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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

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About This Item

Empirical Formula (Hill Notation):
C16H19N3O5S
CAS Number:
33755-53-2
Molecular Weight:
365.40
UNSPSC Code:
12352108
NACRES:
NA.22
MDL number:
MFCD15141972
Assay:
≥97.0% (HPLC), ≥98% (TLC)
Form:
powder
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Quality Segment

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

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).

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.

Other Notes

Replaces: 01-63-0116

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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