51513-72-5

Upstream product

• 55757-60-3 N-α-(tert-butoxycarbonyl)-L-lysine methyl ester 

Downstream Products

• 1350811-89-0 tert-butyl N-[(1S)-5-[[(2S)-2,6-bis(tert-butoxycarbonylamino)hexanoyl]amino]-1-[[3,4-bis[2-(2,3,5,6-tetrafluoro-4-pyridyl)ethynyl]phenyl]carbamoyl]pentyl]carbamate 
• 1350811-88-9 tert-butyl N-[(1S)-5-[[(2S)-2,6-bis(tert-butoxycarbonylamino)hexanoyl]amino]-1-[[4-[2-(2,3,5,6-tetrafluoro-4-pyridyl)ethynyl]phenyl]carbamoyl]pentyl]carbamate 
• 865721-27-3 [5-(5-{4-[6-(2,6-bis-tert-butoxycarbonylamino-hexanoylamino)-2-tert-butoxycarbonylamino-hexanoylamino]-phenylcarbamoyl}-5-tert-butoxycarbonylamino-pentylcarbamoyl)-5-tert-butoxycarbonylamino-pentyl]-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Engineering pH-gated transitions for selective and efficient double-strand DNA photocleavage in hypoxic tumors

We describe a family of hybrid compounds for the most efficient light-activated double-strand (ds) DNA cleavage known to date. This family represents the second generation of "switchable" molecular systems for pH-gated ds DNA-cleavage which combine a potent DNA-photocleaver and a pH-regulated part derived from a dipeptide. Design of the pH-switchable part utilizes amino groups of different basicity. Whereas the basic amino groups are protonated throughout the biologically relevant pH range, the pH-gating amines undergo protonation at the pH threshold which separates cancer and normal cells. Control over the reactivity and selectivity is achieved via transformation of the initial protonation state (a monocation or a dication) into a trication at the acidic pH. This change leads to an extraordinary increase in the efficiency of ds DNA cleavage leading to the ds:ss ratios comparable with the most efficient nonenzymatic ds DNA cleavers. Statistical analysis reveals that these high ds:ss ratios result from the combination of several factors: (a) true double-stranded cleavage, and (b) conversion of single-stranded (ss)-scission into ds cleavage. Considerable part of ds cleavage is also produced via the combination of ss cleavage events. (Figure presented)

DIPEPTIDE ACETYLENE CONJUGATES AND A METHOD FOR PHOTOCLEAVAGE OF DOUBLE STRAND DNA BY DIPEPTIDE ACETYLENE CONJUGATES

Photoreactive DNA cleaving conjugate compounds are provided comprising a DNA cleaving moiety which comprises an aryl alkyne group and a polyfunctional pH-regulated DNA-binding moiety which comprises at least one or two amino groups.