CAS 604-68-2

Penta-O-acetil-α-D-glucopiranosio

Descrizione:

Penta-O-acetil-α-D-glucopiranosio è un derivato del glucosio, specificamente una forma acetilata di α-D-glucopiranosio. È caratterizzato dalla presenza di cinque gruppi acetile attaccati ai gruppi idrossile (-OH) della molecola di glucosio, il che ne migliora la lipofilia e la stabilità rispetto al glucosio non modificato. Questo composto 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 dei gruppi acetile. Penta-O-acetil-α-D-glucopiranosio è spesso utilizzato nella sintesi organica e nella chimica dei carboidrati come gruppo protettivo per le funzionalità idrossile, facilitando varie reazioni chimiche senza interferire con la struttura del glucosio. La sua formula molecolare riflette le modifiche apportate alla struttura del glucosio ed è comunemente utilizzata nella sintesi di glicosidi e altri derivati dei carboidrati. Inoltre, potrebbe avere applicazioni in campo farmaceutico e biochimico, in particolare in studi che coinvolgono reazioni di 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-LJIZCISZSA-N

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

Sinonimi:

• 1,2,3,4,6-Penta-O-Acetyl-A-D-Glucopyranose
• 1,2,3,4,6-Penta-O-Acetyl-A-Glucopyranose
• 1,2,3,4,6-Penta-O-Acetyl-Alpha-D-Glucopyranose
• 1,2,3,4,6-Penta-O-Acetyl-Alpha-D-Glucose
• 1,2,3,4,6-Penta-O-Acetyl-Alpha-Glucopyranose
• 1,2,3,4,6-Penta-O-acetyl-α-<span class="text-smallcaps">D</span>-glucopyranose
• 1,2,3,4,6-Pentaacetyl-Alpha-D-Glucose
• 1,2,3,4,6-Tetra-O-acetyl-α-<span class="text-smallcaps">D</span>-glucopyranoside
• 2,3,4,5,6-Penta-O-Acetyl-D-Glucose
• 2,3,4,6-Tetra-O-acetyl-α-<span class="text-smallcaps">D</span>-glucopyranosyl acetate
• Alpha-D-Glucopyranose, Pentaacetate
• Alpha-Glucose Pentaacetate
• D-Glucose, 2,3,4,5,6-Pentaacetate
• Glucopyranose Pentaacetate
• Glucopyranose, Pentaacetate, Alpha-D-
• Glucopyranose, pentaacetate, α-<span class="text-smallcaps">D</span>-
• Glucose 2,3,4,5,6-Pentaacetate
• Glucose Pentaacetate
• NSC 119335
• NSC 9290
• Penta-O-acetyl-α-<span class="text-smallcaps">D</span>-glucopyranose
• Pentaacetyl-α-<span class="text-smallcaps">D</span>-glucopyranose
• Pentaacetyl-α-<span class="text-smallcaps">D</span>-glucose
• Α-D-Glucose Pentaacetate
• α-<span class="text-smallcaps">D</span>-Glucopyranose, 1,2,3,4,6-pentaacetate
• α-<span class="text-smallcaps">D</span>-Glucopyranose, pentaacetate
• α-<span class="text-smallcaps">D</span>-Glucopyranosyl pentaacetate
• α-<span class="text-smallcaps">D</span>-Glucose pentaacetate
• α-D-Glucopyranose, pentaacetate
• Glucopyranose, pentaacetate, α-D-

Penta-O-acetyl-alpha-D-glucopyranose

CAS: 604-68-2

Formula: C₁₆H₂₂O₁₁

Purezza: >97.0%(GC)

Colore e forma: White to Almost white powder to crystal

Peso molecolare: 390.34

Ref: 3B-G0225

α-D-Glucose pentaacetate, 99%

CAS: 604-68-2

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₁₆H₂₂O₁₁

Purezza: 99%

Colore e forma: White, Powder

Peso molecolare: 390.34

Ref: 02-B22137

α-D-Glucose Pentaacetate

CAS: 604-68-2

Formula: C₁₆H₂₂O₁₁

Purezza: ≥ 98.0% (dried basis)

