TY - GEN
T1 - Photochemical cross-linking of proteins with visible-light-absorbing 1, 8-naphthalamides
AU - Judy, Millard M.
AU - Matthews, James L.
AU - Boriack, R. L.
AU - Burlacu, A.
AU - Lewis, D. E.
AU - et.al.,
N1 - Copyright:
Copyright 2020 Elsevier B.V., All rights reserved.
PY - 1993
Y1 - 1993
N2 - We have newly synthesized a class of photochemical 1,8-naphthalimide dyes. Photochemical investigation strongly suggests that these dyes function as photoalkylation agents following activation to an intermediate state by visible light (circa 420 nm) excitation. The activated species reacts readily with nucleophilic amino acid residues, e.g., tryptophan, cysteine, and methionine. One dye, 1,14-bis-(N-hexyl-3'-bromo-1,8'-naphthalimid-4'-yl)-1,4,11,14- tetraazatetradecane-5,10-dione, which incorporates two reactive 1,8-naphthalimide groups at each end of an intervening structural bridge has been used to cross-link the protein monomers of F-actin, thus preventing its natural depolymerization at low salt concentrations, and to cross-link Apolipoprotein I of human high-density lipoprotein. These observations suggest continued study of these dyes as agents for protein cross-linking, tissue bonding, and inactivation of infectious agents.
AB - We have newly synthesized a class of photochemical 1,8-naphthalimide dyes. Photochemical investigation strongly suggests that these dyes function as photoalkylation agents following activation to an intermediate state by visible light (circa 420 nm) excitation. The activated species reacts readily with nucleophilic amino acid residues, e.g., tryptophan, cysteine, and methionine. One dye, 1,14-bis-(N-hexyl-3'-bromo-1,8'-naphthalimid-4'-yl)-1,4,11,14- tetraazatetradecane-5,10-dione, which incorporates two reactive 1,8-naphthalimide groups at each end of an intervening structural bridge has been used to cross-link the protein monomers of F-actin, thus preventing its natural depolymerization at low salt concentrations, and to cross-link Apolipoprotein I of human high-density lipoprotein. These observations suggest continued study of these dyes as agents for protein cross-linking, tissue bonding, and inactivation of infectious agents.
UR - http://www.scopus.com/inward/record.url?scp=0027247262&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0027247262&partnerID=8YFLogxK
U2 - 10.1117/12.147669
DO - 10.1117/12.147669
M3 - Conference contribution
AN - SCOPUS:0027247262
SN - 0819411094
SN - 9780819411099
T3 - Proceedings of SPIE - The International Society for Optical Engineering
SP - 305
EP - 308
BT - Proceedings of SPIE - The International Society for Optical Engineering
PB - Publ by Society of Photo-Optical Instrumentation Engineers
T2 - Laser-Tissue Interaction IV
Y2 - 18 January 1993 through 20 January 1993
ER -