Skip to Content
Merck
All Photos(1)

Documents

310301

Sigma-Aldrich

L-Gulonic acid γ-lactone

95%

Synonym(s):

L-Gulonic γ-lactone, L-(+)-Gulono-1,4-lactone

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C6H10O6
CAS Number:
1128-23-0
Molecular Weight:
178.14
Beilstein:
83002
MDL number:
MFCD00064331
UNSPSC Code:
12352106
PubChem Substance ID:
24858787
NACRES:
NA.22

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

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 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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service