Journal of lmmunological Methods, 143 (1991) 263-272
© 1991 Elsevier Science Publishers B.V. All rights reserved 0022-1759/91/$03.50
ADONIS 002217599100312B
263
JIM06091
Determining the extent of labeling for tetramethylrhodamine
protein conjugates
David L. Meadows, Jules S. Shafer * and Jerome S. Schultz **
Department of Chemical Engineering, Uniuersity of Michigan, Ann Arbor, MI 48109, U.S.A.
(Received 25 January 1991, revised received 21 June 1991, accepted 24 June 1991)
A new, relatively simple, spectrophotometric technique has been developed which is useful for
accurately determining the extent of chromophore labeling of proteins. Often the absorbance spectra and
extinction coefficients of dye/protein conjugates are strongly affected by changes in the chromophore
microenvironment that may occur at high dye/protein ratios. In the method being presented, the
microenvironment effects have been significantly reduced by denaturing the dye/protein complex in 6 M
guanidine hydrochloride prior to making the necessary spectrophotometric measurements. With this
approach, extinction coefficients were obtained under native and denatured conditions for tetramethyl-
rhodamine isothiocyanate (TRITC) when bound to a model protein receptor, the sugar binding protein
concanavalin A (ConA). The extinction coefficients used for TRITC/ConA conjugates under native and
denaturing conditions were 6.52 x 104 M-~ cm-~ and 6.96 x 104 M-1 cm-1, respectively. These values
were obtained from a model dye complex formed between TRITC and E-amino-n-caproic acid which
closely resembles the sidechain of lysine residues. Additional dye/ConA conjugates were prepared with
tetramethylrhodamine succinimidyl ester (RHS) and eosin isothiocyanate (EITC), and the effects of
microenvironment changes on these conjugates were examined. Extinction coefficients for these dyes in
native and denaturing conditions, as a function of the degree of labeling, were not appreciably different
indicating that changes in the microenvironment did not have a significant affect on the spectral
properties of these two dyes. In summary, with this new approach it is quite easy to accurately determine
the dye/protein ratio for TRITC conjugates. Also, it is expected that RHS would be a better dye than
TRITC for protein conjugation because more accurate values for dye/protein ratios can be obtained
under native conditions.
Key words: Concanavalin A; Fluorescence; Labeling; Rhodamine; Eosin
Correspondence to: D. Meadows, Allergan Pharmaceuticals, Inc., 2525 Dupont Drive, Irvine, CA 92715, U.S.A.
* Present address: Department of Biochemistry, University of Michigan, Ann Arbor, MI, 48109
** Present address: University of Pittsburgh, 911 William Pitt Union, Pittsburgh, PA 15260
Abbreciations: ACA, e-amino-n-caproic acid; ConA, concanavalin A; DMSO, dimethyl sulfoxide; EDTA, ethylenediaminete-
traacetic acid; EITC, eosin isothiocyanate; GuHCI, guanidine hydrochloride; PBS, phosphate buffered saline i pConA, concanavalin
A protomer; RHS, tetramethylrhodamine succinimidyl ester; Succ-ConA, succinylated concanavalin A; TRITC, tetramethylrho-
damine isothiocyanate.