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Key Documents

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
098H3908
039H3911

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N-Acetyl-D-glucosamine ≥99% (HPLC)

Sigma-Aldrich

A8625

N-Acetyl-D-glucosamine

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
The kinetics of the acid hydrolysis of 2-acetamido-1-N-(beta-L-aspartyl)-2-deoxy-beta-D-glucopyranosylamine.
R D Marshall
Biochimica et biophysica acta, 192(3), 381-384 (1969-12-30)
Gunilla Malm et al.
Transplantation, 78(3), 415-419 (2004-08-19)
Aspartylglucosaminuria is a rare, inherited lysosomal disease characterized by a slowly progressive mental retardation and coarse facial and body features. With the intent to provide the deficient enzyme aspartylglucosaminidase, allogeneic stem-cell transplantation (ASCT) has been attempted. Only a few cases
R Guy et al.
Child: care, health and development, 27(2), 173-181 (2001-03-17)
Lysosomal storage diseases are rare and coexistence of more than one in a family can present a diagnostic challenge as illustrated by this study. The index case born to consanguineous Asian parents presented with developmental delay. Investigations led to an
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