Specifications
- Purity
- ≥98% (HPLC)
- Appearance
- White to yellow powder
- Identity
- 1H-NMR
Properties
- Solvents
- methanol (25 mg/ml)
- Melting Point
- 163-165 °C(lit.)
Available from stock
D-Biotin p-nitrophenyl ester
- SKU
- B0307
Category: Building Blocks, Intermediates, Reagents
- Synonyms
- (+)-Biotin 4-nitrophenyl ester , 4-Nitrophenyl (+)-biotinate , BNP , Biotin-ONp
- 33755-53-2
- CAS-Number
- C16H19N3O5S
- Molecular Formula
- 365.40
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- 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.
- Transportation
- Not dangerous goods
- 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.
- Smiles
- O=C(OC1=CC=C([N+]([O-])=O)C=C1)CCCC[C@@H]2SC[C@@]3([H])[C@]2([H])NC(N3)=O
- InChi Key
- YUDNXDTXQPYKCA-YDHLFZDLSA-N
- 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)
- 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
(+)-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.
Additional information
| Synonyms | (+)-Biotin 4-nitrophenyl ester, 4-Nitrophenyl (+)-biotinate, BNP, Biotin-ONp |
|---|---|
| Purity | ≥98% (HPLC) |
| Appearance | White to yellow powder |
| CAS-Number | 33755-53-2 |
| Molecular Formula | C16H19N3O5S |
| Molecular Weight | 365.40 |
| Identity | 1H-NMR |
| Solvents | methanol (25 mg/ml) |
| Melting Point | 163-165 °C(lit.) |
| Smiles | O=C(OC1=CC=C([N+]([O-])=O)C=C1)CCCC[C@@H]2SC[C@@]3([H])[C@]2([H])NC(N3)=O |
| InChi Key | YUDNXDTXQPYKCA-YDHLFZDLSA-N |
| 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. |
| Transportation | Not dangerous goods |
| 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) |
| 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 |
| Quantity | 100 mg, Bulk |
