mer-Tris(β-alaninato)cobalt(III): Crystal structure, solution properties and its DNA cleavage in the presence of ascorbic acid

Ng, Chew Hee; Ong, Hooi Tin; Ngai, Koh Sing; Tan, Wee Tee; Lim, L.P.; Teoh, Siang Guan; Chong, Thiam Seong

doi:10.1016/j.poly.2005.03.101

Cited by 8 publications

(2 citation statements)

References 28 publications

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“…Thus, the isolated units in diaqua-bis (β-alanine)-nickel (Jose et al 1964) and diaqua-bis(β-alanine)-copper tetrahydrate (Tomita 1961) as well as diaqua-bis(sarcosinato)-nickel (Guha 1973) and diaquabis(sarcosinato)-copper (Krishnakumar et al 1994) show the same topology as their glycinate analogs (in some cases, even the unit cell dimensions are comparable; see Table 3.10). The same applies for the Co 3+ salt (Soling 1978;Ng et al 2005). Another polymorph of this salt was published by Yoneda et al (1986).…”

Section: Nonstandard Amino Acidsmentioning

confidence: 98%

Compounds of Amino Acids as Anions

Fleck

Petrosyan

2014

Salts of Amino Acids

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This chapter deals with salts formed from metal cations and amino acid anions. All amino acids can act as monovalent anion; the acidic members glutamic acid and aspartic acid as well as cysteine and tyrosine can form both monovalent and divalent anions. Due to the large number of available cations, a multitude of combinations is possible and in fact found (for the standard twenty amino acids, over 150 crystal structures are published, and many more species have been characterized by other methods). Different hydration states (as reported for the pristine amino acid crystals) occur as well, and the existence of polymorphs is also documented for some cases. The formation of metal-amino acid complexes has been studied in several works (both for a given amino acid and a given cation), and the flexibility of amino acid molecules as ligands allows coordination of cations with different chemical properties (such as charge or ionic radius). Several coordination modes are found for amino acids -the molecules can act as monodentate, bidentate, tridentate, and bridging ligands. The connectivity of the coordination polyhedra of the metal cations is considered -isolated units are frequent, but chains and layers occur as well. Moreover, these units can connect via amino acid molecules to form higher-dimensional structures. Hydrogen bonds (also involving water molecules, both in coordination or in the interstices as crystal water) further stabilize the units, forming relatively stable phases. The frequency of salts varies among the different amino acids, and most examples are reported for glycinate salts, whereas crystals of cations and basic and weakly soluble amino acids are difficult to obtain (e.g., arginate and lysinate salts have not been reported in crystalline state). Finally, the aspect of symmetry is considered (the chirality of most amino acids playing a crucial role), and, consequently, the properties of these salts have impact on applications in the fields of physics, biology, and medicine.

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Section: Nonstandard Amino Acidsmentioning

confidence: 98%

Compounds of Amino Acids as Anions

Fleck

Petrosyan

2014

Salts of Amino Acids

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“…This is somewhat surprising since a beta-amino acid should form a stable 6-membered ring chelate with metals, coordinating through the carboxylate O atom and the amino N atom. There are a number of β-amino acid complexes of first-row transition metals such as Co and Cu [9][10][11][12][13][14][15][16] but many fewer examples of heavier metals such as Pd and Pt [17][18][19]. It is not surprising that the hydrogen-bonding (H-bonding) capabilities of amino acids play a large role in the solid-state structures of the their metal complexes.…”

Section: Introductionmentioning

confidence: 99%

Self-Assembly Motifs of Water in Crystals of Palladium β-Amino Acid Complexes Influenced by Methyl Substitution on the Amino Acid Backbone

et al. 2019

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Amino acid complexes of transition metals show interesting hydrogen-bonding motifs. In this paper, the syntheses and structures of three β-amino acid complexes of palladium that differ only by the substitution on the β-carbon will be discussed. With only hydrogen on the β-carbon, no additional water is incorporated into the crystal lattice and hydrogen-bonding is all complex-to-complex. With the addition of one and two methyl groups on the amino acid β-carbon, water is incorporated into the crystal lattice giving intricate water networks held together by complex-to-water and water-to-water hydrogen-bonding networks.

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Ternary complexes of cobalt cysteinylglycine with histidylserine and histidylphenylalanine-stabilities and DNA cleavage properties

Reddy

Pallerla

2007

J Chem Sci

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Interaction of cobalt cysteinylglycine with histidylserine and histidylphenylalanine was investigated in a 1 : 1 : 1 ratio at 35°C and 0⋅10 mol dm -3 ionic strength. Their stabilities and geometries were determined. Their DNA binding and cleavage properties were investigated. The intrinsic binding constants (K b ) for DNA bound 1 and 2 (3⋅03 × 10 3 M -1 for 1 and 3⋅87 × 10 3 M -1 for 2) were determined. Even though the negative charge on the complexes reduced their affinity for DNA, there was an enhancement of binding through specificity. The degradation of plasmid DNA was achieved by cobalt dipeptide complexes [Co II (CysGly)(HisSer)] (1) and [Co II (CysGly)(HisPhe)] (2). Cleavage experiments revealed that 1 and 2 cleave supercoiled DNA (form I) to nicked circular (form II) through hydrolytic pathway at physiological pH. The DNA hydrolytic cleavage rate constants for complexes 1 and 2 were determined to be 0⋅62 h -1 , for 1 and 0⋅38 h -1 for 2 respectively.

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mer-Tris(β-alaninato)cobalt(III): Crystal structure, solution properties and its DNA cleavage in the presence of ascorbic acid

Cited by 8 publications

References 28 publications

Compounds of Amino Acids as Anions

Compounds of Amino Acids as Anions

Self-Assembly Motifs of Water in Crystals of Palladium β-Amino Acid Complexes Influenced by Methyl Substitution on the Amino Acid Backbone

Ternary complexes of cobalt cysteinylglycine with histidylserine and histidylphenylalanine-stabilities and DNA cleavage properties

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