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M6691

Sigma-Aldrich

α-D-Mannopyranosyl azide

≥90% (TLC)

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About This Item

Empirical Formula (Hill Notation):
C6H11N3O5
Molecular Weight:
205.17
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:

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_germany

WGK 3


Certificates of Analysis (COA)

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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)
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)

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