Description

This heterocycle is a fluorescent analog of cytosine. It is encountered in several of our other products, Pyrrolo-dC (PYA 11090), Pyrrolo-C (PYA 11092), and the phosphoramidites Pyrrolo-dC CEP (BA 0170) and 2'-O-TBS-Pyrrolo-C CEP (BA 0245).

For a leading reference, please see Berry, et. Al, Tetrahedron Lett. 2004, 45 (11), 2457-2461. The phosphoramidites are also available through Glen Research, our development partners in this project. For photophysical studies on these fluorescent pyrrolopyrimidines, see: Thompson, K. C.; Miyake, N., J. Phys. Chem. B, 2005, 109, 6012-6019.

Notes

Description

Coumarin derivatives such as 7-O-Amino-4-methylumbelliferone have been shown to be useful in a simple spectroscopic assay for aldehydes in biologically relevant media.¹ Condensation of this compound with aldehydes (e.g., formaldehyde) forms aldimines that are susceptible to elimination with Lewis bases such as bovine serum albumin (BSA), forming blue-fluorescent 4-methylumbelliferone (4-MU). The excitation and emission maxima for 4-MU are the same at pH 7.0 (water) and pH 10.3 (0.15 M glycine buffer).² Maximum fluorescence was observed at 445 nm when excited at 365 nm, and the fluorescence intensity is 100 times as intense at pH 10.3 than at pH 7.0.

Notes

Alternate Name(s):

7-(Aminooxy)-4-methyl-2H-chromen-2-one

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

Notes

Alternate Name(s):

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

Notes

Alternate Name(s):

Methoxatin

4,5-dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid

Description

Luminol is one of the most widely used chemiluminescent substrates, and luminol based indirect bioassays are linear and efficient. 3-Aminophthalimide derivatives are considered to be “pro-chemiluminescent” substrates since treatment with hydrazine forms a primary amine and free luminol.¹ These derivatives are also highly fluorescent and can be used for dual fluorescence and chemiluminescence studies. Our Luminol synthon NHS ester (HC 9095) is designed for post synthetic modification of an oligonucleotide which can then be used as a fluorescent tagged oligo, or treated with hydrazine for chemiluminescence studies.

1. Mavri-Damelin, D.; Wilden, J.; Mani, A.-R.; Selden, C.; Hodgson, H.J.F.; Damelin, L.H. Bioconjugate Chem. 2009, 20, 266-273.

Notes

Alternate Name(s):

4-Amino-2-(hexanoic acid-N-hydroxysuccinimide ester)-isoindol-1,3-dione

API-NHS ester

Description

Notes

Alternate Name(s):

7-Acetyl-1,2-dihydro-2-(2-hydroxy-1-methylethyl)-9-phenyl-3Hpyrrolo[3,4,b]indolizin-3-one

Description

Additional information on fluorous affinity purification can be found here. Consists of 5% N,N-dimethylformamide in 100 mg/mL aqueous sodium chloride.

Notes

Description

This product should be used within a few days of receipt. After storing for an extended period of time, even at -20 oC, the compond will equilibrate to a mixture of mono, ditritylated and detritylated diols.