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285943

Sigma-Aldrich

β-D-Glucose pentaacetate

98%

Synonyme(s) :

beta-D-Glucose pentaacetate, 1,2,3,4,6-Penta-O-acetyl-β-D-glucopyranose

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100 G
147,00 $
500 G
535,00 $

147,00 $

Disponible pour expédition le21 avril 2025Détails

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100 G
147,00 $
500 G
535,00 $

About This Item

Formule empirique (notation de Hill) :
C16H22O11
Numéro CAS:
604-69-3
Poids moléculaire :
390.34
Beilstein:
98851
Numéro CE :
210-074-8
Numéro MDL:
MFCD00006597
Code UNSPSC :
12352201
ID de substance PubChem :
24857226
Nomenclature NACRES :
NA.22

147,00 $

Disponible pour expédition le21 avril 2025Détails

Devis pour commande en gros

Niveau de qualité

100

Essai

98%

Forme

powder

Activité optique

[α]20/D +4.2°, c = 1 in chloroform

Pf

130-132 °C (lit.)

Chaîne SMILES 

CC(O)O[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O

InChI

1S/C16H22O11/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21/h12-16H,6H2,1-5H3/t12-,13-,14+,15-,16-/m1/s1

Clé InChI

LPTITAGPBXDDGR-IBEHDNSVSA-N

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
WXBF2734V
WXBD5873V
WXBD0461V
STBG1900V
STBF5285V

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G Ayvaz et al.
Research communications in molecular pathology and pharmacology, 103(1), 83-90 (1999-08-10)
The pentaacetate ester of alpha-D-glucose was recently introduced as a new insulin secretagogue. Its insulinotropic action appears mainly attributable to the catabolism of its hexose moiety in islet cells, but a direct effect of the ester itself upon a receptor
W J Malaisse et al.
Archives of biochemistry and biophysics, 381(1), 61-66 (2000-10-06)
Hepatocytes from fed rats were incubated for 120 min in the presence of alpha-D-[1,2-13C]glucose pentaacetate (1.7 mM), both D-[1,2-13C]glucose (1.7 mM) and acetate (8.5 mM), alpha-D-glucose penta[2-13C]acetate (1.7 mM), or D-[1,2-13C]glucose (8.3 mM). The amounts of 13C-enriched L-lactate and D-glucose
H Jijakli et al.
Endocrine, 10(3), 219-224 (1999-09-14)
The metabolism of alpha-D-glucose pentaacetate and its positive insulinotropic action in isolated rat pancreatic islets are both unexpectedly resistant to D-mannoheptulose, as judged from experiments conducted over 90-120 min incubation. In the present study, the possible effects of the heptose
Monosaccharide esters: new tools in biomedical research.
W J Malaisse
Molecular genetics and metabolism, 65(2), 129-142 (1998-10-27)
F Ponticelli et al.
Carbohydrate research, 330(4), 459-468 (2001-03-28)
We describe the synthesis of some 3-tert-butyl-4-hydroxyphenyl D-glycopyranosides by reaction of tert-butylhydroquinone with beta-D-pentaacetyl-glucose, beta-D-pentaacetyl-galactose, 2-acetamido- and 3,4,6-tri-O-acetyl-2-butanamido-2-deoxy-beta-D-glucopyranosyl chlorides as well as the formation of anomeric 3-tert-butyl-4-hydroxyphenyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-eno-pyranosides by reaction between tert-butylhydroquinone and 3,4,6-tri-O-acetyl-D-glucal. All compounds, except 3-tert-butyl-4-hydroxyphenyl alpha- and
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  1. How can I determine the shelf life / expiration / retest date of this product?

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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