MSBN
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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.


Chemical Structure

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MSBN
CAS# 135980-66-4

Theoretical Analysis

MedKoo Cat#: 526639
Name: MSBN
CAS#: 135980-66-4
Chemical Formula: C17H17NO4S
Exact Mass: 331.09
Molecular Weight: 331.386
Elemental Analysis: C, 61.62; H, 5.17; N, 4.23; O, 19.31; S, 9.67

Price and Availability

Size Price Availability Quantity
100mg USD 1250 2 Weeks
200mg USD 1850 2 Weeks
500mg USD 2850 2 Weeks
1g USD 3650 2 Weeks
2g USD 5850 2 Weeks
5g USD 8950 2 Weeks
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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

More Info:

Product Data:
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

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 100.0 301.76

Preparing Stock Solutions

The following data is based on the product molecular weight 331.39 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.

Recalculate based on batch purity %
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

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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.