M6691
α-D-Mannopyranosyl azide
≥90% (TLC)
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About This Item
Empirical Formula (Hill Notation):
C6H11N3O5
Molecular Weight:
205.17
UNSPSC Code:
12352201
PubChem Substance ID:
MDL number:
assay
≥90% (TLC)
form
solid
shipped in
wet ice
storage temp.
−20°C
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-PQMKYFCFSA-N
General description
α-D-Mannopyranosyl is a glycosyl azide.
Application
α-D-Mannopyranosyl azide has been used in a study to assess the photochemistry of glycosyl azides. It has also been used in a study to investigate stereoselective photochemical transformations of hexopyranosyl imides.
Used to make N-link glycopeptides in glycobiology.
Storage Class
11 - Combustible Solids
wgk
WGK 3
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Stereoselective photochemical transformations of hexopyranosyl imides to highly functionalised heterocycles
Thiering, S., et al.
Journal of the Chemical Society. Perkin Transactions 1, 8, 801-806 (2001)
Photochemistry of glycosyl azides-II1: Investigation of the dual behavior: formation of a reversible intermediate and chain-degradation
Szarek, W., et al.
Tetrahedron, 34, 1427-1433 (1978)
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