Saltar al contenido
Merck

514004

Sigma-Aldrich

1-Azido-1-deoxy-β-D-glucopyranoside

Sinónimos:

Β-D-Glycopyranosyl azide, 1-Azido-1-deoxy-beta-D-glucose

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización


About This Item

Fórmula empírica (notación de Hill):
C6H11N3O5
Número de CAS:
Peso molecular:
205.17
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.22

form

solid

Quality Level

reaction suitability

reaction type: click chemistry

mp

60-65 °C (lit.)

SMILES string

OC[C@H]1O[C@@H](N=[N+]=[N-])[C@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C6H11N3O5/c7-9-8-6-5(13)4(12)3(11)2(1-10)14-6/h2-6,10-13H,1H2/t2-,3-,4+,5-,6-/m1/s1

InChI key

KSRDTSABQYNYMP-VFUOTHLCSA-N

¿Está buscando productos similares? Visita Guía de comparación de productos

Application

1-Azido-1-deoxy-β-D-glucopyranoside can be used as an organic building block to prepare:
  • 1,2,3-triazole-containing (1-azido-1-deoxy-β-D-glucopyranoside) complex by reacting with propagylglycine and sodium ascorbate via copper-catalyzed click chemistry approach.
  • D-glucose-mercaptoacetyl triglycine (MAG3) derivative applicable as a potent tumor diagnosis agent.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

IrfanUllah Khan et al.
Pakistan journal of pharmaceutical sciences, 29(1), 213-219 (2016-02-02)
The 1,2,3-triazole-containing (1-azido-1-deoxy-β-D-glucopyranoside) complex was synthesized using click chemistry approach and evaluated its potential as a tumor-seeking agent. In the present study, (99m)Tc-tricarbonyl labeled (1-azido-1-deoxy-β-D-glucopyranoside) radiotracer [(99m)Tc(CO)(3)-BM], (where BM stands for biomolecule, e.g., (1-azido-1-deoxy-β-D- glucopyranoside)) was synthesized via click chemistry
André Luís Branco de Barros et al.
Bioorganic & medicinal chemistry letters, 19(9), 2497-2499 (2009-04-01)
A d-glucose-MAG(3) derivative was successfully synthesized and radiolabeled in high labeling yield. Biodistribution studies in Ehrlich tumor-bearing mice were performed. This compound showed high accumulation in tumor tissue with high tumor-to-muscle ratio and moderate tumor-to-blood ratio. Thus, d-glucose-MAG(3) is a
S K Sinha et al.
Carbohydrate research, 81(2), 239-247 (1980-03-15)
Syntheses are reported of 4-deoxy-D-xylo-hexose and 4-azido-4-deoxy-D-glucose as potential inhibitors for lactose synthase [uridine 5'-(alpha-D-galactopyranosyl pyrophosphate):D-glucose 4-beta-D-galactopyranosyltransferase, EC 2.4.1.22]. These syntheses involved SN2 displacement of the 4-methylsulfonyloxy group of methyl 2,3,6-tri-O-benzoyl-4-O-methylsulfonyl-alpha-D-galactopyranoside by iodide and azide ions. In both cases, inversion

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico