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41041

Sigma-Aldrich

L-Fucono-1,4-lactone

≥90% (TLC)

Synonym(s):

6-Deoxy-L-galactonic acid γ-lactone, L-Fuconic 1,4-lactone, L-Fuconic acid γ-lactone

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About This Item

Empirical Formula (Hill Notation):
C6H10O5
CAS Number:
24286-28-0
Molecular Weight:
162.14
Beilstein:
82272
EC Number:
246-121-4
UNSPSC Code:
12352204
PubChem Substance ID:
329756050
NACRES:
NA.32

Assay

≥90% (TLC)

form

powder

optical activity

[α]/D +78±3°, c = 2 in H2O

suitability

corresponds for H-NMR

storage temp.

2-8°C

SMILES string

O[C@H]([C@@H]([C@@H](O)C)O1)[C@H](O)C1=O

InChI

1S/C6H10O5/c1-2(7)5-3(8)4(9)6(10)11-5/h2-5,7-9H,1H3/t2-,3?,4+,5+/m0/s1

InChI key

VASLEPDZAKCNJX-MEFNJWCVSA-N

Biochem/physiol Actions

Metabolite in the fructose and mannose metabolism

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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Isolation of diphosphopyridine nucleotide-dependent L-fucose dehydrogenase from pork liver.
H Schachter et al.
The Journal of biological chemistry, 244(17), 4785-4792 (1969-09-10)
H S Bleeg et al.
European journal of biochemistry, 127(2), 391-396 (1982-10-01)
An enzyme from Saccharomyces cerevisiae which catalyzes the reaction: L-galactonolactone + O2 leads to L-ascorbate + H2O2 has been purified 466-fold from the mitochondrial fraction of a yeast homogenate. The enzyme has several properties that are different from the L-galactonolactone
Merlin Eric Hobbs et al.
Biochemistry, 53(28), 4661-4670 (2014-06-26)
A previously unknown metabolic pathway for the utilization of l-galactose was discovered in a prevalent gut bacterium, Bacteroides vulgatus. The new pathway consists of three previously uncharacterized enzymes that were found to be responsible for the conversion of l-galactose to
Anikó Várnai et al.
Applied and environmental microbiology (2018-04-01)
Fungi secrete a set of glycoside hydrolases and oxidoreductases, including lytic polysaccharide monooxygenases (LPMOs), for the degradation of plant polysaccharides. LPMOs catalyze the oxidative cleavage of glycosidic bonds after activation by an external electron donor. So far, only flavin-dependent oxidoreductases
Merlin Eric Hobbs et al.
Biochemistry, 52(1), 239-253 (2012-12-12)
A member of the amidohydrolase superfamily, BmulJ_04915 from Burkholderia multivorans, of unknown function was determined to hydrolyze a series of sugar lactones: L-fucono-1,4-lactone, D-arabino-1,4-lactone, L-xylono-1,4-lactone, D-lyxono-1,4-lactone, and L-galactono-1,4-lactone. The highest activity was shown for L-fucono-1,4-lactone with a k(cat) value of
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