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712760

Sigma-Aldrich

6-Azido-6-deoxy-D-glucose

≥95% (HPLC)

Synonym(s):

6-Deoxy-6-azido-D-glucose

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About This Item

Empirical Formula (Hill Notation):
C6H11N3O5
CAS Number:
Molecular Weight:
205.17
Beilstein/REAXYS Number:
4906473
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

assay

≥95% (HPLC)

form

powder

optical activity

[α]/D +59.0±3.0°, c = 0.2 in H2O

composition

carbon, 34.4-35.8%
nitrogen, 20.0-21.0%

reaction suitability

reaction type: click chemistry

storage temp.

2-8°C

SMILES string

OC1O[C@H](CN=[N+]=[N-])[C@@H](O)[C@H](O)[C@H]1O

InChI

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

InChI key

CMLRUUHRGSJVMD-GASJEMHNSA-N

Application

  • Visualization of Protein-Specific Glycation in Living Cells via Bioorthogonal Chemical Reporter.: This study by Shao et al. explores the use of 6-Azido-6-deoxy-ᴅ-glucose as a chemical reporter to visualize protein-specific glycation in living cells. The research demonstrates the application of bioorthogonal chemistry in detecting and imaging glycoconjugates, providing insights into cellular processes and potential pathways for drug delivery systems (Shao et al., 2022).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Daniela Georgieva et al.
Nucleic acids research, 48(15), e88-e88 (2020-07-28)
DNA synthesis is a fundamental requirement for cell proliferation and DNA repair, but no single method can identify the location, direction and speed of replication forks with high resolution. Mammalian cells have the ability to incorporate thymidine analogs along with

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