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4-Nitrophenyl α-D-mannopyranoside (CAS 10357-27-4)

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Alternate Names:
(2R,3S,4S,5S,6R)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol
CAS Number:
10357-27-4
Purity:
≥98%
Molecular Weight:
301.25
Molecular Formula:
C12H15NO8
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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4-Nitrophenyl α-D-mannopyranoside, referred to as 4NP, is an artificial sugar compound featuring a nitrophenyl group attached to the α-D-mannopyranoside sugar component. This molecule serves as a substrate for glycosyltransferase enzymes, which play a vital role in transferring sugar moieties between molecules. The mode of action of 4-Nitrophenyl α-D-mannopyranoside relies on the nitrophenyl group′s ability to establish a covalent bond with the sugar moiety, facilitating the transfer of the sugar moiety from one molecule to another. This process is known as glycosylation and forms the basis for numerous biological processes and reactions involving sugar modifications. By investigating the behavior of 4-Nitrophenyl α-D-mannopyranoside, researchers gain insights into the mechanisms underlying glycosylation reactions and their significance in various biological applications.


4-Nitrophenyl α-D-mannopyranoside (CAS 10357-27-4) References

  1. Putative role of a Streptomyces coelicolor-derived α-mannosidase in deglycosylation and antibiotic production.  |  Rajesh, T., et al. 2014. Appl Biochem Biotechnol. 172: 1639-51. PMID: 24242072
  2. Models of binding of 4'-nitrophenyl alpha-D-mannopyranoside to the lectin concanavalin A.  |  Hamodrakas, SJ., et al. 1989. Int J Biol Macromol. 11: 17-22. PMID: 2489052
  3. Sequential processing of mannose-containing glycans by two α-mannosidases from Solitalea canadensis.  |  Liu, FF., et al. 2016. Glycoconj J. 33: 159-68. PMID: 26864077
  4. C2-Oxyanion Neighboring Group Participation: Transition State Structure for the Hydroxide-Promoted Hydrolysis of 4-Nitrophenyl α-d-Mannopyranoside.  |  Speciale, G., et al. 2016. J Am Chem Soc. 138: 14012-14019. PMID: 27723312
  5. Fluorescence sensing and glycosidase inhibition effect of multivalent glycosidase inhibitors based on Naphthalimide-deoxynojirimycin conjugates.  |  Wang, GY., et al. 2023. Bioorg Chem. 132: 106373. PMID: 36681043
  6. Deciphering dynamic combinatorial libraries of glycoclusters with miniaturized weak affinity chromatography coupled with mass spectrometry (nano-FAC-MS).  |  Jeanroy, F., et al. 2023. Anal Chim Acta. 1261: 341227. PMID: 37147058
  7. A Broad-Spectrum α-Glucosidase of Glycoside Hydrolase Family 13 from Marinovum sp., a Member of the Roseobacter Clade.  |  Li, J., et al. 2024. Appl Biochem Biotechnol.. PMID: 38180643
  8. Biochemical exploration of family GH119 reveals a single α-amylase specificity and confirms shared catalytic machinery with GH57 enzymes.  |  Vuillemin, M., et al. 2024. Int J Biol Macromol. 262: 129783. PMID: 38280706
  9. Alocasia macrorrhiza rhizome lectin inhibits growth of pathogenic bacteria and human lung cancer cell in vitro and Ehrlich ascites carcinoma cell in vivo in mice.  |  Hridoy, HM., et al. 2024. Protein Expr Purif. 219: 106484. PMID: 38614377
  10. The crystal structure of the complexes of concanavalin A with 4'-nitrophenyl-alpha-D-mannopyranoside and 4'-nitrophenyl-alpha-D-glucopyranoside.  |  Kanellopoulos, PN., et al. 1996. J Struct Biol. 116: 345-55. PMID: 8812993

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-Nitrophenyl α-D-mannopyranoside, 25 mg

sc-220980
25 mg
$32.00

4-Nitrophenyl α-D-mannopyranoside, 250 mg

sc-220980A
250 mg
$121.00