WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 526639
CAS#: 135980-66-4
Description: MSBN is a highly selective fluorogenic probe for thiols, selectively imaging thiols in live cells and specifically label protein thiols with a turn-on signal to determine diverse reversible protein thiol modifications.
MedKoo Cat#: 526639
Name: MSBN
CAS#: 135980-66-4
Chemical Formula: C17H17NO4S
Exact Mass: 331.0878
Molecular Weight: 331.386
Elemental Analysis: C, 61.62; H, 5.17; N, 4.23; O, 19.31; S, 9.67
Synonym: MSBN
IUPAC/Chemical Name: 4-Methylsulfonyl-N-n-butyl-1,8-naphthalimide
InChi Key: XJWPRGLACNOMLF-UHFFFAOYSA-N
InChi Code: InChI=1S/C17H17NO4S/c1-3-4-10-18-16(19)12-7-5-6-11-14(23(2,21)22)9-8-13(15(11)12)17(18)20/h5-9H,3-4,10H2,1-2H3
SMILES Code: O=C(C1=C2C3=CC=CC2=C(S(=O)(C)=O)C=C1)N(CCCC)C3=O
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
| Biological target: | MSBN is a highly selective fluorogenic probe for thiols. |
| In vitro activity: | This study reported the discovery of 4-methylsulfonyl-N-n-butyl-1,8-naphthalimide (MSBN), a highly selective fluorogenic probe for thiols based on the 1,8-naphthalimide scaffold. Thiols react with MSBN nearly quantitatively via nucleophilic aromatic substitution to replace the methylsulfonyl group and restore the quenched fluorescence (>100-fold increase). MSBN was employed to selectively image thiols in live cells and specifically label protein thiols with a turn-on signal to determine diverse reversible protein thiol modifications. In addition, this study introduced a bulky group into the MSBN as a mass tag to create a probe MSBN-TPP, which readily discriminates the reduced thioredoxin from the oxidized one. Reference: ACS Chem Biol. 2016 Apr 15;11(4):1098-105. https://pubmed.ncbi.nlm.nih.gov/26813105/ |
| In vivo activity: | TBD |
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 100.0 | 301.76 |
The following data is based on the product molecular weight 331.386 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | Zhou P, Yao J, Hu G, Fang J. Naphthalimide Scaffold Provides Versatile Platform for Selective Thiol Sensing and Protein Labeling. ACS Chem Biol. 2016 Apr 15;11(4):1098-105. doi: 10.1021/acschembio.5b00856. Epub 2016 Feb 9. PMID: 26813105. |
| In vitro protocol: | Zhou P, Yao J, Hu G, Fang J. Naphthalimide Scaffold Provides Versatile Platform for Selective Thiol Sensing and Protein Labeling. ACS Chem Biol. 2016 Apr 15;11(4):1098-105. doi: 10.1021/acschembio.5b00856. Epub 2016 Feb 9. PMID: 26813105. |
| In vivo protocol: | TBD |
1: Zhou P, Yao J, Hu G, Fang J. Naphthalimide Scaffold Provides Versatile Platform for Selective Thiol Sensing and Protein Labeling. ACS Chem Biol. 2016 Apr 15;11(4):1098-105. doi: 10.1021/acschembio.5b00856. Epub 2016 Feb 9. PubMed PMID: 26813105.
2: García-Cruz D, Cantú JM. Heterozygous expression in 3-M slender-boned nanism. Hum Genet. 1979 Nov;52(2):221-6. PubMed PMID: 511178.
