CAS 604-69-3

β-D-Glucose pentaacetate

Description:

β-D-Glucose pentaacetate is an acetylated derivative of glucose, characterized by the presence of five acetyl groups attached to the hydroxyl groups of the glucose molecule. This compound is typically a white to off-white crystalline solid, exhibiting a sweet taste and a pleasant odor. It is soluble in organic solvents such as chloroform and acetone but has limited solubility in water due to its hydrophobic acetyl groups. The presence of these acetyl groups enhances its stability and alters its reactivity compared to unmodified glucose. β-D-Glucose pentaacetate is often used in organic synthesis and as a reagent in carbohydrate chemistry, particularly in the study of glycosidic bonds and the synthesis of glycosides. Its structure can be analyzed using techniques such as nuclear magnetic resonance (NMR) and mass spectrometry, which help elucidate its molecular configuration and confirm its identity. As with many acetylated compounds, it may exhibit different physical and chemical properties compared to its parent sugar, making it a valuable compound in both research and industrial applications.

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-IBEHDNSVSA-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

Synonyms:

• (3xi)-1,2,3,4,6-penta-O-acetyl-beta-D-ribo-hexopyranose
• 1,2,3,4,6-Penta-O-Acetyl-Beta-D-Glucopyranose
• 1,2,3,4,6-Penta-O-acetyl-β-<span class="text-smallcaps">D</span>-glucopyranose
• 2,3,4,6-Tetra-O-acetyl-β-<span class="text-smallcaps">D</span>-glucopyranosyl acetate
• Acetyl 2,3,4,6-Tetra-O-Acetyl-Beta-D-Glucopyranoside
• D-b-Glucose pentaacetate
• Glucopyranose, pentaacetate, β-<span class="text-smallcaps">D</span>-
• NSC 214078
• Penta-O-acetyl-β-<span class="text-smallcaps">D</span>-glucopyranose
• Penta-O-acetyl-β-<span class="text-smallcaps">D</span>-glucose
• Pentaacetyl-β-<span class="text-smallcaps">D</span>-glucopyranose
• Pentaacetyl-β-<span class="text-smallcaps">D</span>-glucose
• Per-O-acetyl-β-<span class="text-smallcaps">D</span>-glucopyranose
• Tetra-O-acetyl-β-<span class="text-smallcaps">D</span>-glucopyranosyl acetate
• β-<span class="text-smallcaps">D</span>-Glucopyranose peracetate
• β-<span class="text-smallcaps">D</span>-Glucopyranose, 1,2,3,4,6-pentaacetate
• β-<span class="text-smallcaps">D</span>-Glucopyranose, pentaacetate
• β-<span class="text-smallcaps">D</span>-Glucopyranoside peracetate
• β-<span class="text-smallcaps">D</span>-Glucopyranosyl pentaacetate
• β-<span class="text-smallcaps">D</span>-Glucose pentaacetate
• β-D-Glucose pentaacetate
• β-D-Glucopyranose, pentaacetate
• Penta-O-acetyl-β-D-glucopyranose
• Glucopyranose, pentaacetate, β-D-

Penta-O-acetyl-β-D-glucopyranose

CAS: 604-69-3

Formula: C₁₆H₂₂O₁₁

Purity: >99.0%(GC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 390.34

Ref: 3B-P0028

β-D-Glucose pentaacetate

CAS: 604-69-3

Formula: C₁₆H₂₂O₁₁

Purity: 95%

Color and Shape: Solid

Molecular weight: 390.341

Ref: 10-F228050

β-D-Glucose pentaacetate, 98%

CAS: 604-69-3

-D-Glucose Pentaacetate is used in biochemical reaction and also used as an active pharmaceutical intermediate. Further, it is used to stimulate insulin release in rat pancreatic islets. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some docu

Formula: C₁₆H₂₂O₁₁

Purity: 98%

Color and Shape: White to pale cream, Powder or crystalline powder

Molecular weight: 390.34

Ref: 02-A12526

β-D-Glucose Pentaacetate

CAS: 604-69-3

Formula: C₁₆H₂₂O₁₁

Purity: 95%

Color and Shape: Solid

Molecular weight: 390.3393

Ref: IN-DA0034IL

β-D-Glucose pentaacetate

CAS: 604-69-3

β-D-Glucose pentaacetate

Purity: ≥98%

Molecular weight: 390.34g/mol

Ref: 54-BUP16814

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

CAS: 604-69-3

Formula: C₁₆H₂₂O₁₁

Purity: ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 390.34

Ref: 7W-GC7359

β-D-(+)-Glucose pentaacetate

CAS: 604-69-3

β-D-(+)-Glucose pentaacetate

Purity: 98%

Color and Shape: White Solid

Molecular weight: 390.34g/mol

Ref: 54-BIK9007

β-D-Glucose Pentaacetate

CAS: 604-69-3

Color and Shape: Neat

Ref: 86-MM3780.01

β-D-Glucose pentaacetate

CAS: 604-69-3

β-D-Glucose pentaacetate (Penta-O-acetyl-β-D-glucopyranose) is a natural product.

Formula: C₁₆H₂₂O₁₁

Purity: 99.6%

Color and Shape: White To Beige Powder

Molecular weight: 390.34

Ref: TM-T7997

beta-D-Glucose Pentaacetate

Controlled Product

CAS: 604-69-3

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

Color and Shape: White

Molecular weight: 390.34

Ref: TR-G596500

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

CAS: 604-69-3

1,2,3,4,6-Penta-O-acetyl-b-D-glucopyranose, also known as beta-D-glucose pentaacetate, has high chemical stability and long shelf life. This protected form of glucose is a key building block of any chemical synthesis of glucose-containing oligosaccharides or glycoconjugates. In the presence of Lewis acids it can be used as a glycosyl donor to make simple glycosides. In order to perform more complex glycosylations, it can be converted into more reactive donors, such as glycosyl halides or thioglycosides. Beta-D-glucose pentaacetate is also used as a food additive and flavouring agent.

Formula: C₁₆H₂₂O₁₁

Purity: Min. 97.5 Area-%

Color and Shape: White Powder

Molecular weight: 390.34 g/mol

Ref: 3D-MP05836

ß-D-Glucose Pentaacetate extrapure, 99%

CAS: 604-69-3

Purity: min. 99%

Color and Shape: White, Crystalline powder

Ref: SR-65776

β-D-Glucose pentaacetate

CAS: 604-69-3

1,2,3,4,6-Penta-O-acetyl-b-D-glucopyranose, also known as beta-D-glucose pentaacetate, has high chemical stability and long shelf life. This protected form of glucose is a key building block of any chemical synthesis of glucose-containing oligosaccharides or glycoconjugates. In the presence of Lewis acids it can be used as a glycosyl donor to make simple glycosides. In order to perform more complex glycosylations, it can be converted into more reactive donors, such as glycosyl halides or thioglycosides. Beta-D-glucose pentaacetate is also used as a food additive and flavouring agent.

Formula: C₁₆H₂₂O₁₁

Molecular weight: 390.35 g/mol

Ref: 3D-G-3000