Inclusion chemistry for the modeling of heme proteins

Busch, Daryle H.; Stephenson, N. C.

doi:10.1007/bf01060716

Cited by 11 publications

(63 citation statements)

References 51 publications

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“…(a) If the ligand is a macrocycle, this number indicates the ring size and is enclosed in brackets; e.g., [16]. Unusual substituents, on the macrocycle, that are not otherwise treated in this system (see below) might also appear; e.g., [Me216Me2] has been used to indicate the presence of gem-dimethyl groups as components of both saturated chelate rings in a [16] cyclidene. X-ring Structural formulas for the lacunar complexes discussed in this review.…”

Section: Nomenclaturementioning

confidence: 99%

“…Of these, the cyclidene system has been by far the most extensively studied, with more than 300 compounds prepared and the dioxygen affinities measured for about 100 of them. [13][14][15][16] The various cyclidenes are labeled Cyc, Cyd, Dcy, Vcy, and Cyf in Figure 1. They are neutral tetraazamacrocycles having characteristic unsaturation patterns and superstructures linked to two additional nitrogen atoms.…”

Section: Introductionmentioning

confidence: 99%

“…They are neutral tetraazamacrocycles having characteristic unsaturation patterns and superstructures linked to two additional nitrogen atoms. While the addition of superstructures to any parent ligand systems provides them with more or less well-protected cavities, the intrinsic cleft-like, or saddle, structure of the [16] cyclidenes makes them extraordinarily suited to form lacunae. Almost serendipitously, they are particularly efficacious because of the flexibility of their synthetic procedures and the range of available structural variables and substituents.…”

Section: Introductionmentioning

confidence: 99%

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Iron and Cobalt "Lacunar" Complexes as Dioxygen Carriers

Busch¹,

Alcock²

1994

Chem. Rev.

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192

155

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Section: Nomenclaturementioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Iron and Cobalt "Lacunar" Complexes as Dioxygen Carriers

Busch¹,

Alcock²

1994

Chem. Rev.

Self Cite

192

155

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“…The family of tetraaza macrocycles first reported by Jäger 1 displays a fascinating interplay of structure-reactivity relationships and this has been exploited to interesting effect, in particular by Busch and Cairns, in the production of the socalled 'cyclidene' macrocyclic complexes 2 where examples have been used in reversible oxygen binding, 3 as models for cytochrome P-450, 4 and in supramolecular chemistry. 5 The solid state structure of the Jäger macrocycles varies widely with ring size. 6 The fourteen membered rings are planar, the fifteen membered rings adopt one of two possible geometries (either 'saddle shaped' or a Z conformation) while the sixteen membered ring, until now, has been found exclusively in the saddle shaped geometry (I).…”

mentioning

confidence: 99%

First example of a sixteen membered Jäger macrocycle having a ‘Z’ conformation

Cameron¹,

Nicol²,

Rosair³

1998

Chem. Commun.

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“…The word template has been described by Busch as a chemical entity that "organizes an assembly of atoms, with respect to one or more geometric loci, in order to achieve a particular linking of the atoms" [9]. The most remarkable example, perhaps, is DNA replication, where a single strand of DNA templates the formation of a complementary strand through the assembly of nucleotide bases.…”

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confidence: 99%

Templated Synthesis of Carceplexes, Hemicarceplexes, and Capsules

Make¹,

Sherman²

1999

Templated Organic Synthesis

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The role of templating has been found in a myriad of chemical processes and is especially important in biological systems. The most remarkable example, perhaps, is DNA replication, where a single strand of DNA templates the formation of a complementary strand through the assembly of nucleotide bases. Outside biological systems, templates play integral roles in the formation of crown ethers [ 11, catenanes and rotaxanes [2, 31 (Chapter 3), molecularly imprinted polymers [4] (Chapter 2), zeolites [5], polyporphyrins [6] (Chapter I), and other large-ring systems [7]. Thus, the role of templating is invaluable to the field of supramolecular chemistry [ 1 b, 81, where chemical synthesis of complex structures is not limited by classical approaches that strictly involve covalent bond formation. Templates aid the efficient assembly of multiple components into a particular geometry through the use of non-covalent interactions such as hydrogen bonding, w-stacking, and van der Waals attractions. The word template has been described by Busch as a chemical entity that "organizes an assembly of atoms, with respect to one or more geometric loci, in order to achieve a particular linking of the atoms" [9]. In this chapter, we discuss recent research that fits this definition nicely, and focuses on the use of templating in the synthesis of the host-guest systems known as carceplexes [lo], hemicarceplexes [lo], and molecular capsules [ 111.Donald J. Cram created the field of carceplexes and hemicarceplexes [ 101. Carceplexes are defined as globe-shaped molecules that permanently entrap smaller guest molecules within their confines [ lo]. Consequently, the incarcerated guest cannot escape without breaking covalent bonds [ 101. Hemicarceplexes are closely related to carceplexes as both can contain molecules within their interiors. However, hemicarceplexes contain portals through which the entrapped guest can exit, given the appropriate conditions [lo]. Carcerands and hemicarcerands are analogous to the above, consisting of the corresponding host shell containing no entrapped guest [ 101. Capsules are reversible assemblies formed in solution consisting of closed-off spheroid cavities capable of encapsulating guests while excluding the solvent. The presence of a suitable template appears to be required for the formation of carceplexes, and sometimes for the formation of hemicarceplexes and molecular capsules.

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Inclusion chemistry for the modeling of heme proteins

Cited by 11 publications

References 51 publications

Iron and Cobalt "Lacunar" Complexes as Dioxygen Carriers

Iron and Cobalt "Lacunar" Complexes as Dioxygen Carriers

First example of a sixteen membered Jäger macrocycle having a ‘Z’ conformation

Templated Synthesis of Carceplexes, Hemicarceplexes, and Capsules

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