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802999

Sigma-Aldrich

2-Acetamido-2-deoxy-β-D-glucopyranosylamine

97% (HPLC)

Synonym(s):

2-Acetamido-1-amino-1,2-dideoxy-β-D-glucopyranose, N-Acetyl-D-glucosylamine

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About This Item

Empirical Formula (Hill Notation):
C8H16N2O5
CAS Number:
4229-38-3
Molecular Weight:
220.22
MDL number:
MFCD00057751
UNSPSC Code:
12352116
PubChem Substance ID:
329768770
NACRES:
NA.22

Quality Level

100

Assay

97% (HPLC)

form

powder

mp

60 °C

storage temp.

2-8°C

SMILES string

CC(=O)NC1C(N)OC(CO)C(O)C1O

InChI

1S/C8H16N2O5/c1-3(12)10-5-7(14)6(13)4(2-11)15-8(5)9/h4-8,11,13-14H,2,9H2,1H3,(H,10,12)

InChI key

MCGXOCXFFNKASF-UHFFFAOYSA-N

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Application

This compound has been used as a building block in a variety of synthetic reactions.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Convergent solid-phase synthesis of N-glycopeptides facilitated by pseudoprolines at consensus-sequence Ser/Thr residues.
Vera Ullmann et al.
Angewandte Chemie (International ed. in English), 51(46), 11566-11570 (2012-09-05)
Ryan Joseph et al.
Organic letters, 15(4), 732-735 (2013-01-26)
Herein is described the chemoselective Cu(II)-HOBt promoted chemical ligation of glycosylamines and peptide thioacids to give N-glycosylated peptides. The method is distinguished from other chemical approaches to peptide N-glycosylation in that (1) it can be employed in the presence of

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