-8°C

storage temp.

15-25°C

storage temp.

−20°C

storage temp.

2-8°C

mp

187-190 °C (lit.)

mp

-

mp

94 - 100  °C ( (201 - 212 °F ))

mp

225 °C (dec.) (lit.)

optical activity

[α]19/D +55°, c = 4 in H2O

optical activity

-

optical activity

[α]/D 72.0±3.0°, c = 1 in H2O

optical activity

[α]20/D −21°, c = 1 in H2O

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Tsuyoshi Imai et al.
Physiologia plantarum, 136(2), 139-149 (2009-05-21)
The L-ascorbate (AsA) content and the expression of six L-galactose pathway-related genes were analyzed in peach flesh during fruit development. Fluctuation of AsA during peach fruit development was divided into four phases based on the overall total AsA (T-AsA) content
G Bánhegyi et al.
FEBS letters, 381(1-2), 39-41 (1996-02-26)
Ascorbate synthesis causes glutathione consumption in the liver. Addition of gulonolactone resulted in an increase of ascorbate production in isolated murine hepatocytes. At the same time, a decrease in reduced glutathione (GSH) level was observed. In hepatic microsomal membranes, ascorbate
Prashantha Gunaga et al.
Organic letters, 8(19), 4267-4270 (2006-09-08)
Stereoselective synthesis of novel 1'-alpha-substituted-4'-thionucleosides was achieved starting from D-gulonic acid gamma-lactone via stereoselective nucleophilic substitution.
Purification and characterization of L-gulonolactone oxidase from chicken kidney microsomes.
K Kiuchi et al.
Biochemistry, 21(20), 5076-5082 (1982-09-28)
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

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