CAS 7784-54-5

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

Descrição:

α-D-Glucopiranose, 2-(acetilamino)-2-desoxi-, 1,3,4,6-tetraacetato, comumente referido como um derivado da glucosamina, é um composto carboidrato caracterizado por seus grupos funcionais acetilados. Esta substância apresenta uma estrutura de anel de glucopiranose, que é uma forma cíclica de seis membros da glicose, com modificações específicas na posição 2 onde um grupo acetilamino está presente, e nas posições 1, 3, 4 e 6 onde grupos acetilo estão ligados. Essas modificações aumentam sua solubilidade e reatividade, tornando-o útil em várias aplicações bioquímicas, incluindo como um bloco de construção em reações de glicosilação e na síntese de carboidratos mais complexos. A presença de múltiplos grupos acetilo contribui para sua estabilidade e influencia sua interação com sistemas biológicos. Este composto é tipicamente branco a off-white em aparência e é solúvel em solventes polares. Suas aplicações podem se estender a produtos farmacêuticos, bioquímica e ciência dos materiais, onde pode servir como um precursor para transformações químicas adicionais.

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

Chave 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%

Cor e Forma: 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)

Cor e Forma: White to Almost white powder to crystal

Peso molecular: 389.36

Ref: 3B-A3380

α-D-Glucosamine Pentaacetate

Produto 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

Cor e Forma: 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-%

Cor e Forma: 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