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Document Page 334 For example, in the specificity subsite S 3 the phenyl rings of Phe P 3 occupy almost identical positions in both renin inhibitor complexes. Modeling studies have predicted the specificity subsite S 3 to be larger in renins than in other aspartic proteinases [4] due to substitution of smaller residues, Pro 111, Leu114, and Ala115, in place of larger ones in mammalian and fungal proteinases. However, a compensatory movement of a helix (h N2) makes the pocket quite compact and complementary to the aromatic ring as shown in Figure 5. Thus, the positions of an element of secondary structure differ between renin and other aspartic proteinases with a consequent important difference in the specificity pocket. The differing positions of secondary structural elements may also account for the specificities at P 2'. Mouse submaxillary and other nonprimate renins do not appreciably cleave human angiotensinogen or its analogs [46], which have an isoleucine at P 2', although they do cleave substrates with a valine at this position. In contrast, human renin not only cleaves the human and nonprimate substrates but also the rat angiotensinogen with tyrosine at P 2', albeit rather slowly [47]. This can be explained in terms of the threedimensional structures. In the mouse renin complex, the P 2' tyrosyl ring is packed parallel to an adjoining helix (h 3) in a narrow pocket and there is only limited space available beyond the Cβ methylene group. This appears to be able to accommodate a valine, but not the larger isoleucine at P 2', which will suffer greater steric interference from several residues that are conserved in identity and position in the two renins. On the other hand, in human renin differences in the orientation and position of http://legacy.netlibrary.com/nlreader/nlReader.dll?bookid=12640&filename=Page_334.html [4/5/2004 5:26:06 PM]
Document Figure 5 The S 3 specificity pocket of human renin occupied by phenylalanine in the cyclohexylnorstatine inhibitor. Page 335 helix h 3 bring it closer by (by ˜0.5Å) to the substrate-binding site than in mouse renin. It is orientated in such a fashion in human renin that, although it can accommodate the isobutyl side chain of isoleucine at P 2', aromatic rings on substituents such as phenylalanine and tyrosine will have severe short contacts with the side chain of Ile130 (valine in mouse renin). Thus the reorientation of a helix, coupled with subtle differences in the shapes of the side chains, makes significant changes in the substrate specificity at this subsite. It is interesting to note that in pepsin this helix is in a similar position with respect to the active site as in human renin. This provides a structural rationale for the negative influence of peptides containing phenylalanine [48], tyrosine, or histidine [49] at this subsite (S 2') on the rate of proteolytic pepsin cleavage, while isoleucine and valine enhance catalysis. Differences in the specificity subsites at S 1' in the human and mouse renins have a more complicated explanation. At first sight the situation appears to be explained by complementarity of the subsites to the valine and leucine at http://legacy.netlibrary.com/nlreader/nlReader.dll?bookid=12640&filename=Page_335.html (1 of 2) [4/5/2004 5:26:14 PM]
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Document D ddI, 152 tumour necrosis
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