MedKoo Cat#: 526639 | Name: MSBN
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

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

MSBN
MSBN
CAS#135980-66-4

Theoretical Analysis

MedKoo Cat#: 526639

Name: MSBN

CAS#: 135980-66-4

Chemical Formula: C17H17NO4S

Exact Mass: 331.0878

Molecular Weight: 331.39

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 1,250.00 2 Weeks
200mg USD 1,850.00 2 Weeks
500mg USD 2,850.00 2 Weeks
1g USD 3,650.00 2 Weeks
2g USD 5,850.00 2 Weeks
5g USD 8,950.00 2 Weeks
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Related CAS #
No Data
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
Solvent mg/mL mM
Solubility
DMSO 100.0 301.76
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

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
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.