33033-67-9

Basic information

• Product Name: tert-butyl ((benzyloxy)carbonyl)-L-isoleucyl-L-prolinate
• Synonyms: tert-butyl ((benzyloxy)carbonyl)-L-isoleucyl-L-prolinate
• CAS NO: 33033-67-9
• Molecular Weight: 418.533
• Mol File: 33033-67-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: tert-butyl ((benzyloxy)carbonyl)-L-isoleucyl-L-prolinate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl ((benzyloxy)carbonyl)-L-isoleucyl-L-prolinate(33033-67-9)
• EPA Substance Registry System: tert-butyl ((benzyloxy)carbonyl)-L-isoleucyl-L-prolinate(33033-67-9)

Safety Data

• Hazardous Substances Data: 33033-67-9(Hazardous Substances Data)

Upstream product

• 3160-59-6 N-Cbz-L-Isoleucine 
• 2812-46-6 proline tert-butyl ester 

Downstream Products

• 79432-59-0 Boc-Phe-Glu(OBu^t)-Glu(OBu^t)-Ala-Tyr-Ile-Pro-OBu^t 
• 79432-57-8 Z-Glu(OBu^t)-Glu(OBu^t)-Ala-Tyr-Ile-Pro-OBu^t 
• 79432-60-3 H-Phe-Glu-Glu-Ala-Tyr-Ile-Pro-OH 
• 79432-58-9 H-Glu(OBu^t)-Glu(OBu^t)-Ala-Tyr-Ile-Pro-OBu^t 
• 79432-55-6 Z-Glu(OBu^t)-Ala-Tyr-Ile-Pro-OBu^t 
• 79432-56-7 H-Glu(OBu^t)-Ala-Tyr-Ile-Pro-OBu^t 
• 79432-51-2 Z-Tyr(Bzl)-Ile-Pro-OBu^t 
• 79432-53-4 Z-Ala-Tyr-Ile-Pro-OBu^t 
• 79432-54-5 H-Ala-Tyr-Ile-Pro-OBu^t 
• 79432-52-3 H-Tyr-Ile-Pro-OBu^t 

Relevant articles and documents

Catch and Release Photosensitizers: Combining Dual-Action Ruthenium Complexes with Protease Inactivation for Targeting Invasive Cancers

Dual action agents containing a cysteine protease inhibitor and Ru-based photosensitizer for photodynamic therapy (PDT) were designed, synthesized, and validated in 2D culture and 3D functional imaging assays of triple-negative human breast cancer (TNBC). These combination agents deliver and release Ru-based PDT agents to tumor cells and cause cancer cell death upon irradiation with visible light, while at the same time inactivating cathespin B (CTSB), a cysteine protease strongly associated with invasive and metastatic behavior. In total five Ru-based complexes were synthesized with the formula [Ru(bpy)2(1)](O2CCF3)2 (3), where bpy = 2,2′-bipyridine and 1 = a bipyridine-based epoxysuccinyl inhibitor; [Ru(tpy)(NN)(2)](PF6)2, where tpy = terpiridine, 2 = a pyridine-based epoxysuccinyl inhibitor and NN = 2,2′-bipyridine (4); 6,6′-dimethyl-2,2′-bipyridine (5); benzo[i]dipyrido[3,2-a:2′,3′-c]phenazine (6); and 3,6-dimethylbenzo[i]dipyrido[3,2-a:2′,3′-c]phenazine (7). Compound 3 contains a [Ru(bpy)3]2+ fluorophore and was designed to track the subcellular localization of the conjugates, whereas compounds 4-7 were designed to undergo either photoactivated ligand dissociation and/or singlet oxygen generation. Photochemical studies confirmed that complexes 5 and 7 undergo photoactivated ligand dissociation, whereas 6 and 7 generate singlet oxygen. Inhibitors 1-7 all potently and irreversibly inhibit CTSB. Compounds 4-7 were evaluated against MDA-MB-231 TNBC and MCF-10A breast epithelial cells in 2D and 3D culture for effects on proteolysis and cell viability under dark and light conditions. Collectively, these data reveal that 4-7 potently inhibit dye-quenched (DQ) collagen degradation, whereas only compound 7 causes efficient cell death under light conditions, consistent with its ability to release a Ru(II)-based photosensitizer and to also generate 1O2.