Colore e forma: White or almost white powder

Peso molecolare: 390.34

Ref: 7W-GC4753

α-D(+)-Glucose pentaacetate

CAS: 604-68-2

α-D(+)-Glucose pentaacetate

Formula: C₁₆H₂₂O₁₁

Purezza: >98%

Colore e forma: Solid

Peso molecolare: 390.34

Ref: 54-OR1015495

a-D-Glucopyranose, pentaacetate

CAS: 604-68-2

Formula: C₁₆H₂₂O₁₁

Purezza: 98%

Colore e forma: Solid

Peso molecolare: 390.3393

Ref: IN-DA00IAOZ

α-D-Glucose pentaacetate

CAS: 604-68-2

α-D-Glucose pentaacetate is a fully acetylated derivative of α-D-glucopyranose, commonly used as a protected sugar intermediate in carbohydrate chemistry. The compound serves as a model system for studying deuterium-induced isotope effects on ¹³C chemical shifts, where single-site deuteration can produce upfield shifts of approximately 0.2–0.4 ppm per deuterium atom. In research, it is widely employed for NMR-based conformational analysis, with density functional theory calculations enabling correlation of experimental isotope shifts to specific C–H bond lengths.

Formula: C₁₆H₂₂O₁₁

Peso molecolare: 390.3393

Ref: TM-TSW-00059

Alpha-D-Glucose Pentaacetate

Prodotto controllato

CAS: 604-68-2

Applications D-Glucose pentaacetate was reported to stimulate insulin release in rat pancreatic islets. Only α-D-glucose pentaacetate caused an immediate increase in insulin output. The β-anomer of D-glucose pentaacetate first transiently inhibited insulin release, this initial effect being followed by a secondary rise in secretory rate.
References Carpinelli, A., et al.: Mol. Cell Endocrinol., 17, 103 (1980), Hellman, B., et al.: Diab. Metab., 20, 123 (1994), Malaisse, W., et al.: Int. J. Mol. Med., 2, 331 (1998), Sener, A., et al.: Mol. Gen. Metab., 64, 135 (1998),

Formula: C₁₆H₂₂O₁₁

Colore e forma: Neat

Peso molecolare: 390.34

Ref: TR-G596495

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

CAS: 604-68-2

1,2,3,4,6-Penta-O-acetyl-a-D-glucopyranose is a chemical compound that is an ester of the sugar penta-O-acetyl-a-D-glucopyranose and acetic acid. It has been shown to inhibit the activity of a number of enzymes, including proteins such as phospholipases C and D and fatty acid synthetases. The 1,2,3,4,6-penta-O-acetyl analogues have been shown to be effective in inhibiting model systems for the pathogenesis of inflammatory bowel disease and cancer. The hydroxyl group on the sugar ring may be important for binding to these enzymes.

Formula: C₁₆H₂₂O₁₁

Purezza: Min. 95%

Colore e forma: White Powder

Peso molecolare: 390.34 g/mol

Ref: 3D-MP05197

a-D-Glucopyranose pentaacetate

CAS: 604-68-2

Formula: C₁₆H₂₂O₁₁

Purezza: 95%

Colore e forma: Solid

Peso molecolare: 390.341

Ref: 10-F243070

α-D(+)-Glucose pentaacetate

CAS: 604-68-2

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

Formula: C₁₆H₂₂O₁₁

Purezza: 97%

Peso molecolare: 390.34

Ref: IN-DG8799

a-D-Glucose Pentaacetate extrapure, 99%

CAS: 604-68-2

Formula: C₁₆H₂₂O₁₁

Purezza: min. 99%

Colore e forma: White, Crystalline powder

Peso molecolare: 390.35

Ref: SR-12419