CAS 7784-54-5

α-D-Glucopiranosa, 2-(acetilamino)-2-desoxi-, 1,3,4,6-tetraacetato

Descripción:

α-D-Glucopiranosa, 2-(acetilamino)-2-desoxi-, 1,3,4,6-tetraacetato, comúnmente conocido como un derivado de la glucosamina, es un compuesto carbohidratado caracterizado por sus grupos funcionales acetilados. Esta sustancia presenta una estructura de anillo de glucopiranosa, que es una forma cíclica de seis miembros de la glucosa, con modificaciones específicas en la posición 2 donde se encuentra un grupo acetilamino, y en las posiciones 1, 3, 4 y 6 donde están unidos grupos acetilo. Estas modificaciones mejoran su solubilidad y reactividad, haciéndolo útil en diversas aplicaciones bioquímicas, incluyendo como un bloque de construcción en reacciones de glicosilación y en la síntesis de carbohidratos más complejos. La presencia de múltiples grupos acetilo contribuye a su estabilidad e influye en su interacción con sistemas biológicos. Este compuesto es típicamente blanco a blanco sucio en apariencia y es soluble en disolventes polares. Sus aplicaciones pueden extenderse a productos farmacéuticos, bioquímica y ciencia de materiales, donde puede servir como precursor para transformaciones químicas adicionales.

Fórmula: C₁₆H₂₃NO₁₀

InChI: InChI=1S/C16H23NO10/c1-7(18)17-13-15(25-10(4)21)14(24-9(3)20)12(6-23-8(2)19)27-16(13)26-11(5)22/h12-16H,6H2,1-5H3,(H,17,18)/t12-,13-,14-,15-,16+/m1/s1

Clave InChI: InChIKey=OVPIZHVSWNOZMN-QCODTGAPSA-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]1NC(C)=O

Sinónimos:

• 1,3,4,6-Tetra-O-acetyl-2-acetamido-2-deoxy-α-<span class="text-smallcaps">D</span>-glucopyranose
• 1,3,4,6-tetra-O-acetyl-2-(acetylamino)-2-deoxy-alpha-D-glucopyranose
• 2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-α-<span class="text-smallcaps">D</span>-glucopyranose
• 2-Acetamido-2-deoxy-1,3,4,6-tetra-O-acetyl-α-<span class="text-smallcaps">D</span>-glucopyranose
• 2-Acetamido-2-deoxy-alpha-D-glucose 1,3,4,6-tetraacetate
• 2-Acetamido-2-deoxy-α-<span class="text-smallcaps">D</span>-glucopyranose 1,3,4,6-tetraacetate
• 3-Acetamido-6-(acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyl triacetate
• Glucopyranose, 2-acetamido-2-deoxy-, 1,3,4,6-tetraacetate, α-<span class="text-smallcaps">D</span>-
• NSC 231931
• α-<span class="text-smallcaps">D</span>-Glucopyranose, 2-(acetylamino)-2-deoxy-, 1,3,4,6-tetraacetate
• 2-Acetamido-2-deoxy-α-D-glucopyranose 1,3,4,6-tetraacetate
• Glucopyranose, 2-acetamido-2-deoxy-, 1,3,4,6-tetraacetate, α-D-
• 2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-glucopyranose
• α-D-Glucopyranose, 2-(acetylamino)-2-deoxy-, 1,3,4,6-tetraacetate

2-ACETAMIDO-2-DEOXY-1,3,4,6-TETRA-O-ACETYL-α-D-GLUCOPYRANOSE

CAS: 7784-54-5

Fórmula: C₁₆H₂₃NO₁₀

Pureza: 97%

Forma y color: Solid

Peso molecular: 389.3545

Ref: IN-DA00G2QJ

α-D-Glucosamine Pentaacetate

CAS: 7784-54-5

α-D-Glucosamine Pentaacetate

Pureza: 98%

Peso molecular: 389.35g/mol

Ref: 54-OR1015496

α-D-Glucosamine Pentaacetate

CAS: 7784-54-5

Peso molecular: 389.35

Ref: 7W-GC6490

α-D-Glucosamine Pentaacetate

CAS: 7784-54-5

Fórmula: C₁₆H₂₃NO₁₀

Pureza: >98.0%(HPLC)

Forma y color: White to Almost white powder to crystal

Peso molecular: 389.36

Ref: 3B-A3380

α-D-Glucosamine Pentaacetate

Producto controlado

CAS: 7784-54-5

Applications α-D-Glucosamine Pentaacetate is a protected form of glucosamine
References Cudic, P., et al.: Bioorg. Med. Chem. Lett., 11, 3107 (2001),

Fórmula: C₁₆H₂₃NO₁₀

Forma y color: Neat

Peso molecular: 389.35

Ref: TR-G515001

α-D-Glucosamine pentaacetate

CAS: 7784-54-5

Alpha-D-glucosamine pentaacetate is a carbohydrate that is a member of the glycoconjugates family. It is an acetylated form of alpha-D-glucosamine and is used in the synthesis of glycoproteins and glycosaminoglycans. Alpha-D-Glucosamine pentaacetate has been shown to be an effective inhibitor of methylation reactions. It can also be used as a fluorinating agent in organic synthesis or Click chemistry, which involves the reaction between an azide group and an alkyne group. Alpha-D-Glucosamine pentaacetate has been shown to be a potent antiviral agent against herpes simplex virus 1 (HSV1) by blocking viral adsorption and penetration into cells, inhibiting DNA replication, and reducing viral titers.

Fórmula: C₁₆H₂₃NO₁₀

Peso molecular: 389.36 g/mol

Ref: 3D-G-2960

2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-a-D-glucopyranose

CAS: 7784-54-5

2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-a-D-glucopyranose (2AAT) is a synthetic nucleoside that binds to the same sequence of n-acetylgalactosamine in the cell wall of Gram positive bacteria. It was found to be effective against bacterial strains that produce beta lactamase enzymes. 2AAT has been shown to inhibit the growth of Gram positive bacteria and is able to penetrate tissues. It also prevents bacterial DNA gyrase and topoisomerase IV from binding with their respective substrates. 2AAT is made up of four parts: two ribose molecules, one deoxyribose molecule and one acetamido group. This last part is what makes it bind to the bacterial cell wall and inhibits protein synthesis by preventing mRNA from being translated into proteins.

Fórmula: C₁₆H₂₃NO₁₀

Pureza: Min. 98 Area-%

Forma y color: White Powder

Peso molecular: 389.36 g/mol

Ref: 3D-MA07519

2-ACETAMIDO-2-DEOXY-1,3,4,6-TETRA-O-ACETYL-α-D-GLUCOPYRANOSE

CAS: 7784-54-5

Pureza: 97%

Peso molecular: 389.3569946

Ref: 10-F863745