CAS 83-87-4

D-Glucopiranosio,1,2,3,4,6-pentaacetato

Descrizione:

D-Glucopiranosio, 1,2,3,4,6-pentaacetato è un derivato del D-glucosio, in cui tutti e cinque i gruppi idrossilici sono acetilati, risultando in uno zucchero completamente acetilato. Questo composto è caratterizzato dalla sua struttura molecolare, che include un anello pirano, una forma ciclica a sei membri del glucosio, e cinque gruppi acetile attaccati alle posizioni idrossiliche. L'acetilazione migliora la lipofilia della molecola, rendendola meno polare rispetto al suo zucchero madre, il che può influenzare la sua solubilità e reattività. Il pentaacetato di D-glucopiranosio è tipicamente un solido cristallino bianco a bianco sporco, ed è solubile in solventi organici come cloroformio e acetone, ma meno solubile in acqua a causa della presenza dei voluminosi gruppi acetile. Questo composto è spesso utilizzato nella sintesi organica e come intermedio nella preparazione di vari glicosidi e altri derivati dei carboidrati. Inoltre, può servire come composto modello in studi relativi alla chimica dei carboidrati e reazioni enzimatiche che coinvolgono glicosilazione.

Formula: C₁₆H₂₂O₁₁

InChI: 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

InChI key: InChIKey=LPTITAGPBXDDGR-IWQYDBTJSA-N

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

Sinonimi:

• 1,2,3,4,6-Penta-O-acetyl-<span class="text-smallcaps">D</span>-glucopyranose
• 1,2,3,4,6-Penta-O-acetyl-D-glucopyranose
• <span class="text-smallcaps">D</span>-Glucopyranose, 1,2,3,4,6-pentaacetate
• <span class="text-smallcaps">D</span>-Glucopyranose, pentaacetate
• <span class="text-smallcaps">D</span>-Glucose pentaacetate
• <span class="text-smallcaps">D</span>-Glucose, 1,2,3,4,6-pentaacetate
• D-Glucopyranose,pentaacetate (9CI)
• D-Glucose, 1,2,3,4,6-pentaacetate (7CI)
• D-Glucosepentaacetate
• Glucopyranose pentaacetate
• Glucopyranose, pentaacetate, <span class="text-smallcaps">D</span>-
• Glucopyranose,pentaacetate, D- (6CI,8CI)
• Glucose pentaacetate
• Pagosten-1
• Penta-O-acetyl-<span class="text-smallcaps">D</span>-glucopyranose
• Penta-O-acetyl-<span class="text-smallcaps">D</span>-glucopyranoside
• Penta-O-acetyl-D-glucopyranose
• Pentaacetyl-<span class="text-smallcaps">D</span>-glucose
• Pentaacetyl-D-glucose
• Pentaacetylglucose
• Peracetyl-<span class="text-smallcaps">D</span>-glucose
• Peracetyl-D-glucose
• Peracetylated <span class="text-smallcaps">D</span>-glucose
• D-Glucopyranose, 1,2,3,4,6-pentaacetate
• D-Glucopyranose, pentaacetate
• Glucopyranose, pentaacetate, D-
• D-Glucose, 1,2,3,4,6-pentaacetate
• Acetyl 2,3,4,6-tetra-o-acetyl-beta-D-glucopyranoside
• PENTA-O-ACETYL-BETA-D-GLUCOPYRANOSE
• GLUCOSE PENTAACETATE, B-D-
• PENTA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE
• BETA-D(+)-GLUCOSE PENTAACETATE
• 1,2,3,4,6-PENTA-O-ACETYL-BETA-D-GLUCOSE
• BETA-D-GLUCOSE PENTAACETATE
• D-B-GLUCOSE PENTAACETATE
• 1,2,3,4,6-PENTAACETYL-ALPHA-D-GLUCOSE
• BETA-D-GLUCOPYRANOSE-PENTAACETATE
• B-D-1,2,3,4,6-PENTA-O-ACETYL-B-GLUCOPYRANOSE
• PENTAACETYL-BETA-D-GLUCOSE
• B-D-GLUCOSE PENTAACETATE
• 1,2,3,4,6-PENTA-O-ACETYL-BETA-D-GLUCOPYRANOSE
• BETA-DEXTROSE PENTAACETATE

D-Glucose pentaacetate

CAS: 83-87-4

D-Glucose pentaacetate

Formula: C₁₆H₂₂O₁₁

Purezza: 98%

Peso molecolare: 390.34

Ref: 54-OR1037877

D-Glucose pentaacetate

CAS: 83-87-4

D-Glucose pentaacetate is a peracetylated hexose ester that enhances insulin secretion from pancreatic islets in a receptor-mediated, anomer-specific manner. At 1.7 mM, both alpha and beta anomers augment insulin release induced by 10.0 mM succinic acid dimethyl ester, with a secretory response far exceeding that of unesterified D-glucose at the same concentration. This compound serves as a research tool for investigating anomeric specificity in the insulinotropic action of hexose esters, independent of carbohydrate catabolism.

Formula: C₁₆H₂₂O₁₁

Peso molecolare: 390.3393

Ref: TM-TSW-00058

1,2,3,4,6-Penta-O-acetyl-D-glucopyranose

CAS: 83-87-4

Ref: 7W-GC2521

(3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate

CAS: 83-87-4

Formula: C₁₆H₂₂O₁₁

Purezza: 95%

Colore e forma: Solid

Peso molecolare: 390.3393

Ref: IN-DA008HUJ

Peracetylated D-glucose

CAS: 83-87-4

Purezza: 98%

Peso molecolare: 390.341

Ref: 10-F986473

1,2,3,4,6-Penta-O-acetyl-D-glucopyranose

CAS: 83-87-4

Benzoate is a carboxylic acid that is found in many fruits and vegetables. Benzoate can be metabolized by the body to form hydrogen chloride, which may cause irritation of the mucous membranes of the respiratory tract. This chemical has been shown to have cytotoxic activity against human cancer cells in vitro. Benzoate also has an anti-inflammatory effect on insulin resistance and can be used as a topical treatment for psoriasis. The mechanism by which benzoate exerts its anticancer activity is not fully understood, but it may involve the production of reactive oxygen species or induction of apoptosis.

Formula: C₁₆H₂₂O₁₁

Purezza: Min. 95%

Colore e forma: White Powder

Peso molecolare: 390.34 g/mol

Ref: 3D-MP05825

(3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate

CAS: 83-87-4

(3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate

Formula: C₁₆H₂₂O₁₁

Purezza: 95%

Peso molecolare: 390.34

Ref: IN-DG328457