The author of 《Cyclic peptides as selective substrates and suicide substrate precursors of trypsin-like proteinases》 were Boggetto, Nicole; Vilain, Anne Cecile; Montagne, Jean Jacuqes; Reboud-Ravaux, Michele; Mazaleyrat, Jean Paul; Xie, Juan; Wakselman, Michel. And the article was published in Bulletin de la Societe Chimique de France in 1994. SDS of cas: 88071-91-4 The author mentioned the following in the article:
Cyclopeptides of general formula c[P1-aB(CH2X)-Gly4], in which P1 is arginine or lysine and aB(CH2X) an ortho- or meta-aminobenzoic acid residue substituted in the para position to the nitrogen atom by a Me (X = H), a phenoxymethyl (X = OC6H5) or an acetoxymethyl (X = OCOCH3) group, have been evaluated as substrates and/or inhibitors of serine proteinases. These compounds are selective substrates of trypsin-like enzymes (urokinase, plasmin, thrombin). The presence of lysine or arginine at the P1 position induces a selective cleavage of the P1-P’1 anilide bond. The efficiency of the enzymic hydrolysis is generally higher for cyclopeptides containing a meta rather than an ortho-aminobenzoic acid residue. The arginine derivatives are more easily cleaved by urokinase (u-PA) than their lysine analogs. No hydrolysis is observed in the presence of t-PA. The compounds with X = OC6H5 or OCOCH3 are the most reactive substrates. In spite of the presence of the phenolate or acetate latent nucleofugal substituent, which could induce the formation of an electrophilic quinonium methide moiety, they fail to inactivate the studied proteases. However, substitution of X by better latent leaving groups makes these compounds immediate precursors of suicide substrates, in particular of urokinase, an enzyme involved in the process of metastasis. In the experiment, the researchers used Methyl 5-(bromomethyl)-2-nitrobenzoate(cas: 88071-91-4SDS of cas: 88071-91-4)
Methyl 5-(bromomethyl)-2-nitrobenzoate(cas: 88071-91-4) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.SDS of cas: 88071-91-4 The most pervasive is the naturally produced bromomethane.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary