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Key Documents

219355

Sigma-Aldrich

D-Gulonic acid γ-lactone

97%

Sinônimo(s):

D-(−)-Gulono-1,4-lactone, D-Gulono γ-lactone, D-Gulono-1,4-lactone

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About This Item

Fórmula empírica (Notação de Hill):
C6H10O6
Número CAS:
Peso molecular:
178.14
Beilstein:
83012
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.22

Ensaio

97%

atividade óptica

[α]20/D −55°, c = 4 in H2O

pf

182-188 °C (lit.)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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+/m1/s1

chave InChI

SXZYCXMUPBBULW-LECHCGJUSA-N

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Código de classe de armazenamento

13 - Non Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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Ayodele O Olabisi et al.
The Journal of organic chemistry, 70(17), 6782-6789 (2005-08-13)
A convenient method to obtain unknown chiral C2- and C3-functionalized aldono-1,4-lactone derivatives starting from l-ascorbic acid, which would be valuable in the synthesis of derivatives of various pharmacologically active agents for structure-activity studies, is described. The practicality of this approach
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
F Puskás et al.
FEBS letters, 430(3), 293-296 (1998-08-04)
The orientation of gulonolactone oxidase activity was investigated in rat liver microsomes. Ascorbate formation upon gulonolactone addition resulted in higher intravesicular than extravesicular ascorbate concentrations in native microsomal vesicles. The intraluminal ascorbate accumulation could be prevented or the accumulated ascorbate
A Krasnov et al.
Genetic analysis : biomolecular engineering, 15(3-5), 115-119 (1999-12-22)
The reviewed studies addressed the possibility of using gene transfer for correction of L-ascorbic acid biosynthesis and carbohydrate utilization in rainbow trout. Analyses of enzymatic activities in the L-AAB pathway indicated that reasons for the lack of L-AA production can

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