A8625

Sigma-Aldrich

N-Acetyl-D-glucosamine

≥99%

Synonym(s):
2-Acetamido-2-deoxy-D-glucose, D-GlcNAc
Empirical Formula (Hill Notation):
C8H15NO6
CAS Number:
Molecular Weight:
221.21
Beilstein/REAXYS Number:
1727589
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

biological source

crab (red)

assay

≥99%

form

powder

application(s)

HPLC: suitable

color

white to off-white

mp

211 °C (dec.) (lit.)

solubility

H2O: 50 mg/mL, clear to very slightly hazy (colorless to faint yellow solution)

storage temp.

−20°C

SMILES string

CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O

InChI

1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-,8?/m1/s1

InChI key

OVRNDRQMDRJTHS-RTRLPJTCSA-N

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Related Categories

Application

N-Acetyl-D-glucosamine (D-GlcNAc) is a derivitized glucose monomer found in polymers of bacterial cell walls, chitin, hyaluronic acids and various glycans. D-GlcNAc is used to identify, differentiate and characterize N-acetyl-β-D-hexoaminidase(s).

Packaging

5, 25 g in poly bottle
10 mg in glass bottle

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Bingwu Yu et al.
Journal of magnetic resonance (San Diego, Calif. : 1997), 228, 159-165 (2013-01-09)
Strong (1)H-(1)H coupling can significantly reduce the accuracy of (1)J(CH) measured from frequency differences in coupled HSQC spectra. Although accurate (1)J(CH) values can be extracted from spectral simulation, it would be more convenient if the same accurate (1)J(CH) values can...
Yasuhito Onodera et al.
The Journal of clinical investigation, 124(1), 367-384 (2013-12-10)
There is a considerable resurgence of interest in the role of aerobic glycolysis in cancer; however, increased glycolysis is frequently viewed as a consequence of oncogenic events that drive malignant cell growth and survival. Here we provide evidence that increased...
Colette Cywes-Bentley et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(24), E2209-E2218 (2013-05-30)
Microbial capsular antigens are effective vaccines but are chemically and immunologically diverse, resulting in a major barrier to their use against multiple pathogens. A β-(1→6)-linked poly-N-acetyl-d-glucosamine (PNAG) surface capsule is synthesized by four proteins encoded in genetic loci designated intercellular...
[Studies on "mannan-binding proteins," mammalian lectin specific for mannose and N-acetylglucosamine residues].
T Kawasaki
Seikagaku. The Journal of Japanese Biochemical Society, 54(9), 1019-1032 (1982-01-01)
Jeffrey R Erickson et al.
Nature, 502(7471), 372-376 (2013-10-01)
Ca(2+)/calmodulin-dependent protein kinase II (CaMKII) is an enzyme with important regulatory functions in the heart and brain, and its chronic activation can be pathological. CaMKII activation is seen in heart failure, and can directly induce pathological changes in ion channels...

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