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Chemodex
D-Biotin p-nitrophenyl ester
Product Details | |
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Synonyms | (+)-Biotin 4-nitrophenyl ester; 4-Nitrophenyl (+)-biotinate; BNP; Biotin-ONp |
Product Type | Chemical |
Properties | |
Formula |
C16H19N3O5S |
MW | 365.4 |
CAS | 33755-53-2 |
Source/Host Chemicals | Synthetic |
Purity Chemicals | ≥98% (HPLC) |
Appearance | White to yellow powder. |
Solubility | Soluble in methanol (25mg/ml). |
Identity | Determined by 1H-NMR. |
Declaration | Manufactured by Chemodex. |
Other Product Data |
Click here for Original Manufacturer Product Datasheet |
InChi Key | YUDNXDTXQPYKCA-YDHLFZDLSA-N |
Smiles | O=C(OC1=CC=C([N+]([O-])=O)C=C1)CCCC[C@@H]2SC[C@@]3([H])[C@]2([H])NC(N3)=O |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice | Protect from light and moisture. |
Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Documents | |
MSDS | Inquire |
Product Specification Sheet | |
Datasheet | Download PDF |
(+)-Biotin 4-nitrophenyl ester (Biotin-ONp) is a pre-activated biotin derivative, that is used as a biotinylation reagent in the modification of peptides, amino acids and proteins. Biotin-ONp is an effective and efficient tool for the introduction of biotin during solid phase synthesis, offering greater reactivity and higher solubility than Biotin-OSu. It may also be used to prepare biotinylated quinazoline derivatives. Recently, Biotin-ONp has been described as an alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs. PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins.
(1) P.S. Nelson, et al.; Nucleosid. Nucleotid. 5, 233 (1986) | (2) M. Wilchek & E.A. Bayer; Meth. Enzymol. 184, 123 (1990) | (3) R.L. Geahlen, et al.; Anal. Biochem. 202, 68 (1992) | (4) B. Baumeister, et al.; Int. J. Pept. Res. Therap. 11, 139 (2005) | (5) D.F.H. Winkler & P.L. McGeer; Proteomics 8, 961 (2008) | (6) S.-Y. Seo & T.W. Corson; Meh. Enzymol. 622, 347 (2019)