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A6681

Sigma-Aldrich

2-Acetamido-1-N-(β-L-aspartyl)-2-deoxy-β-D-glucopyranosylamine

≥98%

Synonym(s):

β-D-GlcNAc-(1→N)-Asn, 2-Acetamido-1-β-(L-aspartamido)-1,2-dideoxy-D-glucose, L-Asparagine, N-[2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl]

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About This Item

Empirical Formula (Hill Notation):
C12H21N3O8
CAS Number:
2776-93-4
Molecular Weight:
335.31
MDL number:
MFCD00056071
UNSPSC Code:
12352201
PubChem Substance ID:
24891128
NACRES:
NA.25

assay

≥98%

form

powder

optical activity

[α]/D 22 to 26 °, c = 1% (w/v) in water

technique(s)

thin layer chromatography (TLC): suitable

storage temp.

−20°C

SMILES string

CC(=O)NC1C(O)C(O)C(CO)OC1NC(=O)CC(N)C(O)=O

InChI

1S/C12H21N3O8/c1-4(17)14-8-10(20)9(19)6(3-16)23-11(8)15-7(18)2-5(13)12(21)22/h5-6,8-11,16,19-20H,2-3,13H2,1H3,(H,14,17)(H,15,18)(H,21,22)

InChI key

YTTRPBWEMMPYSW-UHFFFAOYSA-N

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Application

n-acetylglucosaminylasparagine [2-Acetamido-1-N-(β-L-aspartyl)-2-deoxy-β-D-glucopyranosylamine] may be useful in studies on Aspartylglycosaminuria.

Storage Class

11 - Combustible Solids

wgk_germany

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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N-Acetyl-D-glucosamine ≥99% (HPLC)

Sigma-Aldrich

A8625

N-Acetyl-D-glucosamine

U Dunder et al.
FEBS letters, 499(1-2), 77-81 (2001-06-22)
Aspartylglycosaminuria (AGU), a severe lysosomal storage disease, is caused by the deficiency of the lysosomal enzyme, glycosylasparaginase (GA), and accumulation of aspartylglucosamine (GlcNAc-Asn) in tissues. Here we show that human leukocyte glycosylasparaginase can correct the metabolic defect in Epstein-Barr virus
M Arvio et al.
Acta neurologica Scandinavica, 112(5), 335-337 (2005-10-13)
To show that the head may shrink in adult patients with aspartylglucosaminuria (AGU), a neurodegenerative disease. The head circumference (HC) of 40 adult patients (age at baseline 15 to 47) was measured twice with an interval of 10 years. Of
Niki Lindblom et al.
Journal of inherited metabolic disease, 29(5), 637-646 (2006-09-01)
Sleep disturbances are common in many progressive metabolic encephalopathies. The possible presence of disturbed sleep-wake behaviour in the lysosomal storage disorder aspartylglucosaminuria, has not been previously studied, however. The sleep-wake behaviour of 81 patients with aspartylglucosaminuria (AGU, age 3-55 years
A Schäfer et al.
Carbohydrate research, 313(2), 107-116 (1999-01-09)
The preparative synthesis of a new N4-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-L-asparagine mimetic 1, starting from 2-amino-1,5-anhydro-2-deoxy-glucitol hydrochloride and Z-Asp-(OH)-OBn is described. This glycosyl-amino acid unit 1 is expected to show higher stabilities towards in vivo conditions. Further, the use of 1 as building block
Ulla Dunder et al.
Journal of inherited metabolic disease, 33(5), 611-617 (2010-07-08)
Aspartylglycosaminuria (AGU) is a lysosomal storage disease caused by deficient activity of glycosylasparaginase (AGA), and characterized by motor and mental retardation. Enzyme replacement therapy (ERT) in adult AGU mice with AGA removes the accumulating substance aspartylglucosamine from and reverses pathology
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