310301
L-Gulonic acid γ-lactone
95%
Synonym(s):
L-Gulonic γ-lactone, L-(+)-Gulono-1,4-lactone
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About This Item
Empirical Formula (Hill Notation):
C6H10O6
CAS Number:
Molecular Weight:
178.14
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
83002
Product Name
L-Gulonic acid γ-lactone, 95%
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
SMILES string
OC[C@H](O)[C@H]1OC(=O)[C@@H](O)[C@H]1O
InChI key
SXZYCXMUPBBULW-SKNVOMKLSA-N
assay
95%
form
solid
optical activity
[α]19/D +55°, c = 4 in H2O
mp
187-190 °C (lit.)
storage temp.
2-8°C
Quality Level
Application
- Development and validation of an analysis method: Discusses the use of L-gulonic acid γ-lactone as a matrix effect inhibitor in the validation of a method for pesticide residues by gas chromatography–tandem mass spectrometry (Saegusa, Nomura, Takao, Hamaguchi, 2021).
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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Beata A Wolucka et al.
The FEBS journal, 273(19), 4435-4445 (2006-09-08)
The last step of the biosynthesis of L-ascorbic acid (vitamin C) in plants and animals is catalyzed by L-gulono-1,4-lactone oxidoreductases, which use both L-gulono-1,4-lactone and L-galactono-1,4-lactone as substrates. L-gulono-1,4-lactone oxidase is missing in scurvy-prone, vitamin C-deficient animals, such as humans
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
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.
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
G W Fleet et al.
Carbohydrate research, 205, 269-282 (1990-09-19)
The synthesis of the enantiomers of 6-epicastanospermine and of 1,6-diepicastanospermine from the enantiomeric gulonolactones is reported and the structure of the former is established as (1S,6R,7R,8R,8aR)-1,6,7,8-tetrahydroxyoctahydroindolizine. The inhibitory activities of the diastereomers against the amyloglucosidase-catalysed hydrolysis of p-nitrophenyl alpha-D-glucopyranoside were
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