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05313

Sigma-Aldrich

L-Galactono-1,4-lactone

≥95.0% (GC)

Synonym(s):

L-Galactonic acid γ-lactone, NSC 25282

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About This Item

Empirical Formula (Hill Notation):
C6H10O6
CAS Number:
1668-08-2
Molecular Weight:
178.14
Beilstein:
83005
MDL number:
MFCD00066466
UNSPSC Code:
12352201
PubChem Substance ID:
329747682
NACRES:
NA.25

Assay

≥95.0% (GC)

form

solid

optical activity

[α]/D 78.0±3.0°, c = 1 in H2O

color

white

mp

134  °C ((273 °F))

suitability

conforms to structure for Proton NMR spectrum

storage temp.

−20°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-NEEWWZBLSA-N

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Biochem/physiol Actions

Metabolite in the biosynthetic pathway of vitamin C in higher plants.

Other Notes

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Md Moinuddin Ahmed et al.
Carbohydrate research, 341(10), 1505-1521 (2006-04-18)
A short and highly efficient route to various C-4 substituted sugar lactones has been developed. The key to the overall transformation is the sequential osmium-catalyzed dihydroxylation reaction of substituted 2,4-dienoates and an allylic substitution at the C-4 position. When the
Peter Schertl et al.
The Journal of biological chemistry, 287(18), 14412-14419 (2012-03-02)
L-galactono-1,4-lactone dehydrogenase (GLDH) catalyzes the terminal step of the Smirnoff-Wheeler pathway for vitamin C (l-ascorbate) biosynthesis in plants. A GLDH in gel activity assay was developed to biochemically investigate GLDH localization in plant mitochondria. It previously has been shown that
Rosalia Liso et al.
Journal of experimental botany, 55(408), 2589-2597 (2004-11-03)
To understand the function of ascorbic acid (ASC) in root development, the distribution of ASC, ASC oxidase, and glutathione (GSH) were investigated in cells and tissues of the root apex of Cucubita maxima. ASC was regularly distributed in the cytosol
Joanna Maddison et al.
Planta, 214(3), 383-391 (2002-02-22)
Leaf L-ascorbate content of an ozone (O3)-sensitive radish genotype (Raphanus sativus L. cv. Cherry Belle) was increased 2-fold by feeding hydroponically cultivated plants L-galactono- 1,4-lactone (GalL). Plants were grown in controlled-environment chambers ventilated with charcoal/Purafil-filtered air, and administered one of
Claudio Stasolla et al.
Plant physiology and biochemistry : PPB, 45(3-4), 188-198 (2007-04-03)
In previous studies we have reported that applications of ascorbic acid (ACS) enhance the conversion frequency of white spruce somatic embryos by "rescuing" structurally disorganized meristems and inducing cell proliferation in the apical poles [C. Stasolla, E.C. Yeung, Ascorbic acid
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