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β-D-glucuronide-pNP-carbonate

  • CAS No. 894095-98-8

  • Cat. No. CS-0128252
  • Purity≥96%
  • MDL No.MFCD31715405

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

β-D-glucuronide-pNP-carbonate|CS-0128252

Structure of 894095-98-8

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General Information

  • CAS No. 894095-98-8
  • Cat. No. CS-0128252
  • Purity ≥96%
  • MDL No. MFCD31715405
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄₅H₄₃N₃O₁₈
  • Molecular Weight 913.83
  • Synonym(s) None
  • SMILES O=C(NCCC(NC(C=C1COC(OC(C=C2)=CC=C2[N+]([O-])=O)=O)=C(C=C1)O[C@H](O[C@@H]3C(OC)=O)[C@@H]([C@H]([C@@H]3OC(C)=O)OC(C)=O)OC(C)=O)=O)OCC4C5=CC=CC=C5C6=CC=CC=C46

Description

β-D-Glucuronide-pNP-carbonate serves as a sensitive chromogenic substrate for β-glucuronidase enzymes. The molecule features a para-nitrophenyl carbonate ester linked via a glucuronide moiety, enabling rapid hydrolysis by target enzymes. Cleavage releases yellow-colored p-nitrophenol, facilitating real-time detection in enzymatic assays. This compound exhibits excellent stability under standard conditions and is well-suited for high-throughput screening workflows.

Application

β-D-Glucuronide-pNP-carbonate serves as a stable, bench-ready glycosyl donor for the stereoselective synthesis of glucuronide conjugates. Its p-nitrophenyl carbonate moiety enables efficient activation under mild conditions, facilitating glycosylation reactions with alcohols and phenols. The compound exhibits excellent functional group tolerance and simplifies purification due to the readily cleavable p-nitrophenol leaving group, making it ideal for building blocks in metabolic stability studies and glycoconjugate synthesis.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   269.76
  • LogP   5.2495
  • H_Acceptors   18
  • H_Donors   2
  • Rotatable_Bonds   16

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