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HC 9080
Product Information Molecular Structure

MMBC

Notes: Useful in the detection and determination of thiol-containing proteins, enzymes, and peptides. MMBC, which is essentially nonfluorescent, reacts rapidly with thiols at neutral pH to afford highly fluorescent adducts.

Description:  There are several reagents available for the detection and determination of thiols by labeling with a fluorescent reagent.1 MMBC (Methyl maleimidobenzochromenecarboxylate, also known as ThioGlo 1) was developed by Yang and Langmuir for the detection of thiols.2,3 The maleimide moiety is susceptible to conjugate addition by thiols, converting MMBC, which is essentially nonfluorescent, into highly fluorescent adducts. The advantages of MMBC include: (1) MMBC reacts quickly (ca. 1 min) with thiols under neutral conditions (pH 7.0-7.4). (2) The fluorescent thiol adducts of MMBC have emission maxima at relatively long wavelengths (513 nm), exhibiting high quantum yields. (3) MMBC itself exhibits very little fluorescence at this wavelength (ca. 40-60 times less fluorescent), thus obviating the separation of unreacted starting material from the mixture. (4) MMBC is relatively resistant to hydrolysis at neutral pH. Higher pH's should be avoided (e.g., = 8.0) due to maleimide hydrolysis and nonspecific reactions with amine residues.1

For more information, download a Product Information Sheet for MMBC here.

1. Review: Tyagarajan, K.; Pretzer, E.; Wiktorowicz, J. E. Electrophoresis, 2003, 24, 2348-2358. (Link)

2. Yang, J.-R.; Langmuir, M. E., J. Heterocyclic Chem. 1991, 28, 1177-1180.

3. ThioGlo is a registered trademark of Covalent Associates, Inc.

MMBC
Product Details Product Pricing

MF: C20H13NO7

MW: 379.32

CAS NO: 137350-66-4

Storage Conditions: 5 oC, dark

Purity≥97%

Availability: 

Stock maintained. Ships within 1-3 days.

Alternate Name: 

ThioGlo1; Methyl 10-(2,5-Dioxo-2,5-dihydro-1H-
pyrrol-1-yl)-9-methoxy-3-oxo-3H-benzo[f]chromene-2-
carboxylate

Unit Weight Unit Price Quantity
10 mg $249.00
 
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