G0259

D-Glucosaminic acid

Name: <SC>D</SC>-Glucosaminic acid
Brand: SIGMA
Price: 195 USD

≥98% (TLC)

Synonym(s):

2-Amino-2-deoxy-D-gluconic acid

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1 G

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About This Item

Empirical Formula (Hill Notation):

C₆H₁₃NO₆

CAS Number:

3646-68-2

Molecular Weight:

195.17

Beilstein/REAXYS Number:

1726033

EC Number:

222-879-1

MDL number:

MFCD00037764

UNSPSC Code:

12352201

PubChem Substance ID:

24895011

NACRES:

NA.25

Key Documents

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Quality Level

100

assay

≥98% (TLC)

form

powder

optical activity

[α]20/D -15.0 to -14.0 °, c = 2.5% (w/v) in hydrochloric acid

technique(s)

thin layer chromatography (TLC): suitable

color

white to off-white

mp

235 °C

solubility

0.5 M HCl: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

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

InChI

1S/C6H13NO6/c7-3(6(12)13)5(11)4(10)2(9)1-8/h2-5,8-11H,1,7H2,(H,12,13)/t2-,3-,4-,5-/m1/s1

InChI key

UFYKDFXCZBTLOO-TXICZTDVSA-N

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Show Differences

1 of 4

This Item	K6250	A7791	A3007
Sigma-Aldrich G0259 D-Glucosaminic acid	Sigma-Aldrich K6250 2-Keto-D-gluconic acid hemicalcium salt hydrate	Sigma-Aldrich A7791 N-Acetyl-D-lactosamine	Sigma-Aldrich A3007 N-Acetylmuramic acid
technique(s) thin layer chromatography (TLC): suitable	technique(s) thin layer chromatography (TLC): suitable	technique(s) thin layer chromatography (TLC): suitable	technique(s) thin layer chromatography (TLC): suitable
assay ≥98% (TLC)	assay ≥99% (TLC)	assay ≥98% (TLC)	assay ≥98% (TLC)
solubility 0.5 M HCl: 50 mg/mL, clear, colorless to faintly yellow	solubility water: 49-51 mg/mL	solubility water: 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow	solubility water: 50 mg/mL, clear, colorless
Quality Level 100	Quality Level 300	Quality Level 100	Quality Level 200
form powder	form powder	form powder	form powder
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. −20°C	storage temp. 2-8°C

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Use of D-glucosaminic acid as an internal standard in single-column accelerated amino acid analysis of physiological fluids.

C Stacey-Schmidt et al.

Analytical biochemistry, 123(1), 74-77 (1982-06-01)

Chitosan modification and pharmaceutical/biomedical applications.

Jiali Zhang et al.

Marine drugs, 8(7), 1962-1987 (2010-08-18)

Chitosan has received much attention as a functional biopolymer for diverse applications, especially in pharmaceutics and medicine. Our recent efforts focused on the chemical and biological modification of chitosan in order to increase its solubility in aqueous solutions and absorbability

A novel method to prepare water-dispersible magnetic nanoparticles and their biomedical applications: magnetic capture probe and specific cellular uptake.

Changjiang Yu et al.

Journal of biomedical materials research. Part A, 87(2), 364-372 (2008-01-09)

A novel and simple method to form water-dispersed magnetic nanoparticles was successfully developed through glucosaminic acid-surface modification of iron oxide nanoparticles. The resultant glucosaminic acid-modified magnetic nanoparticles (GA-MNPs) had not only good uniformity in spherical shape with diameter of about

N-Alkyl derivatives of 2-amino-2-deoxy-D-glucose.

Beata Liberek et al.

Carbohydrate research, 340(11), 1876-1884 (2005-06-28)

Mono- and di-N-alkylated derivatives of 1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-beta-D-glucose (alkyl=methyl, ethyl, propyl, butyl, pentyl, hexyl, benzyl) were synthesised by the reductive alkylation of per-O-acetyl-d-glucosamine. (N-ethyl, N-propyl, N-butyl, N-pentyl and N-hexyl)-1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-beta-D-glucoses were deacetylated in order to attempt an enzymatic phosphorylation. All products were characterised

Design of N-acetyl-6-sulfo-beta-d-glucosaminide-based inhibitors of influenza virus sialidase.

Kenji Sasaki et al.

Bioorganic & medicinal chemistry, 12(6), 1367-1375 (2004-03-17)

Biological activity of N-acetyl-6-sulfo-beta-d-glucosaminides (6-sulfo-GlcNAc 1) having a structural homology to N-acetylneuraminic acid (Neu5Ac 2) and 2-deoxy-2,3-dehydro-N-acetylneuraminic acid (Neu5Ac2en 3) was examined in terms of inhibitory activity against influenza virus sialidase (influenza, A/Memphis/1/71 H3N2). pNP 6-Sulfo-GlcNAc 1a was proved to

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D-Glucosaminic acid