L-lysine benzyl ester di-4-toluenesulfonate salt (BAT-007704)
* For research use only

Category
L-Amino Acids
Catalog number
BAT-007704
CAS number
16259-78-2
Molecular Formula
C13H20N2O2·2C7H8O3S
Molecular Weight
580.72
L-lysine benzyl ester di-4-toluenesulfonate salt
Synonyms
L-Lys-OBzl 2TosOH; (S)-Benzyl 2,6-diaminohexanoate bis(4-methylbenzenesulfonate); H-LYS-OBZL 2P-TOSYLATE; L-Lysine, phenylmethyl ester, 4-methylbenzenesulfonate (1:2); H-Lys-OBzl 2p-tosylate; L-lysine benzyl ester di-p-toluene sulfonic acid salt; benzyl (2S)-2,6-diaminohexanoate; 4-methylbenzenesulfonic acid; L Lys OBzl 2TosOH
Appearance
White to off-white powder
Purity
≥ 99% (TLC)
Boiling Point
781.4 °C at 760 mmHg
Storage
Store at -20 °C
InChI
InChI=1S/C13H20N2O2.2C7H8O3S/c14-9-5-4-8-12(15)13(16)17-10-11-6-2-1-3-7-11;2*1-6-2-4-7(5-3-6)11(8,9)10/h1-3,6-7,12H,4-5,8-10,14-15H2;2*2-5H,1H3,(H,8,9,10)/t12-;;/m0../s1
InChI Key
HKSGNVBOEXPQHJ-LTCKWSDVSA-N
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)O.CC1=CC=C(C=C1)S(=O)(=O)O.C1=CC=C(C=C1)COC(=O)C(CCCCN)N
1.A new family of Ru(II) polypyridyl complexes containing open-chain crown ether for Mg2+ and Ca2+ probing.
Cheng F1, Tang N, Yue X. Spectrochim Acta A Mol Biomol Spectrosc. 2009 Jan;71(5):1944-51. doi: 10.1016/j.saa.2008.07.031. Epub 2008 Jul 31.
Six polypyridyl bridging ligands BL(1-6) containing open-chain crown ether, where BL(1-3) formed by the condensation of 4,5-diazafluoren-9-hydrazine with 1,7-bis-(4-formylphenyl)-1,4,7-trioxaheptane, 1,10-bis-(4-formylphenyl)-1,4,7,10-tetraoxadecane, and 1,13-bis-(4-formylphenyl)-1,4,7,10,13-pentaoxatridecane, respectively, BL(4-6) formed by the reaction of 9-(4-hydroxy)phenylimino-4,5-diazafluorene with diethylene glycol di-p-tosylate, triethylene glycol di-p-tosylate, and tetraethylene glycol di-p-tosylate, respectively, have been synthesized. Reaction of Ru(bpy)(2)Cl(2).2H(2)O with BL(1-6), respectively, afforded six bimetallic complexes [(bpy)(2)RuBL(1-6)Ru(bpy)(2)](4+) as PF(6)(-) salts. Cyclic voltammetry of these complexes is consistent with one Ru(II)-centered oxidation around 1.32V and three ligand-centered reductions. These complexes show metal-to-ligand charge transfer absorption at 413-444 nm and emission at 570 nm. Binding behavior of complexes with alkali and alkaline-earth metal ions are investigated by UV-vis absorption, fluorescence, and cyclic voltammetry.
2.The effect of a cationic porphyrin on Pseudomonas aeruginosa biofilms.
Collins TL1, Markus EA, Hassett DJ, Robinson JB. Curr Microbiol. 2010 Nov;61(5):411-6. doi: 10.1007/s00284-010-9629-y. Epub 2010 Apr 6.
Current studies have indicated the utility of photodynamic therapy using porphyrins in the treatment of bacterial infections. Photoactivation of porphyrins results in the production of singlet oxygen ((1)O(2)) that damages biomolecules associated with cells and biofilms, e.g., proteins, polysaccharides, and DNA. The effect of a cationic porphryin on P. aeruginosa PAO1 biofilms was assessed by exposing static biofilms to 5,10,15,20-tetrakis(1-methyl-pyridino)-21H,23H-porphine, tetra-p-tosylate salt (TMP) followed by irradiation. Biofilms were visualized using confocal laser scanning microscopy (CLSM) and cell viability determined using the LIVE/DEAD BacLight viability assay and standard plate counts. At a concentration of 100 μM TMP, there was substantial killing of P. aeruginosa PAO1 wild-type and pqsA mutant biofilms with little disruption of the biofilm matrix or structure. Exposure to 225 μM TMP resulted in almost complete killing as well as the detachment of wild-type PAO1 biofilms.
3.Spectroscopic study of porphyrin-caffeine interactions.
Makarska-Bialokoz M1. J Fluoresc. 2012 Nov;22(6):1521-30. doi: 10.1007/s10895-012-1090-9. Epub 2012 Jul 5.
The association between water-soluble porphyrins: 4,4',4″,4'''-(21 H,23 H-porphine-5,10,15,20-tetrayl)tetrakis-(benzoic acid) (H(2)TCPP), 5,10,15,20-tetrakis(4-sulfonatophenyl)-21 H,23 H-porphine (H(2)TPPS(4)), 5,10,15,20-tetrakis[4-(trimethylammonio)phenyl]-21 H,23 H-porphine tetra-p-tosylate (H(2)TTMePP), 5,10,15,20-tetrakis(1-methyl-4-pyridyl)-21 H,23 H-porphine tetra-p-tosylate (H(2)TMePyP), the Cu(II) complexes of H(2)TTMePP and H(2)TMePyP, as well as chlorophyll a with caffeine (1,3,7-trimethylxanthine) has been studied analysing their absorption and emission spectra in aqueous (or acetone in case of chlorophyll a) solution. During the titration by caffeine the porphyrins absorption spectra undergo the evolution - the bathochromic effect can be observed as well as the hypochromicity of the Soret maximum. The association constants were calculated using curve-fitting procedure (K(AC) of the order of magnitude of 10(3) mol(-1)). Whereas the emission spectra point at the presence of the fluorescence quenching effect testifying for the partial inactivation of the porphyrin molecule.
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