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A8625

N-Acetyl-D-glucosamine

≥99% (HPLC)

Synonym(s):

2-Acetamido-2-deoxy-D-glucose, D-GlcNAc

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About This Item

Empirical Formula (Hill Notation):
C8H15NO6
CAS Number:
Molecular Weight:
221.21
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
231-368-2
Beilstein/REAXYS Number:
1727589
MDL number:
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biological source

crab (red)

Quality Segment

assay

≥99% (HPLC)

form

powder

technique(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)

application(s)

advanced drug delivery

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

General description

N-acetylglucosamine (GlcNAc) is the acetylated derivative of glucosamine (GlcN). It is an important component of proteoglycans, glycoproteins, glycosaminoglycans (GAGs), and other building units found in connective tissue.

Application

N-Acetyl-D-glucosamine has been used:
  • as sugar for competitive inhibition in lectin histochemistry
  • as a component in Barbour-Stonner-Kelly (BSK) medium for cultivating Borrelia burgdorferi spirochetes strains
  • as a component of binding buffer to suspend Streptococcus pneumoniae strains for inhibition assay to examine the specificity of M-ficolin binding to S. pneumoniae strains

Biochem/physiol Actions

N-acetylglucosamine (GlcNAc) is mainly used in the food, cosmetics, and pharmaceutical industries.

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.

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This Item
A4106A3286PHR1432
biological source

crab (red)

biological source

-

biological source

-

biological source

-

technique(s)

HPLC: suitable

technique(s)

-

technique(s)

cell culture | mammalian: suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

assay

≥99% (HPLC)

assay

≥95% (HPLC)

assay

≥95% (HPLC)

assay

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

300

solubility

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

solubility

water: 50 mg/mL, clear to cloudy, colorless to faintly yellow

solubility

-

solubility

-

form

powder

form

powder

form

powder

form

-


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Questions

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. What is the physicochemical method or principle used to determine optical rotation in this product, could you confirm that the product is released with polarimetry?

    1 answer
    1. The method of analysis for this product is considered proprietary, however details and conditions are published in the Certificate of Analysis. See the link below for a sample CofA.
      https://www.sigmaaldrich.com/certificates/sapfs/PROD/sap/certificate_pdfs/COFA/Q14/A8625-5G0000185218.pdf

      Helpful?

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