Abstract:
:Surgical methods guided by exogenous fluorescent markers have the potential to define tissue types in real time. Small molecule dyes with efficient and selective renal clearance could enable visualization of the ureter during surgical procedures involving the abdomen and pelvis. These studies report the design and synthesis of a water soluble, net neutral C4'-O-alkyl heptamethine cyanine, Ureter-Label (UL)-766, with excellent properties for ureter visualization. This compound is accessed through a concise synthetic sequence involving an N- to O-transposition reaction that provides other inaccessible C4'-O-alkyl heptamethine cyanines. Unlike molecules containing a C4'-O-aryl substituent, which have also been used for ureter visualization, UL-766 is not reactive towards glutathione and the cellular proteome. In addition, rat models of abdominal surgery reveal that UL-766 undergoes efficient and nearly exclusive renal clearance in vivo. In total, this molecule represents a promising candidate for visualizing the ureter during a variety of surgical interventions.
journal_name
Bioorg Med Chem Lettjournal_title
Bioorganic & medicinal chemistry lettersauthors
Cha J,Nani RR,Luciano MP,Kline G,Broch A,Kim K,Namgoong JM,Kulkarni RA,Meier JL,Kim P,Schnermann MJdoi
10.1016/j.bmcl.2018.02.040subject
Has Abstractpub_date
2018-09-01 00:00:00pages
2741-2745issue
16eissn
0960-894Xissn
1464-3405pii
S0960-894X(18)30145-8journal_volume
28pub_type
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