8.51027

Biotin-ONp

Novabiochem^®

• Synonym(s): Biotin-ONp, Biotin p-nitrophenyl ester,5-(2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid p-nitrophenyl ester
• Empirical Formula (Hill Notation): C₁₆H₁₉N₃O₅S
• CAS Number: 33755-53-2
• Molecular Weight: 365.40
• MDL number: MFCD15141972
• UNSPSC Code: 12352108
• NACRES: NA.22

Properties

• Quality Level: 200
• product line: Novabiochem^®
• Assay: ≥97.0% (HPLC); ≥98% (TLC)
• form: powder
• reaction suitability: reaction type: Biotinylations
• manufacturer/tradename: Novabiochem^®
• mp: 163-165 °C
• application(s): peptide synthesis
• storage temp.: 15-25°C
• SMILES string: S1[C@H]([C@H]3NC(=O)N[C@H]3C1)CCCCC(=O)Oc2ccc(cc2)[N+](=O)[O-]
• InChI: 1S/C16H19N3O5S/c20-14(24-11-7-5-10(6-8-11)19(22)23)4-2-1-3-13-15-12(9-25-13)17-16(21)18-15/h5-8,12-13,15H,1-4,9H2,(H2,17,18,21)/t12-,13-,15-/m0/s1
• InChI key: YUDNXDTXQPYKCA-YDHLFZDLSA-N

Description

General description

Pre-activated reagent for the introduction of biotin by solid phase synthesis. More soluble and more reactive than 851023 ^[1]. This reagents has recently been found to be effective in SPOT synthesis of biotinylated peptides ^[2].

Associated Protocols and Technical Articles
Biotinylation Reagents for Peptide Synthesis

Automate your Biotin tagging with Synple Automated Synthesis Platform (SYNPLE-SC002)

Literature references

^[1] B. Baumeister, et al. Int. J. Pept. Res. Ther., 11, 139.
^[2] D. Winkler & P. McGeer (2008) Proteomics, 8, 961.

Application

• Mechanistic studies of a cell-permeant peptide designed to enhance myosin light chain phosphorylation: This study discusses the synthesis and applications of cell-permeant peptides involving biotin-ONP for enhanced cellular processes (Almansour, 2017).
• Structure-function analysis of tight junction-directed permeation enhancer PIP250: Provides insights into the utility of biotin-ONP in analyzing the structure and function of peptides used to enhance cellular permeation (Taverner et al., 2023).

Linkage

Replaces: 01-63-0116

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Optical rotation α 25/D (c=1 in dioxan): +34.5 - +39.5 °
Purity (TLC(0811)): ≥ 98 %
Assay (HPLC, area%): ≥ 97.0 % (a/a)

To see the solvent systems used for TLC of Novabiochem^® products please click here.

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable