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CS-W001157 4
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N-Acetyl-D-glucosamine

  • CAS No. 7512-17-6

  • Cat. No. CS-0017447
  • Purity≥97%
  • MDL No.MFCD00136044

*For research and further manufacturing use only, not for direct human use.

N-Acetyl-D-glucosamine|CS-0017447

Structure of 7512-17-6

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General Information

  • CAS No. 7512-17-6
  • Cat. No. CS-0017447
  • Purity ≥97%
  • MDL No. MFCD00136044
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₅NO₆
  • Molecular Weight 221.21
  • Synonym(s) N-Acetyl-2-amino-2-deoxy-D-glucose
  • SMILES O=C[C@@H]([C@@H](O)[C@H](O)[C@H](O)CO)NC(C)=O

Description

N-Acetyl-D-glucosamine is a key monosaccharide unit in glycosaminoglycans and bacterial cell wall components. This bench-stable derivative of glucosamine features enhanced solubility and metabolic stability, enabling reliable use in glycoconjugate synthesis, enzymatic assays, and cell culture applications requiring precise carbohydrate signaling.

Application

N-Acetyl-D-glucosamine (CAS 7512-17-6) serves as a key sugar ligand for competitive inhibition in lectin histochemistry, disrupting carbohydrate-protein interactions with high specificity. It enables precise binding studies. This compound is essential in Barbour-Stonner-Kelly medium, supporting growth of Borrelia burgdorferi spirochetes under defined conditions. Researchers use it in binding buffers to suspend Streptococcus pneumoniae strains, allowing accurate assessment of M-ficolin recognition specificity during inhibition assays.

Synthesis

  • Route1
    • In-stock
      2-Amino-2-deoxyglucose hydrochloride|CS-0179545
      1078691-95-8
    • null|null
      108-24-7
    • ~97%
    • In-stock
      N-Acetyl-D-glucosamine|CS-0017447
      7512-17-6

    References

    • Gavard, Ollivier; Hersant, Yael; Alais, Jocelyne; Duverger, Veronique; Dilhas, Anna; Bascou, Alison; Bonnaffe, David European Journal of Organic Chemistry, 2003 , # 18 p. 3603 - 3620
  • Route2
    • null|null
      13088-77-2
    • ~%
    • In-stock
      N-Acetyl-D-glucosamine|CS-0017447
      7512-17-6

    References

    • Tetrahedron: Asymmetry, , vol. 6, # 11 p. 2803 - 2810
  • Route3

    References

    • Kartha, K.P. Ravindranathan; Mukhopadhyay, Balaram; Field, Robert A. Carbohydrate Research, 2004 , vol. 339, # 3 p. 729 - 732

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501-P332+P317-P337+P317

Quality Control

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Computational Chemistry Data

  • TPSA   127.09
  • LogP   -3.235
  • H_Acceptors   6
  • H_Donors   5
  • Rotatable_Bonds   6

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