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310301

Sigma-Aldrich

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:
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’.

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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.
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
Marjan Jeselnik et al.
Organic letters, 5(15), 2651-2653 (2003-07-19)
[reaction: see text] A new synthesis of L-noviose (11), a sugar moiety of novobiocin, is presented. D-Gulonolactone was initially converted in a few steps to the key ester derivative 7 [1-O-benzyl methyl 2,3-O-(1-methylethylidene)-alpha-L-lyxofuranosiduronate]. An appropriate selection of protecting groups enabled
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
Purification and characterization of L-gulonolactone oxidase from chicken kidney microsomes.
K Kiuchi et al.
Biochemistry, 21(20), 5076-5082 (1982-09-28)
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