D-Biotin p-nitrophenyl ester
| Code | Size | Price |
|---|
| CDX-B0307-M100 | 100 mg | £84.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short Term: +4°C Long Term: -20°C
Further Information
Alternate Names/Synonyms:
(+)-Biotin 4-nitrophenyl ester; 4-Nitrophenyl (+)-biotinate; BNP; Biotin-ONp
Appearance:
White to yellow powder.
CAS:
33755-53-2
EClass:
32160000
Form (Short):
solid
Handling Advice:
Protect from light and moisture.
InChi:
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
InChiKey:
YUDNXDTXQPYKCA-YDHLFZDLSA-N
Long Description:
Chemical. CAS: 33755-53-2. Formula: C16H19N3O5S. MW: 365.40. (+)-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.
MDL:
MFCD15141972
Molecular Formula:
C16H19N3O5S
Molecular Weight:
365.4
Package Type:
Vial
Product Description:
(+)-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.
Purity:
>98% (HPLC)
SMILES:
O=C(OC1=CC=C([N+]([O-])=O)C=C1)CCCC[C@@H]2SC[C@@]3([H])[C@]2([H])NC(N3)=O
Solubility Chemicals:
Soluble in methanol (25mg/ml).
Source / Host:
Synthetic
Transportation:
Non-hazardous
UNSPSC Category:
Fluorescent Reagents
UNSPSC Number:
41105331
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
(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)