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514004

Sigma-Aldrich

1-叠氮-1-脱氧-β-D-吡喃葡萄糖苷

别名:

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

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About This Item

经验公式（希尔记法）:
C6H11N3O5
CAS号:
20379-59-3
分子量:
205.17
MDL號碼:
MFCD03701503
分類程式碼代碼:
12352201
PubChem物質ID:
24873730
NACRES:
NA.22

形狀

solid

反應適用性

reaction type: click chemistry

mp

60-65 °C (lit.)

SMILES 字串

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 密鑰

KSRDTSABQYNYMP-VFUOTHLCSA-N

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應用

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.

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

从最新的版本中选择一种：

分析证书(COA)

Lot/Batch Number
MKCL1722
MKCD2733
MKBZ1198V
MKBT1992V
MKBP4022V

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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
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
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

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