L-Carboranylalanine (LCba) yog thawj polyhedral borane amino acid derivative synthesized nyob rau hauv 1976 nrog rau kev txhim kho ntawm Boron Neutron Capture Therapy (BNCT). Nws lub hom phiaj tsim yog los ua cov qauv ntawm qhov tseem ceeb amino acid phenylalanine hauv tib neeg lub cev (Raws li pom hauv daim duab hauv qab no). Los ntawm kev hloov lub nplhaib benzene nrog cov pa roj carbon- boron tawb, nws tuaj yeem koom nrog hauv cov txheej txheem metabolic lom raws li phenylalanine analogue. Nyob rau tib lub sijhawm, kev qhia txog cov pa roj carbon-boron kuj tau txais txiaj ntsig rau cov molecule nrog cov khoom tshwj xeeb xws li peb-dimensional aromaticity, hydrophobicity, chemical inertness, thiab siab boron cov ntsiab lus. Qhov no ua rau nws tsis yog tsuas yog tus neeg sib tw ncaj qha boron tshuaj rau BNCT tab sis kuj yog ib qho cuab yeej molecular los txhim kho kev ua yeeb yam.
Hauv kev tshawb fawb ua ntej, L-Carboranylalanine tau pom muaj kev nyab xeeb zoo heev. Cov kev sim tsiaj tau pom tias thaum txhaj tshuaj intraperitoneally ntawm ib koob ntawm 25mg rau ib tus nas (los yog 85mg / kg), tsis muaj kev cuam tshuam tshuaj lom hauv peb lub lis piam (J. Labeled Compd. Radiopharm. 1977, 14, 487). Hauv kev sim nrog nas melanoma hlwb, lub peev xwm sib txuas hauv lub cev ntawm L-carbonborane-alanine tau zoo dua rau cov tshuaj siv tshuaj boron BPA. Tom qab neutron irradiation, cell ciaj sia taus poob qis (Acta. Oncologica. 1994, 33, 685).
Dab tsi yog qhov zoo siab yog tias L-Carboranylalanine, tom qab tau chloroacetylated thiab hloov kho, tau hloov pauv mus rau qhov pib txhais lus (Raws li pom hauv daim duab hauv qab no), ua tiav kev sib xyaw L-Carboranylalanine rau hauv macrocyclic peptide. Qhov no macrocyclic peptide muaj affinity siab thiab tshwj xeeb rau tib neeg epidermal loj hlob yam receptor thiab muaj peev xwm ncaj qha mus koom nyob rau hauv lub binding rau lub hydrophobic site ntawm receptor, thiab nws muaj nuj nqi yuav tsis tau hloov los ntawm phenylalanine; tib lub sijhawm, kev qhia txog L-Carboranylalanine txhim kho kev ruaj ntseg ntawm peptide. Cov macrocyclic peptide sau nrog fluorescein kuj tseem tuaj yeem siv rau fluorescence imaging (J. Am. Chem. Soc. 2019, 141, 19193), thiab yog ib qho kev cog lus zoo rau cov tshuaj BNCT boron.
Tsis yog tsuas yog boron -raws li tshuaj, tab sis nws kuj yog ib tug "magic helper" nyob rau hauv kev tsim tshuaj. Los ntawm kev siv L-Carboranylalanine ua cov amino acid chav tsev los hloov phenylalanine hauv peptide saw ntawm pancreatic trypsin inhibitor analog (Raws li pom hauv daim duab hauv qab no), nws tuaj yeem khi zoo rau lub hydrophobic paub qhov chaw ntawm enzyme's phenylalanine thiab muaj cov txiaj ntsig zoo inhibitory nrog cov txiaj ntsig zoo dua ntawm trypsin, (Helv. Chim. Acta. 1977, 60, 959). Ntxiv mus, tom qab hloov phenylalanine ntawm 4 txoj hauj lwm ntawm [Leu5]-enkephalin nrog L-Carboranylalanine (Raws li qhia hauv daim duab hauv qab no), [Tsev4, Leu5]-enkephalin muaj 3-fold nce nyob rau hauv binding affinity rau cov opioid receptor thiab yog piv rau lub ntuj muaj zog tshaj [Met5]-enkephalin (FEBS Lett. 1977, 82, 325).
Cov kev tshawb fawb saum toj no qhia tau hais tias L-Carboranylalanine muaj cov txiaj ntsig kev tshawb fawb tshwj xeeb thiab cov ntawv thov dav dav. Nrog rau kev ua tiav hauv cov txheej txheem kev npaj, L-Carboranylalanine thiab nws cov derivatives tau muag hauv peb lub tuam txhab. Peb ntseeg tias yav tom ntej, chiral carborane-alanine thiab nws cov derivatives yuav ua lub luag haujlwm tseem ceeb hauv kev tsim cov tshuaj molecules meej.